CN116940330A - Use of short chain fatty acids as antidandruff agents - Google Patents
Use of short chain fatty acids as antidandruff agents Download PDFInfo
- Publication number
- CN116940330A CN116940330A CN202180086773.4A CN202180086773A CN116940330A CN 116940330 A CN116940330 A CN 116940330A CN 202180086773 A CN202180086773 A CN 202180086773A CN 116940330 A CN116940330 A CN 116940330A
- Authority
- CN
- China
- Prior art keywords
- chain fatty
- acid
- short
- skin
- esters
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 150000004666 short chain fatty acids Chemical class 0.000 title claims abstract description 82
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 10
- 235000021391 short chain fatty acids Nutrition 0.000 title claims description 39
- 239000000203 mixture Substances 0.000 claims abstract description 82
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 claims abstract description 81
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims abstract description 74
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims abstract description 72
- 241000186427 Cutibacterium acnes Species 0.000 claims abstract description 66
- 241000555676 Malassezia Species 0.000 claims abstract description 60
- 229940055019 propionibacterium acne Drugs 0.000 claims abstract description 59
- 150000002148 esters Chemical class 0.000 claims abstract description 46
- 239000002537 cosmetic Substances 0.000 claims abstract description 45
- 150000003839 salts Chemical class 0.000 claims abstract description 43
- 244000005700 microbiome Species 0.000 claims abstract description 40
- 229940005605 valeric acid Drugs 0.000 claims abstract description 40
- 235000019260 propionic acid Nutrition 0.000 claims abstract description 37
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims abstract description 37
- 240000004808 Saccharomyces cerevisiae Species 0.000 claims abstract description 23
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 13
- 206010040844 Skin exfoliation Diseases 0.000 claims abstract description 12
- 208000010744 skin desquamation Diseases 0.000 claims abstract description 10
- 239000002609 medium Substances 0.000 claims description 48
- 239000003636 conditioned culture medium Substances 0.000 claims description 28
- 238000000034 method Methods 0.000 claims description 15
- 208000001840 Dandruff Diseases 0.000 claims description 14
- JXKPEJDQGNYQSM-UHFFFAOYSA-M sodium propionate Chemical compound [Na+].CCC([O-])=O JXKPEJDQGNYQSM-UHFFFAOYSA-M 0.000 claims description 14
- 239000004324 sodium propionate Substances 0.000 claims description 14
- 235000010334 sodium propionate Nutrition 0.000 claims description 14
- 229960003212 sodium propionate Drugs 0.000 claims description 14
- 206010039793 Seborrhoeic dermatitis Diseases 0.000 claims description 12
- 208000008742 seborrheic dermatitis Diseases 0.000 claims description 12
- -1 /or Species 0.000 claims description 11
- MFBOGIVSZKQAPD-UHFFFAOYSA-M sodium butyrate Chemical compound [Na+].CCCC([O-])=O MFBOGIVSZKQAPD-UHFFFAOYSA-M 0.000 claims description 11
- 239000012228 culture supernatant Substances 0.000 claims description 10
- 230000035755 proliferation Effects 0.000 claims description 8
- LHYPLJGBYPAQAK-UHFFFAOYSA-M sodium;pentanoate Chemical compound [Na+].CCCCC([O-])=O LHYPLJGBYPAQAK-UHFFFAOYSA-M 0.000 claims description 8
- 238000011282 treatment Methods 0.000 claims description 7
- 239000006071 cream Substances 0.000 claims description 5
- 239000006210 lotion Substances 0.000 claims description 5
- 238000005119 centrifugation Methods 0.000 claims description 4
- 238000012258 culturing Methods 0.000 claims description 4
- 238000001914 filtration Methods 0.000 claims description 4
- 239000002028 Biomass Substances 0.000 claims description 3
- 239000000839 emulsion Substances 0.000 claims description 3
- 239000002453 shampoo Substances 0.000 claims description 3
- 241000195940 Bryophyta Species 0.000 claims description 2
- 235000011929 mousse Nutrition 0.000 claims description 2
- 230000002265 prevention Effects 0.000 claims description 2
- 230000008569 process Effects 0.000 claims description 2
- 230000001143 conditioned effect Effects 0.000 abstract 1
- 210000004027 cell Anatomy 0.000 description 32
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 30
- 230000000670 limiting effect Effects 0.000 description 30
- 241000191963 Staphylococcus epidermidis Species 0.000 description 28
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 230000000694 effects Effects 0.000 description 12
- 229920001817 Agar Polymers 0.000 description 11
- 239000008272 agar Substances 0.000 description 11
- 208000035475 disorder Diseases 0.000 description 10
- 210000004556 brain Anatomy 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- SHZIWNPUGXLXDT-UHFFFAOYSA-N ethyl hexanoate Chemical compound CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 8
- 238000001802 infusion Methods 0.000 description 8
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 8
- GHBFNMLVSPCDGN-UHFFFAOYSA-N rac-1-monooctanoylglycerol Chemical compound CCCCCCCC(=O)OCC(O)CO GHBFNMLVSPCDGN-UHFFFAOYSA-N 0.000 description 8
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 7
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 150000004665 fatty acids Chemical class 0.000 description 7
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 6
- 238000007747 plating Methods 0.000 description 6
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 5
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 5
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 5
- 241000186000 Bifidobacterium Species 0.000 description 5
- 241000186660 Lactobacillus Species 0.000 description 5
- 239000005642 Oleic acid Substances 0.000 description 5
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 5
- 239000013543 active substance Substances 0.000 description 5
- 230000001580 bacterial effect Effects 0.000 description 5
- 239000000499 gel Substances 0.000 description 5
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 5
- 229940039696 lactobacillus Drugs 0.000 description 5
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 5
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 5
- 238000011002 quantification Methods 0.000 description 5
- 210000004761 scalp Anatomy 0.000 description 5
- 238000013207 serial dilution Methods 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- XDWXRAYGALQIFG-UHFFFAOYSA-L zinc;propanoate Chemical compound [Zn+2].CCC([O-])=O.CCC([O-])=O XDWXRAYGALQIFG-UHFFFAOYSA-L 0.000 description 5
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 4
- 241000894006 Bacteria Species 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 241000191940 Staphylococcus Species 0.000 description 4
- 230000001332 colony forming effect Effects 0.000 description 4
- 239000001963 growth medium Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229910052751 metal Chemical class 0.000 description 4
- 239000002184 metal Chemical class 0.000 description 4
- 229960002446 octanoic acid Drugs 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 208000024891 symptom Diseases 0.000 description 4
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 241000295644 Staphylococcaceae Species 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000000443 aerosol Substances 0.000 description 3
- 230000000845 anti-microbial effect Effects 0.000 description 3
- 238000003556 assay Methods 0.000 description 3
- 239000008406 cosmetic ingredient Substances 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 229940087068 glyceryl caprylate Drugs 0.000 description 3
- 230000000813 microbial effect Effects 0.000 description 3
- 230000004083 survival effect Effects 0.000 description 3
- FZXRXKLUIMKDEL-UHFFFAOYSA-N 2-Methylpropyl propanoate Chemical compound CCC(=O)OCC(C)C FZXRXKLUIMKDEL-UHFFFAOYSA-N 0.000 description 2
- GHHURQMJLARIDK-UHFFFAOYSA-N 2-hydroxypropyl octanoate Chemical compound CCCCCCCC(=O)OCC(C)O GHHURQMJLARIDK-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 241000702462 Akkermansia muciniphila Species 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 241000588914 Enterobacter Species 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 241000186394 Eubacterium Species 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 108060001084 Luciferase Proteins 0.000 description 2
- 239000005089 Luciferase Substances 0.000 description 2
- 241001291477 Malassezia restricta Species 0.000 description 2
- 241000736262 Microbiota Species 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 239000001888 Peptone Substances 0.000 description 2
- 108010080698 Peptones Proteins 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- 241000751182 Staphylococcus epidermidis ATCC 12228 Species 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000001413 amino acids Chemical class 0.000 description 2
- 229960001631 carbomer Drugs 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000006143 cell culture medium Substances 0.000 description 2
- 239000006285 cell suspension Substances 0.000 description 2
- 230000003833 cell viability Effects 0.000 description 2
- 238000003501 co-culture Methods 0.000 description 2
- 230000035618 desquamation Effects 0.000 description 2
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 2
- 230000005284 excitation Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 150000002194 fatty esters Chemical class 0.000 description 2
- 239000007850 fluorescent dye Substances 0.000 description 2
- 230000036074 healthy skin Effects 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 150000004667 medium chain fatty acids Chemical class 0.000 description 2
- 244000005706 microflora Species 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 235000019319 peptone Nutrition 0.000 description 2
- RGCLLPNLLBQHPF-HJWRWDBZSA-N phosphamidon Chemical class CCN(CC)C(=O)C(\Cl)=C(/C)OP(=O)(OC)OC RGCLLPNLLBQHPF-HJWRWDBZSA-N 0.000 description 2
- 229920000136 polysorbate Polymers 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000006228 supernatant Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 230000000699 topical effect Effects 0.000 description 2
- 230000035899 viability Effects 0.000 description 2
- PHIQHXFUZVPYII-ZCFIWIBFSA-O (R)-carnitinium Chemical compound C[N+](C)(C)C[C@H](O)CC(O)=O PHIQHXFUZVPYII-ZCFIWIBFSA-O 0.000 description 1
- QCAHUFWKIQLBNB-UHFFFAOYSA-N 3-(3-methoxypropoxy)propan-1-ol Chemical compound COCCCOCCCO QCAHUFWKIQLBNB-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 208000002874 Acne Vulgaris Diseases 0.000 description 1
- MZNPJXYCFDPYIT-UHFFFAOYSA-N C(CCCCCCC)(=O)OCC(O)CO.C(C(C)O)O Chemical compound C(CCCCCCC)(=O)OCC(O)CO.C(C(C)O)O MZNPJXYCFDPYIT-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
- 241001608234 Faecalibacterium Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- IJMWOMHMDSDKGK-UHFFFAOYSA-N Isopropyl propionate Chemical compound CCC(=O)OC(C)C IJMWOMHMDSDKGK-UHFFFAOYSA-N 0.000 description 1
- 102000011782 Keratins Human genes 0.000 description 1
- 108010076876 Keratins Proteins 0.000 description 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical class NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- RJUFJBKOKNCXHH-UHFFFAOYSA-N Methyl propionate Chemical compound CCC(=O)OC RJUFJBKOKNCXHH-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 208000002193 Pain Diseases 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 208000003251 Pruritus Diseases 0.000 description 1
- 241000605947 Roseburia Species 0.000 description 1
- 241000192031 Ruminococcus Species 0.000 description 1
- 241001147736 Staphylococcus capitis Species 0.000 description 1
- 241000194017 Streptococcus Species 0.000 description 1
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 1
- 241001531188 [Eubacterium] rectale Species 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 206010000496 acne Diseases 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 238000001042 affinity chromatography Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 235000001014 amino acid Nutrition 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000003656 anti-hair-loss Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 210000000941 bile Anatomy 0.000 description 1
- 230000032770 biofilm formation Effects 0.000 description 1
- BTMVHUNTONAYDX-UHFFFAOYSA-N butyl propionate Chemical compound CCCCOC(=O)CC BTMVHUNTONAYDX-UHFFFAOYSA-N 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229960004203 carnitine Drugs 0.000 description 1
- 229920006317 cationic polymer Polymers 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000013592 cell lysate Substances 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000011198 co-culture assay Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 229910001431 copper ion Inorganic materials 0.000 description 1
- 230000001496 desquamative effect Effects 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 235000005911 diet Nutrition 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- 210000001339 epidermal cell Anatomy 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 230000001815 facial effect Effects 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 210000001061 forehead Anatomy 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 239000012737 fresh medium Substances 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- PLHJDBGFXBMTGZ-WEVVVXLNSA-N furazolidone Chemical compound O1C([N+](=O)[O-])=CC=C1\C=N\N1C(=O)OCC1 PLHJDBGFXBMTGZ-WEVVVXLNSA-N 0.000 description 1
- 229960001625 furazolidone Drugs 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003102 growth factor Substances 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 1
- 229940051250 hexylene glycol Drugs 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 230000007803 itching Effects 0.000 description 1
- 238000004020 luminiscence type Methods 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 230000035800 maturation Effects 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 229940017219 methyl propionate Drugs 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000017066 negative regulation of growth Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 1
- CNIOISKOUFHOBZ-UHFFFAOYSA-N octanoic acid;prop-1-ene Chemical compound CC=C.CCCCCCCC(O)=O CNIOISKOUFHOBZ-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- BTSZTGGZJQFALU-UHFFFAOYSA-N piroctone olamine Chemical compound NCCO.CC(C)(C)CC(C)CC1=CC(C)=CC(=O)N1O BTSZTGGZJQFALU-UHFFFAOYSA-N 0.000 description 1
- 229940081510 piroctone olamine Drugs 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- MCSINKKTEDDPNK-UHFFFAOYSA-N propyl propionate Chemical compound CCCOC(=O)CC MCSINKKTEDDPNK-UHFFFAOYSA-N 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 210000000664 rectum Anatomy 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- JNMWHTHYDQTDQZ-UHFFFAOYSA-N selenium sulfide Chemical compound S=[Se]=S JNMWHTHYDQTDQZ-UHFFFAOYSA-N 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
- 244000005714 skin microbiome Species 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940043810 zinc pyrithione Drugs 0.000 description 1
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Cosmetics (AREA)
Abstract
The present application relates to the field of cosmetics, in particular to the cosmetic use of at least one short-chain fatty acid selected from propionic acid, butyric acid, valeric acid, non-metallic salts thereof, esters thereof, and mixtures thereof, or of a conditioned culture derived from at least one microorganism capable of producing such short-chain fatty acid, as an antidandruff agent, for preventing and/or treating skin desquamation disorders associated with the hyperproliferation of malassezia yeasts on the skin, and for maintaining and/or restoring the ecological flora of the skin at normal levels, in particular by preventing the excessive colonization of malassezia yeasts on the skin and/or by mediating the growth of propionibacterium acnes.
Description
Technical Field
The present application relates to the field of cosmetics, in particular to the cosmetic use of at least one short-chain fatty acid selected from propionic acid, butyric acid, valeric acid, non-metallic salts thereof, esters thereof and mixtures thereof, or of conditioned medium derived from at least one microorganism capable of producing such short-chain fatty acids, as an antidandruff agent, for preventing and/or treating skin desquamation disorders associated with the hyperproliferation of Malassezia genus (Malassezia genus) on the skin, and for maintaining and/or restoring the ecological flora (ecolora) of the skin at normal levels, in particular by preventing the excessive colonization of Malassezia yeasts on the skin and/or by mediating the growth of propionibacterium acnes (Cutibacterium acnes).
Background
Desquamation disorders of the skin (desquamative disorder), such as dandruff or seborrheic dermatitis, affect up to 50% of the world population. It has an impact on both men and women and is believed to have a very adverse psychosocial impact. The appearance of dandruff is not favored, not only by its aesthetic impact, but also by its discomfort (in particular stinging or itching), so that many people facing this problem wish to eliminate it effectively and permanently.
These conditions correspond to excessive and visible desquamation of the skin caused by excessive rapid proliferation of epidermal cells and their abnormal maturation. This phenomenon may be caused in particular by excessively aggressive skin or hair treatments, extreme climatic conditions, stress, diet, fatigue and pollution. Dandruff and seborrheic dermatitis symptoms are generally caused by disorders of the skin microflora, and more particularly by excessive colonization by fungi belonging to the malassezia family of yeasts (in particular the Malassezia restricta species of malassezia restrictum) and by the lower abundance of propionibacterium acnes compared to healthy scalp.
Many treatments/therapies have been developed aimed at eradicating Malassezia yeast (Malassezia yeast) in the skin. Thus, the activity of currently used active agents such as zinc pyrithione, piroctone olamine or selenium disulphide is based primarily on their fungicidal properties. However, it is well known that the antimicrobial effect of many of these conventional agents extends to at least one other bacterium and is therefore not selective for malassezia yeasts, particularly the limiting malassezia species, and thus kills or damages the beneficial skin commensal microflora.
Thus, in order to maintain and/or restore healthy skin microbial flora and thus respond to consumer needs, it has become a major challenge to find a solution for new active agents with selective growth inhibitory activity against malassezia yeasts (known to cause skin desquamation disorders), in particular limiting malassezia species.
Disclosure of Invention
The object of the present application is to provide an active agent which effectively inhibits the growth of malassezia yeasts (causing skin desquamation disorders), in particular limiting malassezia species, without extending its antimicrobial effect to other bacteria, in particular staphylococcus epidermidis (Staphylococcus epidermidis), and/or staphylococcus cephalopodii (Staphylococcus capitis) and/or propionibacterium acnes (Cutibacterium acnes), which together constitute the majority of the skin microbiota.
It is a further object of the present application to propose an active agent which is capable of maintaining and/or restoring the ecological flora of the skin at normal levels, in particular by preventing excessive colonization of the skin by malassezia yeasts and/or by mediating the growth of propionibacterium acnes.
The applicant has surprisingly found that the cosmetic use of at least one short-chain fatty acid selected from propionic acid, butyric acid, valeric acid, non-metallic salts thereof, esters thereof and mixtures thereof, having a chain length of not more than 5 carbon atoms, is effective in treating dandruff and/or seborrheic dermatitis symptoms associated with the proliferation of malassezia yeasts, without antimicrobial effect on staphylococcus epidermidis and propionibacterium acnes, contrary to the medium-chain fatty acids having a chain length of more than 6 carbon atoms (such as caproic acid, caprylic acid), ethyl caproate, glyceryl monocaprylate, propylene monocaprylate and metallic salts of short-chain fatty acids (such as zinc propionate) shown in example 3 of the present application.
In addition to selectivity for malassezia, the short chain fatty acids mediate reduced growth of propionibacterium acnes (a commensal skin bacterium) in dandruff and seborrheic dermatitis conditions.
Thus, these effects contribute to the rebalancing effect of the skin ecological flora.
Accordingly, one subject of the present application is the cosmetic use as antidandruff agent of i) at least one short-chain fatty acid selected from the group consisting of propionic acid, butyric acid, valeric acid, non-metallic salts thereof, esters thereof and mixtures thereof, or ii) a conditioned medium derived from at least one microorganism capable of producing one or more short-chain fatty acids, said medium comprising at least one short-chain fatty acid selected from the group consisting of propionic acid, butyric acid, valeric acid, non-metallic salts thereof, esters thereof and mixtures thereof.
A further subject of the application is the cosmetic use of i) at least one short-chain fatty acid selected from propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof, or ii) a conditioned medium obtained from at least one microorganism capable of one or more short-chain fatty acids, said medium comprising at least one short-chain fatty acid selected from propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof, for the prevention and/or treatment of skin desquamation disorders (such as dandruff and/or seborrheic dermatitis) associated with the proliferation of malassezia yeasts, more particularly of the limiting malassezia species.
The application also relates to the cosmetic use of i) at least one short-chain fatty acid selected from the group consisting of propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof, or ii) a conditioned medium obtained from at least one microorganism capable of producing one or more short-chain fatty acids, said medium comprising at least one short-chain fatty acid selected from the group consisting of propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof, for maintaining and/or restoring the ecological flora of the skin at normal levels, in particular by preventing excessive colonization of the skin by malassezia yeasts, more particularly by limiting malassezia species, and/or by mediating propionibacterium acnes growth.
Another subject of the present application is a cosmetic method intended for preventing and/or treating skin desquamation disorders such as dandruff and/or seborrheic dermatitis, associated with the proliferation of malassezia yeasts, more particularly of the limiting malassezia species, comprising: a cosmetic composition comprising an effective amount of i) at least one short chain fatty acid, or ii) a conditioned medium, wherein the at least one short chain fatty acid is selected from the group consisting of propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof, and mixtures thereof, obtained from at least one microorganism capable of producing one or more short chain fatty acids, said medium comprising at least one short chain fatty acid selected from the group consisting of propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof, and mixtures thereof, is applied to hair and/or skin.
Another subject of the application is a cosmetic method intended for maintaining and/or restoring the skin ecological flora at normal levels, in particular by preventing excessive colonization of the skin by malassezia yeasts, more particularly by limiting malassezia species, and/or by mediating the growth of propionibacterium acnes, comprising: applying to the hair and/or skin a cosmetic composition comprising an effective amount of i) at least one short chain fatty acid selected from the group consisting of propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof, or ii) a conditioned medium derived from at least one microorganism capable of producing one or more short chain fatty acids, said medium comprising at least one short chain fatty acid selected from the group consisting of propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof.
Definition of the definition
As used herein, the term "treatment" or "treatment" refers to any action intended to improve the comfort or health of an individual. Thus, the term encompasses alleviating, alleviating or inhibiting the symptoms of dandruff or seborrheic dermatitis, but is limited to cosmetic treatment/management only.
For the purposes of the present application, the term "non-metallic salts" refers to salts that are free of metal ions such as zinc ions, aluminum ions, copper ions, iron ions, and mixtures thereof.
For the purposes of the present application, the term "skin" refers to whole body skin, including scalp, preferably scalp skin and facial skin such as forehead, nose, cheek, chin, chest, neck.
As used herein, the term "skin ecological flora" refers to the naturally occurring microbial flora (microflora) on healthy skin, especially skin commensal microorganisms, such as staphylococcus epidermidis, and/or staphylococcus cephali, and/or propionibacterium acnes.
For the purposes of the present application, the term "preventing" refers to reducing the risk of phenomena, in particular dandruff and seborrheic dermatitis, occurring in the context of the present application.
For the purposes of the present application, the term "effective amount" refers to an amount sufficient to achieve the desired effect.
As used herein, the term "cosmetic composition" ("cosmetic composition") refers to a composition suitable for application to the skin, in particular a composition comprising a physiologically acceptable medium.
The term "physiologically acceptable medium" ("physiologically acceptable medium") refers to a medium suitable for topical application of the composition, i.e., a medium compatible with the skin of the face, body and scalp.
For the purposes of the present application, the term "short-chain fatty acid" ("short chain fatty acid") refers to carboxylic acids having aliphatic chains containing 3 to 5 carbon atoms, preferably carboxylic acids having aliphatic chains containing 3 carbon atoms.
Detailed description of the application
Short Chain Fatty Acids (SCFA)
As previously mentioned, one subject of the present application is the cosmetic use as anti-dandruff agent of i) at least one short-chain fatty acid, selected from propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof, or ii) a conditioned medium derived from at least one microorganism capable of producing one or more short-chain fatty acids, said medium comprising at least one short-chain fatty acid selected from propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof.
The application also relates to the cosmetic use of i) at least one short-chain fatty acid selected from the group consisting of propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof, or ii) a conditioned medium derived from at least one microorganism capable of producing one or more short-chain fatty acids, said medium comprising at least one short-chain fatty acid selected from the group consisting of propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof, for preventing and/or treating skin desquamation disorders such as dandruff and/or seborrheic dermatitis associated with proliferation of malassezia yeasts, in particular, of the limiting malassezia species.
The application also relates to the cosmetic use of i) at least one short-chain fatty acid selected from the group consisting of propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof, or ii) a conditioned medium obtained from at least one microorganism capable of producing one or more short-chain fatty acids, said medium comprising at least one short-chain fatty acid selected from the group consisting of propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof, for maintaining and/or restoring the ecological flora of the skin at normal levels, in particular by preventing excessive colonization of the skin by malassezia yeasts, more particularly by limiting malassezia species, and/or by mediating the growth of propionibacterium acnes.
The non-metallic salts of short chain fatty acids according to the application are particularly preferred and may be any safe and effective non-metallic salts of such acids. For purposes of illustration, certain preferred salts may include calcium, sodium, magnesium and potassium salts, with sodium salts being most particularly preferred.
As an additional illustration, amino acid salts may be used. For example, carnitine or lysine salts of short chain fatty acids according to the application may be used. One of ordinary skill will recognize that various other amino acids may also be used.
As examples of esters of propionic acid, butyric acid or valeric acid, any safe and effective ester of such an acid may be used. For example, when the SCFA is an ester of propionic acid, the component can be represented as follows:
wherein r1=ch 3 And R2 is an ester chain or an ester of propionic acid.
For example, the ester chain of the selected acid may be a straight or branched chain of carbon atoms, typically containing about 8 or fewer carbon atoms. The ester chain more preferably contains from 1 to about 5 carbon atoms and may likewise be linear (e.g., n-propyl) or branched (e.g., isopropyl). Highly preferred ester chains include those that form methyl esters (i.e., R2 is-CH 3), ethyl esters, n-propyl esters, isopropyl esters, n-butyl esters, isobutyl esters, and mixtures thereof. For illustration, methyl propionate, ethyl propionate, n-propyl propionate, isopropyl propionate, n-butyl propionate, isobutyl propionate are examples of propionate that may be used herein. Such esters of propionic acid, butyric acid or valeric acid may also be selected.
As examples of short chain fatty acids, mention may be made of sodium propionate (ref.p1880) sold by Sigma; sodium butyrate (ref.303410); valeric acid (ref.75054).
In particular embodiments, the short chain fatty acids are obtained from at least one microorganism capable of producing one or more short chain fatty acids. The at least one microorganism capable of producing one or more short chain fatty acids may be selected from the group consisting of: lactobacillus (Lactobacillus spp), bifidobacterium (Bifidobacterium spp), luminococcus (Ruminococcus spp), rogowski (Roseburia spp), akkermansia muciniphila (Akkermansia muciniphila), enterobacter faecalis (Faecalibacterium spp), eubacterium rectum (Eubacterium rectale) and propionibacterium acnes, preferably lactobacillus, bifidobacterium and propionibacterium acnes, more preferably propionibacterium acnes, such as propionibacterium acnes strain ATCC 6919.
In another embodiment, the short chain fatty acids according to the application are contained in a conditioned medium (or supernatant) from at least one microorganism capable of producing one or more short chain fatty acids.
The at least one microorganism capable of producing one or more short chain fatty acids may be selected from the group consisting of: lactobacillus, bifidobacterium, luminococcus, rochanterium, akaman, enterobacter, eubacterium recti and propionibacterium acnes, preferably lactobacillus, bifidobacterium and propionibacterium acnes, more preferably propionibacterium acnes, such as propionibacterium acnes strain ATCC 6919.
"culture supernatant" ("culture supernatant") is also referred to as "conditioned medium" ("conditioned culture medium") and is typically obtained by culturing the microorganism in question in a medium suitable for the survival and/or growth of the microorganism, and then by separating the medium and the microorganism to harvest the medium in contact with the microorganism. Preferably, the cultivation is carried out for a period of time and under conditions which would allow the release of the active agent (in particular the short chain fatty acid according to the application) with the desired anti-dandruff properties in the culture medium by the microorganism.
An environment suitable for the survival and/or growth of microorganisms is any nutrient medium suitable for the survival and/or cultivation of microorganisms. It generally contains suitable amounts of carbon and nitrogen sources such as amino acids, sugars, proteins, fatty acids, phosphates, sulphates, minerals and growth factors as well as vitamins.
For the purposes of the present application, the term "conditioned medium" or "culture supernatant" is used indifferently to denote the whole culture supernatant obtained after the cultivation of the microorganism in question, or any fraction or sub-compound of the supernatant obtained by dialysis, fractionation, phase separation, filtration chromatography, affinity chromatography, precipitation, concentration, lyophilization, etc.
In the context of the present application, a conditioned medium from at least one microorganism capable of producing one or more short chain fatty acids according to the application is obtained by a process comprising the steps of:
i) Culturing at least one microorganism capable of producing one or more short chain fatty acids, preferably a microorganism of the species propionibacterium acnes, such as propionibacterium acnes ATCC 6919;
ii) separating the culture supernatant from the biomass, in particular by centrifugation;
iii) Recovering culture supernatant; and
iv) optionally, the culture supernatant is stabilised, for example by filtration and/or autoclaving.
As used herein, the term "biomass" refers to propionibacterium acnes cells obtained after performing step i).
Preferably, the filtration is performed using a syringe filter having a pore size between 0.2 μm and 0.45 μm.
The short chain fatty acids or conditioned medium according to the application are used in an amount of 0.01% to 5% by weight relative to the total weight of the composition, preferably 0.3% to 1.0% by weight relative to the total weight of the composition.
Another subject of the present application is a cosmetic method intended for preventing and/or treating skin desquamation disorders such as dandruff and/or seborrheic dermatitis, associated with the proliferation of malassezia yeasts, more particularly of the limiting malassezia species, comprising: a cosmetic composition comprising an effective amount of i) at least one short chain fatty acid or ii) a conditioned medium, wherein the at least one short chain fatty acid is selected from the group consisting of propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof, the conditioned medium being derived from at least one microorganism capable of producing one or more short chain fatty acids, the medium comprising at least one short chain fatty acid selected from the group consisting of propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof, is applied to the hair and/or skin.
Another subject of the application is a cosmetic method intended for maintaining and/or restoring the skin ecological flora at normal levels, in particular by preventing excessive colonization of the skin by malassezia yeasts, more particularly by limiting malassezia species, and/or by mediating propionibacterium acnes, comprising: applying to the hair and/or skin a cosmetic composition comprising an effective amount of i) at least one short chain fatty acid selected from the group consisting of propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof, or ii) a conditioned medium derived from at least one microorganism capable of producing one or more short chain fatty acids, said medium comprising at least one short chain fatty acid selected from the group consisting of propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof.
Preferably, the cosmetic composition comprises a cosmetically acceptable medium, that is to say a medium compatible with topical application to keratin materials, in particular the skin.
Preferably, the cosmetic composition has a pH between 6 and 8, in particular a neutral pH between 6.5 and 7.5, in particular 7.0.
Advantageously, the short chain fatty acids or conditioned medium according to the application are present in an amount of 0.01% to 5% by weight relative to the total weight of the composition, preferably 0.3% to 1% by weight relative to the total weight of the composition.
In a first preferred embodiment, the cosmetic composition is a composition for the scalp, which may be a rinse-off or leave-on composition. The composition is preferably in the form of a shampoo, cream, mousse (aerosol or non-aerosol), paste, gel, emulsion, lotion or even stick. Preferably, the composition for hair is a shampoo, gel or lotion.
In a second preferred embodiment, the cosmetic composition is a composition for the skin, which may be more or less fluid, and may have the appearance of a white or coloured cream, ointment, emulsion, lotion, serum, paste or foam. They may optionally be applied to the skin in aerosol form. They may also be in solid form, for example in the form of rods or compact powders. In particular, the cosmetic composition may be in the form of an after-shave gel (after shave gel) or lotion, a body hygiene composition (such as a shower gel), a solid composition (such as a soap or cleansing block), a composition for caring for or cleansing the skin, among others.
The cosmetic composition preferably comprises water and/or one or more water-miscible organic solvents which may be selected from: linear or branched C1 to C6 monoalcohols, such as ethanol, isopropanol, tert-butanol or n-butanol; polyols such as glycerol, propylene glycol, hexylene glycol (or 2-methyl-2, 4-pentanediol), and polyethylene glycol; polyhydric alcohol ethers such as dipropylene glycol monomethyl ether; and mixtures thereof.
Preferably, the cosmetic composition comprises from 30% to 98% by weight, in particular from 40% to 95% by weight, more preferably from 50% to 90% by weight, of water, relative to the total weight of the composition.
Preferably, the cosmetic composition comprises from 0.05% to 60% by weight, preferably from 0.5% to 50% by weight and more preferably from 1% to 40% by weight of water, relative to the total weight of the cosmetic composition.
The cosmetic composition according to the application may also comprise at least one usual cosmetic ingredient, chosen in particular from: vegetable, mineral, animal or synthetic oils; a liquid fatty alcohol; a liquid fatty ester; solid fatty substances, in particular waxes, solid fatty esters, solid alcohols; anionic surfactants, cationic surfactants, amphoteric surfactants, and nonionic surfactants; anionic, nonionic, amphoteric and cationic polymers; antidandruff agents other than short chain fatty acids or conditioned medium according to the application; an antioxidant; an anti-hair loss agent; a silicone; a perfume; polymeric or non-polymeric thickeners, particularly associative polymers; optionally a preservative; a chelating agent; a colorant. Of course, the composition may comprise several cosmetic ingredients that appear in the list above. One skilled in the art will note that the ingredients and amounts of the ingredients that make up the composition are selected such that the advantageous properties of the composition according to the application are not or substantially not adversely affected by the intended addition.
After application of the short chain fatty acid or conditioned medium or the composition to the hair and/or skin, a rinsing (e.g. with water) step may or may not be performed.
Throughout the specification, including the claims, unless the context requires otherwise, the expression "comprising" is to be understood as synonymous with "comprising at least one".
Furthermore, unless indicated to the contrary, "at least one" is to be understood as synonymous with "one or more".
Unless stated to the contrary, "greater than/more than," between and "within the range of..to … …" should be understood to include the limits.
The following examples and figures are given by way of illustration and not as a limitation of the application.
These compounds are cited by chemical names or CTFA (international cosmetic ingredient dictionary and handbook) names as appropriate.
The application is illustrated in more detail in the following examples.
Drawings
Fig. 1: effect of SCFA on growth of limiting malassezia.
Fig. 2: effect of SCFA on propionibacterium acnes growth.
Fig. 3: effect of SCFA on staphylococcus epidermidis growth.
Fig. 4: the effect of fatty acids (50 mM) on growth of limiting malassezia was quantified using fluorescent staining.
Fig. 5: by measuring the effect of ATP quantification, fatty acid esters and metal salts (50 mM) on growth of limiting malassezia.
Fig. 6: fatty acids, esters and metal salts on propionibacterium acnes growth.
Fig. 7: fatty acids, esters and metal salts affect the growth of staphylococcus epidermidis.
Fig. 8: effect of SCFA on propionibacterium acnes growth when propionibacterium acnes and staphylococcus epidermidis are co-cultivated under aerobic conditions.
Detailed Description
Examples
Example 1-evaluation of the Selective inhibition of growth of limiting malassezia by sodium propionate, sodium butyrate and sodium valerate (according to the present application).
A) Materials and methods
Organisms and growth conditions:
Restriction malassezia (m.restricta) ATCC MYA-4611, staphylococcus epidermidis (s.epideris) ATCC 12228 and propionibacterium acnes (c.acnes) ATCC 6919 were purchased from ATCC. The limiting malassezia was routinely cultured in Modified Dixon (MD) medium (pH 6), wherein the MD medium consists of a culture medium consisting of a mixture of 1 liter of dH 2 36g of malt extract (Sigma 70167) in O, 20g of dehydrated ox bile (Sigma 70168), 6g of Bacto (TM) peptone (BD 211677), 1% (v/v) Tween 40 (Sigma P1504), 0.2% (v/v) oleic acid (Fluka 75096) and 0.2% (v/v) glycerol (Promega H5433); propionibacterium acnes and staphylococcus epidermidis were cultured in a Modified Brain Heart Infusion (MBHI) medium (pH 7) containing 37g of BHI base (accumdia 7116B), 0.4% (v/v) tween-40 (Sigma P1504), 0.2% (v/v) oleic acid (Fluka 75096) and 0.2% (v/v) glycerol (Promega H5433) in 1 liter dH 2O. The limiting malassezia and staphylococcus epidermidis were grown under aerobic conditions with shaking at 200rpm, while propionibacterium acnes were grown under anaerobic conditions. All organisms were grown at 33 ℃. If necessary, the medium is also supplemented with: sodium acetate (CH) 3 COOH, sigma ref.32319), sodium propionate (CH 3 CH 2 COOH, sigma ref.p1880), sodium butyrate (CH 3 (CH 2 ) 2 COOH,Sigma Ref.303410)、Valeric acid (CH) 3 (CH 2 ) 3 COOH, fluka ref.75054). For valeric acid, the pH of the modified cell culture medium was neutralized with NaOH (sodium hydroxide, sigma 283060).
Quantification of total cell number by SYTO9:
The limiting malassezia cells were harvested from 1ml of culture by centrifugation at 10000 Xg for 5 minutes at room temperature. The cells were washed once, pelleted, and resuspended in 0.9% NaCl solution. Equal volumes of the above cell suspension and SYTO9 working stock (3. Mu.l SYTO9 component of Live/Dead Baclight viability kit, thermoFisher Scientific, L7012, diluted in 1ml of 0.9% NaCl solution) were thoroughly mixed, incubated for 10 min in the dark, and fluorescence intensity units were measured in a Tecan microplate reader using excitation/emission wavelengths of 485/530 nm. A standard curve of fluorescence units versus concentration was prepared under an optical microscope using a fluorometer and a cytometer. The standard curve was used to calculate the total number of cells.
Growth assay:
Limiting malassezia cells stored as glycerol stock (30% glycerol in MD medium) were revived by plating on MD agar plates and incubated for 2 to 3 days at 33 ℃. Precultures were prepared from cell plateaus grown on agar plates. Cells were scraped from 1/4 plate, suspended in 70ml of MD medium in 250ml folding Erlenmeyer flask (baffled erlenmeyer flask), homogenized and incubated at 200rpm for 24 hours at 33 ℃. For the experiment, 10 7 Cells/ml were inoculated in fresh MD medium with or without short chain fatty acids. Growth was monitored by measuring cell density with SYTO9 for up to 24 hours or 96 hours. Propionibacterium acnes and staphylococcus epidermidis were treated with OD respectively 600 Initial cell densities of 0.05 and 0.25 were inoculated into MBHI medium. Bacterial growth was measured by plating serial dilutions of the cultures onto brain heart infusion agar plates at different time points and propionibacterium acnes were colony counted after 72 hours and staphylococcus epidermidis after 24 hours.
Quantification of Colony Forming Units (CFU):
bacterial growth was quantified by plating serial dilutions of cultures onto brain heart infusion agar plates at different time points and colony counting propionibacterium acnes after 72 hours and staphylococci (Staphylococcus sp) after 24 hours.
B) Results
Sodium propionate, sodium butyrate and sodium valerate completely inhibited growth of limiting malassezia at a concentration of 30 mM. No effect of acetate was observed at the same concentration (fig. 1).
Sodium propionate, sodium butyrate and sodium valerate did not affect the growth of propionibacterium acnes and staphylococcus epidermidis at concentrations (30 mM) where complete inhibition of limiting malassezia was observed (figures 2 and 3).
Conclusion(s): sodium propionate, sodium butyrate and sodium valerate selectively inhibited limiting malassezia and did not affect the growth of other major skin commensal microorganisms such as propionibacterium acnes and staphylococcus epidermidis.
Example 2-evaluation of growth promotion of Propionibacterium acnes by sodium propionate (according to the application)
A) Materials and methods
Organisms and growth conditions:
Staphylococcus epidermidis ATCC 12228 and propionibacterium acnes ATCC 6919 were purchased from ATCC. Culturing Propionibacterium acnes and Staphylococcus epidermidis in a Modified Brain Heart Infusion (MBHI) medium (pH 7) containing a culture medium of about 1 liter dH 2 37g of BHI base in O (Accumedia 7116B), 0.4% (v/v) Tween-40 (Sigma P1504), 0.2% (v/v) oleic acid (Fluka 75096) and 0.2% (v/v) glycerol (Promega H5433). Staphylococcus epidermidis was grown conventionally under aerobic conditions with shaking at 200rpm, and propionibacterium acnes was grown under anaerobic conditions. All organisms were grown at 33 ℃. If necessary, the medium is also supplemented with: sodium propionate (CH) 3 CH 2 COOH,Sigma Ref.P1880),
Growth assay:
Acne CAcidobacilli and staphylococcus epidermidis respectively at OD 600 Initial cell densities of 0.05 and 0.25 were inoculated in MBHI medium. Bacterial growth was measured by plating serial dilutions of the cultures onto brain heart infusion agar plates at different time points and propionibacterium acnes were colony counted after 72 hours and staphylococcus epidermidis after 24 hours.
Co-culture assay:
For co-cultivation, 10 milliliters (ml) per well in a 24 well glass bottom plate 5 Cell density of individual cells equal volume index growing cells of both species were mixed. The growth of each species in co-culture was quantified by spreading the culture suspension on agar medium. To selectively quantify each bacterium in the co-culture, agar plates were either grown under aerobic conditions to promote selective growth of staphylococcus epidermidis or grown under anaerobic conditions to selectively count propionibacterium acnes with furazolidone, which alone killed staphylococcus epidermidis.
Quantification of Colony Forming Units (CFU):
Bacterial growth was quantified by plating serial dilutions of cultures onto brain heart infusion agar plates at different time points, and propionibacterium acnes were colony counted after 72 hours and staphylococci (Staphylococcus sp) were colony counted after 24 hours.
B) Results
Staphylococcus epidermidis is cultured until biofilm formation is maximized, and propionibacterium acnes cells are then added to an oxygen-saturated fresh medium with or without propionate. Unless propionate is metabolized by staphylococcus epidermidis, propionibacterium acnes growth will be minimal, which will allow for propionibacterium acnes growth.
Propionibacterium acnes and staphylococcus epidermidis were monitored for growth for 24, 48 and 72 hours, and propionibacterium acnes growth was found to be enhanced in the presence of propionate (fig. 8). Significantly stronger growth of propionibacterium acnes in the presence of propionate under aerobic conditions suggests that propionate in the presence of staphylococci can modulate the colonial dynamics of the skin microbiota by promoting the growth of propionibacterium acnes.
Example 3-evaluation and medium chain fatty acids: metal salts of caproic acid, caprylic acid, ethyl caproate, glyceryl monocaprylate, propylene glycol monocaprylate (outside of the present application) and short chain fatty acids: zinc propionate (outside the present application) selectively inhibits growth of limiting malassezia compared to sodium propionate, sodium butyrate and sodium valerate (according to the present application).
A)Materials and methods
Organisms and growth conditions:
Restriction malassezia ATCC MYA-4611, staphylococcus epidermidis ATCC 12228 and Propionibacterium acnes ATCC 6919 were purchased from ATCC. Limited malassezia were routinely cultured in Modified Dixon (MD) medium (pH 6) consisting of a culture medium containing a mixture of 1 liter dH 2 36g of malt extract (Sigma 70167) in O, 20g of dried oxgall (Dessicated Oxbile) (Sigma 70168), 6g of Bacto (TM) peptone (BD 211677), 1% (v/v) Tween 40 (Sigma P1504), 0.2% (v/v) oleic acid (Fluka 75096) and 0.2% (v/v) glycerol (Promega H5433). Propionibacterium acnes and staphylococcus epidermidis were cultured in a Modified Brain Heart Infusion (MBHI) medium (pH 7) containing 37g of BHI base (accumdia 7116B), 0.4% (v/v) tween-40 (Sigma P1504), 0.2% (v/v) oleic acid (Fluka 75096) and 0.2% (v/v) glycerol (Promega H5433) in 1 liter dH 2O. The limiting malassezia and staphylococcus epidermidis grew routinely under aerobic conditions with shaking at 200rpm, whereas propionibacterium acnes grew under anaerobic conditions. All organisms were grown at 33 ℃. The medium was supplemented with 50mM, as needed: sodium propionate (CH) 3 CH 2 COOH, sigma ref.p1880), sodium butyrate (CH 3 (CH 2 ) 2 COOH, sigma Ref.303410), valeric acid (CH 3 (CH 2 ) 3 COOH, fluka ref.75054). For valeric acid, the pH of the modified cell culture medium was neutralized with NaOH (sodium hydroxide, sigma 283060).
Quantification of Total cell number of limiting malassezia by SYTO9:
The limiting malassezia cells were harvested from 1ml of this culture by centrifugation at 10000 Xg for 5 minutes at room temperature. The cells were washed once, pelleted, and resuspended in 0.9% NaCl solution. Equal volumes of the above cell suspension and SYTO9 working stock (3. Mu.l SYTO9 component of Live/Dead Baclight viability kit, thermoFisher Scientific, L7012, diluted in 1ml of 0.9% NaCl solution) were thoroughly mixed, incubated for 10 min in the dark, and fluorescence intensity units were measured in a Tecan microplate reader using excitation/emission wavelengths of 485/530 nm. A standard curve of fluorescence units versus concentration was prepared under an optical microscope using a fluorometer and a cytometer. The standard curve was used to calculate the total number of cells.
Growth assay:
Limiting malassezia cells stored as glycerol stock (30% glycerol in MD medium) were revitalized by universal on MD agar plates and incubated for 2 to 3 days at 33 ℃. Precultures were prepared from cell plateaus grown on agar plates. Cells were scraped from 1/4 plate, suspended in 70ml of MD medium in a 250ml folding Erlenmeyer flask, homogenized and incubated at 200rpm for 24 hours at 33 ℃. For the experiment, 10 7 Cells/ml were inoculated in fresh MD medium with or without 50mM concentration of short chain fatty acids. Growth was monitored for 24 hours or 96 hours by measuring cell density with SYTO9 or by assessing ATP concentration (see below). Propionibacterium acnes and staphylococcus epidermidis were treated with OD respectively 600 Initial cell densities of 0.05 and 0.25 were inoculated in MBHI medium. Bacterial growth was measured by plating serial dilutions of the cultures onto brain heart infusion agar plates at different time points and propionibacterium acnes were colony counted after 72 hours and staphylococcus epidermidis after 24 hours.
ATP assessment:
Cellular ATP was measured using the BacTiterGlo microbial cell viability (Promega) kit according to the manufacturer's protocol. Briefly, luciferase activity using ATP as a substrate was evaluated as a direct measure of ATP produced by cells.
B) Results
Due to the different nature of the different compounds interfering with the analytical readings, growth assessment of the limiting malassezia was performed using two different methods:
for all fatty acids and caproate, the total number of cells after 72 hours of incubation was quantified by fluorescent measurement of cells stained with the fluorescent dye SYTO9 (see methods). Initial cell density of limiting malassezia was 1×10 7 Cells/ml (FIG. 4).
For caprylate and zinc propionate, cell viability was quantified by assessing the total amount of ATP in cell lysates prepared from 24 hour-grown cells (as these compounds make the medium opaque). The ATP measurement is expressed in Relative Luminescence Units (RLU) of light emitted by the luciferase in the presence of ATP (fig. 5).
Propionibacterium acnes growth was quantified by assessing Colony Forming Units (CFU) after 72 hours of growth in medium containing fatty acids and esters thereof (FIG. 6).
The growth of staphylococcus epidermidis was quantified by evaluating Colony Forming Units (CFU) after 24 hours of growth in medium containing fatty acids and their esters (fig. 7). The results are shown in tables 1 and 2 below.
TABLE 1 test compounds according to the application
* NaP: sodium propionate, naB: sodium butyrate, naV: sodium valerate.
TABLE 2 test compounds outside of the application
* Cpo: caproic acid, EH Cpo: ethyl caproate, cpy: octanoic acid, GM Cpy: glycerol monocaprylate, PGM Cpy: propylene glycol monocaprylate, zn Pr: zinc propionate.
Conclusion(s): sodium propionate, sodium butyrate and sodium valerate (compounds according to the application) selectively inhibited limiting malassezia compared to caproic acid, ethyl caproate, caprylic acid, glyceryl monocaprylate, propylene glycol glyceryl monocaprylate, zinc propionate (compounds other than the application) which were found to inhibit at least one skin commensal microorganism, and did not affect the growth of other major skin commensal microorganisms such as propionibacterium acnes and streptococcus epidermidis.
EXAMPLE 3 face cream
The compositions described below were prepared.
TABLE 3 cream compositions
Compounds of formula (I) | Concentration (w/w) |
Sodium propionate | 1.0 |
Methyl stearoyl taurine sodium salt | 0.23 |
Xanthan gum | 0.05 |
Carbomer (carbomer) | 0.2 |
Water and its preparation method | qs 100 |
The composition is applied to skin having symptoms of seborrheic dermatitis.
Claims (10)
- Cosmetic use of i) at least one short-chain fatty acid selected from propionic acid, butyric acid, valeric acid, non-metallic salts thereof, esters thereof and mixtures thereof, or ii) a conditioned medium derived from at least one microorganism capable of producing one or more short-chain fatty acids, said medium comprising at least one short-chain fatty acid selected from propionic acid, butyric acid, valeric acid, non-metallic salts thereof, esters thereof and mixtures thereof, as an antidandruff agent.
- Cosmetic use of i) at least one short-chain fatty acid selected from propionic acid, butyric acid, valeric acid, non-metallic salts thereof, esters thereof and mixtures thereof or ii) a conditioned medium derived from at least one microorganism capable of producing one or more short-chain fatty acids, said medium comprising at least one short-chain fatty acid selected from propionic acid, butyric acid, valeric acid, non-metallic salts thereof, esters thereof and mixtures thereof, for the prevention and/or treatment of skin desquamation disorders associated with proliferation of malassezia yeasts.
- Cosmetic use of i) at least one short-chain fatty acid selected from propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof, or ii) a conditioned medium derived from at least one microorganism capable of producing one or more short-chain fatty acids, said medium comprising at least one short-chain fatty acid selected from propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof, for maintaining and/or restoring the ecological flora of the skin at normal levels, in particular by preventing excessive colonization of the skin by malassezia yeasts and/or by mediating the growth of propionibacterium acnes (Cutibacterium acnes).
- 4. Cosmetic use according to any one of the preceding claims, wherein the short chain fatty acid is selected from sodium propionate, sodium butyrate, sodium valerate and mixtures thereof.
- 5. Cosmetic use according to any one of the preceding claims, wherein the short chain fatty acid is obtained from at least one microorganism of the propionibacterium acnes species, preferably from at least one microorganism of propionibacterium acnes strain ATCC 6919.
- 6. A cosmetic use according to any one of claims 1 to 3, wherein the conditioned medium is obtained by a process comprising the steps of:i) Culturing at least one microorganism capable of producing one or more short chain fatty acids, preferably a microorganism of the species propionibacterium acnes, such as propionibacterium acnes ATCC 6919;ii) separating the culture supernatant from the biomass, in particular by centrifugation;iii) Recovering the culture supernatant; andiv) optionally, the culture supernatant is stabilised, for example by filtration and/or autoclaving.
- 7. Cosmetic method intended for preventing and/or treating skin desquamation disorders associated with the proliferation of malassezia yeasts, such as dandruff and/or seborrheic dermatitis, comprising: applying to the hair and/or skin a cosmetic composition comprising an effective amount of i) at least one short chain fatty acid selected from the group consisting of propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof, or ii) a conditioned medium derived from at least one microorganism capable of producing one or more short chain fatty acids, said medium comprising at least one short chain fatty acid selected from the group consisting of propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof.
- 8. Cosmetic method intended for maintaining and/or restoring the ecological flora of the skin at normal levels, in particular by preventing excessive colonization of the skin by malassezia yeasts and/or by mediating the growth of propionibacterium acnes, comprising: applying to the hair and/or skin a cosmetic composition comprising an effective amount of i) at least one short chain fatty acid selected from the group consisting of propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof, or ii) a conditioned medium derived from at least one microorganism capable of producing one or more short chain fatty acids, said medium comprising at least one short chain fatty acid selected from the group consisting of propionic acid, butyric acid, valeric acid, nonmetallic salts thereof, esters thereof and mixtures thereof.
- 9. Cosmetic method according to claim 7 or 8, wherein the short chain fatty acid or the conditioned medium is present in an amount of 0.01% to 5% by weight relative to the total weight of the composition, preferably 0.3% to 1% by weight relative to the total weight of the composition.
- 10. The cosmetic method according to any one of claims 7 to9, wherein the cosmetic composition is in the form of a shampoo, a cream, a mousse, a paste, a gel, an emulsion, a lotion or even a stick.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SG10202012868V | 2020-12-21 | ||
SG10202012868V | 2020-12-21 | ||
FRFR2106639 | 2021-06-22 | ||
PCT/EP2021/086855 WO2022136302A1 (en) | 2020-12-21 | 2021-12-20 | Use of a short chain fatty acid as antidandruff agent |
Publications (1)
Publication Number | Publication Date |
---|---|
CN116940330A true CN116940330A (en) | 2023-10-24 |
Family
ID=88390182
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN202180086773.4A Pending CN116940330A (en) | 2020-12-21 | 2021-12-20 | Use of short chain fatty acids as antidandruff agents |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN116940330A (en) |
-
2021
- 2021-12-20 CN CN202180086773.4A patent/CN116940330A/en active Pending
Similar Documents
Publication | Publication Date | Title |
---|---|---|
KR102032546B1 (en) | Cosmetic comoposition for antibacterial comprising Lactobacillus plantarum culture | |
US20090238782A1 (en) | Cosmetic composition which includes at least one polysaccharide derived from bacteria of hydrothermal origin | |
KR100541271B1 (en) | Antimicrobial compositions for topical use | |
CN111031794B (en) | Antimicrobial mixture containing 4- (3-ethoxy-4-hydroxyphenyl) butan-2-one and organic acid compound, and cosmetic composition containing the same | |
CN109394598B (en) | Acne removing concentrate and application thereof | |
CN115569105A (en) | Composition containing rice hull extract for removing dandruff, controlling oil, inhibiting bacteria and removing mites | |
FR2998174A1 (en) | Preparing topical cosmetic/dermatological active ingredient used in composition for treating acne, comprises culturing microorganism on culture medium as it promotes the formation of supernatant resulting from metabolism of microorganism | |
EP2794012B1 (en) | Use of sulphated polysaccharides as antidandruff agent | |
FR2713086A1 (en) | New cosmetic compositions containing simple polyols. | |
CN116940330A (en) | Use of short chain fatty acids as antidandruff agents | |
KR102031359B1 (en) | Composition for improving microbial flora containing extract of Rosae Multiflorae fructus | |
US20240082125A1 (en) | Use of a short chain fatty acid as antidandruff agent | |
EP0850044A1 (en) | Process for obtaining amino acids from proteins and use of the amino-acid-containing products obtained | |
KR102031351B1 (en) | Composition for improving microbial flora containing extract of Trigonellae semen | |
KR102031360B1 (en) | Composition for improving microbial flora containing extract of violae herba | |
JP2007137768A (en) | Skin or hair cosmetic | |
CN114555040A (en) | Cosmetic preparation with anisic acid and levulinic acid with selective antimicrobial activity | |
KR102031356B1 (en) | Composition for improving microbial flora containing extract of jujube | |
KR102031362B1 (en) | Composition for improving microbial flora containing extract of Allii Fistulosi bulbus | |
KR102031353B1 (en) | Composition for improving microbial flora containing extract of castaneae semen | |
KR102031350B1 (en) | Composition for improving microbial flora containing extract of Polygonum Multiflorum root | |
KR102031352B1 (en) | Composition for improving microbial flora containing extract of puerariae flos | |
KR102018513B1 (en) | Cosmetic Composition for Whitening of the Skin Comprising Extract of Fermented Epiphyllum Oxpetalum Flower | |
KR102031355B1 (en) | Composition for improving microbial flora containing extract of Angelica gigas root | |
KR102031361B1 (en) | Composition for improving microbial flora containing extract of Lepidii seu Descurainiae semen |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination |