CN110167347A - 包含糖脂和防腐剂的组合物 - Google Patents
包含糖脂和防腐剂的组合物 Download PDFInfo
- Publication number
- CN110167347A CN110167347A CN201780061746.5A CN201780061746A CN110167347A CN 110167347 A CN110167347 A CN 110167347A CN 201780061746 A CN201780061746 A CN 201780061746A CN 110167347 A CN110167347 A CN 110167347A
- Authority
- CN
- China
- Prior art keywords
- weight
- composition
- rhamnolipid
- glycolipid
- preservative
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 70
- 229930186217 Glycolipid Natural products 0.000 title claims abstract description 41
- HVCOBJNICQPDBP-UHFFFAOYSA-N 3-[3-[3,5-dihydroxy-6-methyl-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxydecanoyloxy]decanoic acid;hydrate Chemical compound O.OC1C(OC(CC(=O)OC(CCCCCCC)CC(O)=O)CCCCCCC)OC(C)C(O)C1OC1C(O)C(O)C(O)C(C)O1 HVCOBJNICQPDBP-UHFFFAOYSA-N 0.000 title claims abstract description 37
- 239000003755 preservative agent Substances 0.000 title claims abstract description 33
- 230000002335 preservative effect Effects 0.000 title claims abstract description 25
- FCBUKWWQSZQDDI-UHFFFAOYSA-N rhamnolipid Chemical compound CCCCCCCC(CC(O)=O)OC(=O)CC(CCCCCCC)OC1OC(C)C(O)C(O)C1OC1C(O)C(O)C(O)C(C)O1 FCBUKWWQSZQDDI-UHFFFAOYSA-N 0.000 claims abstract description 61
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims abstract description 54
- ZTOKUMPYMPKCFX-CZNUEWPDSA-N (E)-17-[(2R,3R,4S,5S,6R)-6-(acetyloxymethyl)-3-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxyoctadec-9-enoic acid Chemical compound OC(=O)CCCCCCC/C=C/CCCCCCC(C)O[C@@H]1O[C@H](COC(C)=O)[C@@H](O)[C@H](O)[C@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](COC(C)=O)O1 ZTOKUMPYMPKCFX-CZNUEWPDSA-N 0.000 claims abstract description 27
- 239000005711 Benzoic acid Substances 0.000 claims abstract description 27
- 235000010233 benzoic acid Nutrition 0.000 claims abstract description 27
- 235000010199 sorbic acid Nutrition 0.000 claims abstract description 25
- 239000004334 sorbic acid Substances 0.000 claims abstract description 25
- 229940075582 sorbic acid Drugs 0.000 claims abstract description 25
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 claims abstract description 24
- 150000003839 salts Chemical class 0.000 claims abstract description 20
- -1 household cleaners Substances 0.000 claims abstract description 15
- 230000000845 anti-microbial effect Effects 0.000 claims abstract description 7
- 235000013305 food Nutrition 0.000 claims abstract description 7
- 230000003260 anti-sepsis Effects 0.000 claims abstract description 4
- 239000002537 cosmetic Substances 0.000 claims abstract description 4
- 235000019658 bitter taste Nutrition 0.000 claims abstract description 3
- 239000003599 detergent Substances 0.000 claims abstract description 3
- 229940127554 medical product Drugs 0.000 claims abstract description 3
- 241000894006 Bacteria Species 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 13
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 6
- PPMPLIBYTIWXPG-MSJADDGSSA-N L-rhamnosyl-3-hydroxydecanoyl-3-hydroxydecanoic acid Chemical compound CCCCCCCC(CC(O)=O)OC(=O)CC(CCCCCCC)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O PPMPLIBYTIWXPG-MSJADDGSSA-N 0.000 claims description 3
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 3
- 239000000194 fatty acid Substances 0.000 claims description 3
- 229930195729 fatty acid Natural products 0.000 claims description 3
- 150000004665 fatty acids Chemical class 0.000 claims description 3
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 claims description 2
- 108700042778 Antimicrobial Peptides Proteins 0.000 claims description 2
- 102000044503 Antimicrobial Peptides Human genes 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 239000006210 lotion Substances 0.000 claims description 2
- 229960005323 phenoxyethanol Drugs 0.000 claims description 2
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 claims description 2
- 239000003910 polypeptide antibiotic agent Substances 0.000 claims description 2
- 150000003505 terpenes Chemical class 0.000 claims description 2
- 235000007586 terpenes Nutrition 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- 150000001336 alkenes Chemical class 0.000 claims 1
- MGIYRDNGCNKGJU-UHFFFAOYSA-N isothiazolinone Chemical compound O=C1C=CSN1 MGIYRDNGCNKGJU-UHFFFAOYSA-N 0.000 claims 1
- WSWCOQWTEOXDQX-MQQKCMAXSA-N sorbic acid group Chemical group C(\C=C\C=C\C)(=O)O WSWCOQWTEOXDQX-MQQKCMAXSA-N 0.000 claims 1
- 230000000813 microbial effect Effects 0.000 description 12
- CHHHXKFHOYLYRE-UHFFFAOYSA-M 2,4-Hexadienoic acid, potassium salt (1:1), (2E,4E)- Chemical compound [K+].CC=CC=CC([O-])=O CHHHXKFHOYLYRE-UHFFFAOYSA-M 0.000 description 11
- 238000012360 testing method Methods 0.000 description 11
- 235000010241 potassium sorbate Nutrition 0.000 description 10
- 239000004302 potassium sorbate Substances 0.000 description 10
- 229940069338 potassium sorbate Drugs 0.000 description 10
- 241000222122 Candida albicans Species 0.000 description 8
- 229940095731 candida albicans Drugs 0.000 description 8
- 238000011109 contamination Methods 0.000 description 8
- 244000005700 microbiome Species 0.000 description 8
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 8
- 235000019640 taste Nutrition 0.000 description 8
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 7
- 239000004299 sodium benzoate Substances 0.000 description 7
- 235000010234 sodium benzoate Nutrition 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 150000001768 cations Chemical class 0.000 description 6
- 239000004300 potassium benzoate Substances 0.000 description 6
- 235000010235 potassium benzoate Nutrition 0.000 description 6
- 229940103091 potassium benzoate Drugs 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 230000002195 synergetic effect Effects 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 229920001817 Agar Polymers 0.000 description 4
- 241000588724 Escherichia coli Species 0.000 description 4
- 239000008272 agar Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 235000019441 ethanol Nutrition 0.000 description 4
- 150000002596 lactones Chemical group 0.000 description 4
- 241000228212 Aspergillus Species 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 238000005260 corrosion Methods 0.000 description 3
- 239000000796 flavoring agent Substances 0.000 description 3
- 235000019634 flavors Nutrition 0.000 description 3
- 238000004128 high performance liquid chromatography Methods 0.000 description 3
- 230000002401 inhibitory effect Effects 0.000 description 3
- 239000002054 inoculum Substances 0.000 description 3
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- 241001331781 Aspergillus brasiliensis Species 0.000 description 2
- 244000063299 Bacillus subtilis Species 0.000 description 2
- 235000014469 Bacillus subtilis Nutrition 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- 241000589517 Pseudomonas aeruginosa Species 0.000 description 2
- 241000191967 Staphylococcus aureus Species 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 239000003876 biosurfactant Substances 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
- 229940043237 diethanolamine Drugs 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000011081 inoculation Methods 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000002324 mouth wash Substances 0.000 description 2
- 229940051866 mouthwash Drugs 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- CDSMSBUVCWHORP-UHFFFAOYSA-N perillic acid Chemical compound CC(=C)C1CCC(C(O)=O)=CC1 CDSMSBUVCWHORP-UHFFFAOYSA-N 0.000 description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 description 2
- 230000001953 sensory effect Effects 0.000 description 2
- 239000002453 shampoo Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 231100000027 toxicology Toxicity 0.000 description 2
- VQOXUMQBYILCKR-UHFFFAOYSA-N 1-Tridecene Chemical group CCCCCCCCCCCC=C VQOXUMQBYILCKR-UHFFFAOYSA-N 0.000 description 1
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 1
- MIJDSYMOBYNHOT-UHFFFAOYSA-N 2-(ethylamino)ethanol Chemical compound CCNCCO MIJDSYMOBYNHOT-UHFFFAOYSA-N 0.000 description 1
- LSAQFTNRKSMQEG-UHFFFAOYSA-N 2-hydroxyethyl(trimethyl)azanium Chemical compound C[N+](C)(C)CCO.C[N+](C)(C)CCO LSAQFTNRKSMQEG-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical class NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- NVNLLIYOARQCIX-MSHCCFNRSA-N Nisin Chemical compound N1C(=O)[C@@H](CC(C)C)NC(=O)C(=C)NC(=O)[C@@H]([C@H](C)CC)NC(=O)[C@@H](NC(=O)C(=C/C)/NC(=O)[C@H](N)[C@H](C)CC)CSC[C@@H]1C(=O)N[C@@H]1C(=O)N2CCC[C@@H]2C(=O)NCC(=O)N[C@@H](C(=O)N[C@H](CCCCN)C(=O)N[C@@H]2C(NCC(=O)N[C@H](C)C(=O)N[C@H](CC(C)C)C(=O)N[C@H](CCSC)C(=O)NCC(=O)N[C@H](CS[C@@H]2C)C(=O)N[C@H](CC(N)=O)C(=O)N[C@H](CCSC)C(=O)N[C@H](CCCCN)C(=O)N[C@@H]2C(N[C@H](C)C(=O)N[C@@H]3C(=O)N[C@@H](C(N[C@H](CC=4NC=NC=4)C(=O)N[C@H](CS[C@@H]3C)C(=O)N[C@H](CO)C(=O)N[C@H]([C@H](C)CC)C(=O)N[C@H](CC=3NC=NC=3)C(=O)N[C@H](C(C)C)C(=O)NC(=C)C(=O)N[C@H](CCCCN)C(O)=O)=O)CS[C@@H]2C)=O)=O)CS[C@@H]1C NVNLLIYOARQCIX-MSHCCFNRSA-N 0.000 description 1
- 108010053775 Nisin Proteins 0.000 description 1
- 101150026476 PAO1 gene Proteins 0.000 description 1
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 1
- 241000589516 Pseudomonas Species 0.000 description 1
- 241001240958 Pseudomonas aeruginosa PAO1 Species 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- 241000235342 Saccharomycetes Species 0.000 description 1
- 239000004283 Sodium sorbate Substances 0.000 description 1
- 244000269722 Thea sinensis Species 0.000 description 1
- 235000019631 acid taste sensations Nutrition 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
- IMUDHTPIFIBORV-UHFFFAOYSA-N aminoethylpiperazine Chemical compound NCCN1CCNCC1 IMUDHTPIFIBORV-UHFFFAOYSA-N 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 235000019606 astringent taste Nutrition 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- GHVNFZFCNZKVNT-UHFFFAOYSA-M decanoate Chemical compound CCCCCCCCCC([O-])=O GHVNFZFCNZKVNT-UHFFFAOYSA-M 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 238000003113 dilution method Methods 0.000 description 1
- WSDISUOETYTPRL-UHFFFAOYSA-N dmdm hydantoin Chemical compound CC1(C)N(CO)C(=O)N(CO)C1=O WSDISUOETYTPRL-UHFFFAOYSA-N 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 229940031098 ethanolamine Drugs 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 229930182478 glucoside Natural products 0.000 description 1
- 150000008131 glucosides Chemical class 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 235000001510 limonene Nutrition 0.000 description 1
- 229940087305 limonene Drugs 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000004311 natamycin Substances 0.000 description 1
- 235000010298 natamycin Nutrition 0.000 description 1
- NCXMLFZGDNKEPB-FFPOYIOWSA-N natamycin Chemical compound O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1/C=C/C=C/C=C/C=C/C[C@@H](C)OC(=O)/C=C/[C@H]2O[C@@H]2C[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 NCXMLFZGDNKEPB-FFPOYIOWSA-N 0.000 description 1
- 229960003255 natamycin Drugs 0.000 description 1
- 239000004309 nisin Substances 0.000 description 1
- 235000010297 nisin Nutrition 0.000 description 1
- 125000005187 nonenyl group Chemical group C(=CCCCCCCC)* 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 1
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 235000019633 pungent taste Nutrition 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- LROWVYNUWKVTCU-STWYSWDKSA-M sodium sorbate Chemical compound [Na+].C\C=C\C=C\C([O-])=O LROWVYNUWKVTCU-STWYSWDKSA-M 0.000 description 1
- 235000019250 sodium sorbate Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 description 1
- CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical compound CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 description 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- OSBSFAARYOCBHB-UHFFFAOYSA-N tetrapropylammonium Chemical compound CCC[N+](CCC)(CCC)CCC OSBSFAARYOCBHB-UHFFFAOYSA-N 0.000 description 1
- 239000000606 toothpaste Substances 0.000 description 1
- 229940034610 toothpaste Drugs 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 125000005065 undecenyl group Chemical group C(=CCCCCCCCCC)* 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
- A01N43/16—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
- A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
- A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
- A23L3/3463—Organic compounds; Microorganisms; Enzymes
- A23L3/3481—Organic compounds containing oxygen
- A23L3/3508—Organic compounds containing oxygen containing carboxyl groups
- A23L3/3517—Carboxylic acid esters
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/86—Addition of bitterness inhibitors
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/03—Organic compounds
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
- A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
- A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
- A23L3/3463—Organic compounds; Microorganisms; Enzymes
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Abstract
本发明涉及包含糖脂、以及苯甲酸和/或山梨酸及其盐的组合物，所述糖脂优选选自槐糖脂和鼠李糖脂。本发明还涉及这些组合物改善苯甲酸和/或山梨酸及其盐的抗微生物防腐作用的用途，还涉及糖脂降低苯甲酸和/或山梨酸及其盐的苦味的用途，以及组合物作为作为食品、化妆品、家用清洁剂、洗涤剂和漂洗剂、牙齿护理产品和医药产品中的防腐剂的用途。
Description
发明领域
本发明涉及包含糖脂和苯甲酸和/或山梨酸的组合物。
现有技术
防腐剂用于保护多种产品免受微生物污染和腐败。近年来，由于毒理学问题，一系列防腐剂已经声名狼藉，其使用受到法律的部分限制。在这方面，然而，没有受到影响的防腐剂具有其他缺点，例如它们仅在有限的pH范围内有效或者它们对整个微生物范围没有效用。在这方面，提供例如食品、化妆品和其他产品的安全保存则变得越来越困难，并且需要以多种方式有效且可用的产品。
苯甲酸和山梨酸及其盐属于仍被批准用于许多应用的防腐剂组，并且没有毒理学问题。然而，它们的缺点是它们仅在酸性范围内呈质子化形式时而具有足够效用。仅在pH<5.5时在实际相关浓度范围内会获得显著效果。此外，它们具有令人不愉快的燃烧味道(Otero-Losada,M.1999-Kinetic study on benzoic acid pungency)，使得它们的可用浓度以及因此它们在食品和牙科护理产品中的功效受到限制。
糖脂是与糖类以糖苷键连接的脂质。该化合物类别还包括已知为生物表面活性剂的鼠李糖脂(RL)和槐糖脂(SL)，其可以例如通过微生物发酵而产生。描述了抗微生物效果，但这限于某些生物，特别是革兰氏阳性细菌。例如，在大肠杆菌NCTC 10418(Eschericiacoli NCTC 10418)和铜绿假单胞菌PAO1(Pseudomonas aeruginose PAO1)上未检测到鼠李糖脂的抗微生物作用，而枯草芽孢杆菌NCTC 10400(Bacillus subtilis NCTC 10400)则得以抑制。(Diaz De Reinzo,M.A.，Stevenson,P.，Marchant,R.，Banat,I.M.(2016)Antimicrobial properties of biosurfactants on selected Gram-positive and-negative bacteria.FEMS Microbiology Letters，363，1-8)。槐糖脂对多种革兰氏阳性细菌显示良好的效果，但对大肠杆菌无效(Kapjung,K.等，Characteristics ofSophorolipid as an Antimicrobial Agent，Journal of Microbiology andBiotechnology，12卷，第2期，2002，235-241页)。这些糖脂的味道特征尚不清楚。
本发明的目的是提高在>5.5的pH范围中苯甲酸和山梨酸及其盐的抗微生物效果，同时减少这些防腐剂的令人不愉快的味道印象。
发明详述
现已令人惊讶地发现，向苯甲酸和/或山梨酸中加入糖脂基本上可以中和这些酸的令人不愉快的味道。此外，可以扩大这些防腐剂有效的pH范围。尽管苯甲酸/山梨酸或者糖脂在所用浓度下都没有显示出足够的防腐效果，但所述混合物在微生物生长方面产生了良好的稳定性。
本发明涉及包含苯甲酸和/或山梨酸及糖脂的组合物。
本发明的一个优点是这些防腐剂可以在较宽的pH范围和产品范围内用于相应的混合物中。例如，它们可用于改善牙齿护理产品(诸如漱口水和牙膏)的味道和微生物稳定性，也可用于稳定和改善护理产品(洗浴添加剂、口红等)的味道。另一个优点是因此较少的香水或香料需要被使用以掩盖令人不愉快的味道。
另一个优点是在较低的pH范围内不稳定的产品也可以因此被保存。另一个优点是可以减少所需防腐剂的量。
要求保护的组合物包含：
5-70重量％，优选6-60重量，特别优选10-55重量％，特别优选20-50重量％的至少一种优选选自鼠李糖脂和槐糖脂，特别是鼠李糖脂的糖脂，和
0.1-10重量％，优选0.2-5重量％，特别优选0.4-1重量％的至少一种选自山梨酸、苯甲酸和上述酸的盐的防腐剂，
其中所述重量百分比参考总的组合物，
其特征在于所述组合物在25℃下的pH在3.5-9，优选5.6-7，特别优选5.6-6.6的范围内。
本发明的优选组合物包含选自鼠李糖脂和槐糖脂，特别是鼠李糖脂的糖脂。
在本发明的上下文中，术语“鼠李糖脂”包括鼠李糖脂，其质子化形式，特别是其盐。
在本发明的上下文中，术语“鼠李糖脂”应理解为特别是指通式(I)的化合物及其盐的混合物，
通式(I)
其中：
m＝2、1or 0，
n＝1或0，
R1和R2＝相互独立，相同或不同，具有2-24个，优选5-13个碳原子的有机基团，特别是任选支化、任选取代，特别是羟基取代的、任选不饱和，特别是任选单-不饱和、双-不饱和或三-不饱和的烷基，优选选自戊烯基、庚烯基、壬烯基、十一碳烯基和十三碳烯基和(CH2)o-CH3，其中o＝1-23，优选4-12。
若n＝1，则两个鼠李糖单元之间的糖苷键优选α-构型。将脂肪酸的光学活性碳原子优选作为R-对映体(例如(R)-3-{(R)-3-[2-O-(α-L-吡喃鼠李糖基)-α-L-吡喃鼠李糖基]氧基癸酰基}氧基癸酸酯)而存在。
在本发明的上下文中，术语“二-鼠李糖脂”应理解为是指通式(I)的化合物或其盐，其中n＝1。
在本发明的上下文中，术语“单-鼠李糖脂”应理解为是指通式(I)的化合物或其盐，其中n＝0。
根据以下命名法对不同的鼠李糖脂进行缩写：
“diRL-CXCY”应理解为是指通式(I)的二-鼠李糖脂，其中基团R1和R2之一为(CH2)o-CH3，其中o＝X-4且剩余的基团R1或R2为(CH2)o-CH3，其中o＝Y-4。
“monoRL-CXCY”应理解为是指通式(I)的单-鼠李糖脂，其中基团R1和R2之一为(CH2)o-CH3，其中o＝X-4且剩余的基团R1或R2为(CH2)o-CH3，其中o＝Y-4。
因此，使用的命名法在“CXCY”和“CYCX”之间没有区别。
对于m＝0的鼠李糖脂，相应地使用monoRL-CX或diRL-CX。
若上述系数X和/或Y中的一个具有“：Z”，则这表示相应的基团R1和/或R2为具有X-3或Y-3碳原子且具有Z个双键的未支化、未取代的烃基。
为了确定本发明上下文中鼠李糖脂的含量，仅考虑鼠李糖脂阴离子的质量，即“通式(I)减少一个氢”。
为了在本发明的上下文中确定鼠李糖脂的含量，通过酸化将所有鼠李糖脂转化为质子化形式(参见通式(I))并通过HPLC进行定量。
根据本发明，槐糖脂可以以其酸性形式或其内酯形式而使用。关于术语槐糖脂的“酸性形式”，参见EP2501813的通式(Ia)，关于槐糖脂的术语“内酯形式”，参见EP2501813的通式(Ib)。
为了确定组合物中酸性或内酯形式的槐糖脂的含量，参见EP 1411111 B1，第8页第[0053]段。
与本发明有关的“pH”定义为使用根据ISO 4319(1977)校准的pH电极，在搅拌5分钟后，在25℃下测量的相关组合物的值。
在本发明的上下文中，术语“防腐剂”应理解为是指在微生物生长，特别是细菌生长方面防腐的试剂。
除非另有说明，给出的所有百分比(％)均以质量计。
苯甲酸以式(II)显示，山梨酸以式(III)显示。
可以特别使用这些酸的钠盐、钾盐或钙盐，但通常也可以使用其他盐。
根据本发明，优选存在于本发明组合物中的糖脂与存在的防腐剂的重量比为1000:1至1:1，优选500:1至10:1，特别优选100:1至30:1，其中所述糖脂优选选自鼠李糖脂和槐糖脂，特别是鼠李糖脂，其中所述防腐剂选自山梨酸、苯甲酸和上述酸的盐。
除了这些防腐剂之外，还可以存在其他防腐剂以增加效果。例如，可以加入至少一种选自异噻唑啉酮酮的其他防腐剂。此外，可以存在至少一种选自苯氧乙醇、苯甲醇、对羟基苯甲酸酯类、抗微生物肽(例如乳酸链球菌肽、游霉素)、萜烯(例如柠檬烯或紫苏酸)、抗微生物脂肪酸(例如辛酸)、甲醛释放剂(DMDM乙内酰脲)和醇类(如乙醇)的其他防腐剂。
存在于本发明组合物中的糖脂由于给定的pH而可以至少部分地作为盐而存在。
在本发明优选的组合物中，存在的糖脂盐的阳离子选自包含Li+、Na+、K+、Mg2+、Ca2 +、Al3+、NH4 +、伯铵离子、仲铵离子、叔铵离子和季铵离子的组选自优选由Li+、Na+、K+、Mg2+、Ca2 +、Al3+、NH4 +、伯铵离子、仲铵离子、叔铵离子和季铵离子组成的组。
合适的铵离子的示例性代表是四甲基铵、四乙基铵、四丙基铵、四丁基铵和[(2-羟乙基)三甲基铵](胆碱)，以及2-氨基乙醇(乙醇胺，MEA)、二乙醇胺(DEA)、2,2',2'’–次氨基三乙醇(三乙醇胺，TEA)、1-氨基丙-2-醇(单异丙醇胺)、乙二胺、二亚乙基三胺、三亚乙基四胺、四亚乙基五胺、1,4-二乙二胺(哌嗪)、氨基乙基哌嗪和氨基乙基乙醇胺的阳离子。
根据本发明，上述阳离子的混合物也可以作为存在的糖脂盐的阳离子而存在。
特别优选的阳离子优选选自包含Na+、K+、NH4 +、和三乙醇铵阳离子的组优选由Na+、K+、NH4 +、和三乙醇铵阳离子组成的组。
上述阳离子的总量优选占组合物中存在的除H+和H3O+外的所有阳离子的50-99重量％，特别优选70-90重量％。
本发明的优选组合物包含50-99重量％，优选70-95重量％，特别优选85-90重量％的糖脂阴离子，其中所述糖脂阴离子优选选自鼠李糖脂阴离子和槐糖脂阴离子，尤其是鼠李糖脂阴离子，其中重量％参考组合物中存在的除OH-外的所有阴离子。
在本发明的特别优选的组合物中，总的干质量包含40-98重量％，优选50-95重量％，特别优选60-90重量％的糖脂，其中所述糖脂优选选自鼠李糖脂和槐糖脂，特别是鼠李糖脂，其中重量百分比参考总的干质量。
在本发明优选的组合物中，至少60重量％，优选至少80重量％，特别优选至少95重量％的优选选自鼠李糖脂和槐糖脂特别是鼠李糖脂的糖脂以溶解形式存在，其中重量百分比参考优选选自鼠李糖脂和槐糖脂特别是鼠李糖脂的糖脂的总量。
这通过经过0.2μm针筒式滤器进行过滤之前和之后的总糖脂的HPLC分析进行测量，其中洗脱液中糖脂的量对应于溶解的糖脂的量。
根据本发明优选的是，所述组合物包含51-95重量％，优选70-90重量％，特别优选75-85重量％的diRL-C10C10，其中重量百分比参考存在的所有鼠李糖脂的总和。
根据本发明优选的是，所述组合物包含0.5-9重量％，优选0.5-3重量％，特别优选0.5-2重量％的monoRL-C10C10，其中重量百分比参考存在的所有鼠李糖脂的总和。
根据本发明的优选组合物的特征在于存在的所有二-鼠李糖脂与存在的所有单-鼠李糖脂的重量比大于51:49，特别大于91:9，优选大于97:3，特别优选大于98:2。
根据本发明优选的是，所述组合物包含0.5-25重量％，优选5-15重量％，特别优选7-12重量％的diRL-C10C12，其中重量百分比参考存在的所有鼠李糖脂的总和。
根据本发明优选的是，所述组合物包含0.1-5重量％，优选0.5-3重量％，特别优选0.5-2重量％的monoRL-C10C12和/或优选0.1-5％重量，优选0.5-3％重量，特别优选0.5-2％重量的monoRL-C10C12:1，其中重量百分比参考存在的所有的鼠李糖脂的总和。
本发明的特别优选的组合物的特征在于它们包含：
0.5-15重量％，优选3-12重量％，特别优选5-10重量的diRL-C10C12:1，
0.5-25重量％，优选5-15重量％，特别优选7-12重量％的diRL-C10C12，
0.1％-5重量％，优选0.5％-3重量％，特别优选0.5-2重量％的monoRL-C10C12，和
0.1-5重量％，优选0.5-3重量％，特别优选0.5-2重量％的monoRL-C10C12:1，
其中重量百分比参考存在的所有鼠李糖脂的总和。
还优选，根据本发明的组合物仅包含少量的式monoRL-CX或diRL-CX的鼠李糖脂。具体而言，根据本发明的组合物优选包含0-5重量％，优选0-3重量％，特别优选0.1-1重量％的diRLC10，其中重量百分比参考存在的所有鼠李糖脂的总和，并且，术语“0重量％”应理解为无法检测到的量。
根据本发明优选的是，本发明的组合物基本上不含脂肪油(20℃下的酰基甘油液体)，因此特别包含基于总组合物小于0.5重量％，特别是小于0.1重量％，特别优选无法检测量的脂肪油。
本发明的优选组合物包含槐糖脂作为糖脂，其中内酯形式与酸形式的重量比在20:80至80:20的范围内，特别优选在30:70至40:60的范围内。
本发明进一步涉及糖脂在改善选自山梨酸、苯甲酸和上述酸的盐的防腐剂抗微生物特别是细菌的防腐作用的用途，其中所述糖脂优选选自槐糖脂和鼠李糖脂，特别是鼠李糖脂。
本发明还涉及糖脂在降低选自山梨酸、苯甲酸和上述酸的盐的防腐剂的苦味的用途，其中所述糖脂优选选自槐糖脂和鼠李糖脂，特别是鼠李糖脂。
本发明还涉及本发明的组合物作为食品、化妆品、家用清洁剂、洗涤剂和漂洗剂、牙齿护理产品和医药产品中的防腐剂的用途，特别是用于食品和牙齿护理产品中的防腐剂的用途。
下面引用的实施例将以实施例的形式对本发明进行描述，但并不意图将本发明限于实施例中所指定的实施方案，本发明的应用范围由整个说明书和权利要求是显而易见的。
具体实施方式
实施例
实施例1：通过添加鼠李糖脂而遮蔽苯甲酸和山梨酸的味道
如EP3023431A1(浓缩的低粘度鼠李糖脂组合物)中所述而制备了用KOH部分中和的鼠李糖脂，并且进行分析。得到干质量含量为40％且pH为6的鼠李糖脂溶液。鼠李糖脂及其盐的比例基于干质量为>90重量％。各种鼠李糖脂同系物相对于所有鼠李糖脂总和的以重量百分比计的相对比例列于下表中。这里，所述比率是指HPLC分析所定量的酸形式。
表1：使用的鼠李糖脂的组成。基于所有鼠李糖脂(作为酸形式)的总和的各个同系物(作为酸形式)的重量％的数据。
蛋白质含量通过光度二联喹啉测定(photometric bicinchoninic assay，BCA测定，ThermaFisher Scientific)进行测定，并且基于鼠李糖脂的干质量<1重量％。
将得到的高浓度鼠李糖脂溶液进行稀释，并加入苯甲酸钠或山梨酸钠(SigmaAldrich)。制备了具有下表所述的组合物的溶液。将溶液调节至pH＝6。
表2：用于感官评估的组合物(以重量％计的数据，残留水)
| M1 | M2 | M3 | M4 | M5 | M6 | |
| 山梨酸钾 | 0.5 | 0.5 | 0.5 | |||
| 苯甲酸钾 | 0.5 | 0.5 | 0.5 | |||
| 鼠李糖脂 | 10 | 10 | ||||
| 山梨醇 | 10 | 10 |
然后对所述混合物进行感官评价。为此，通过小组(10名参与者)品尝各5ml并且描述味道印象。对于不含添加剂的山梨酸或苯甲酸，描述了令人不愉快、燃烧和略带涩味的味道，其不能通过添加山梨醇而掩盖。在鼠李糖脂的存在下，几乎没有感觉到这种味道印象，而是描述了仅略甜的椰子状的味道。
实施例2：鼠李糖脂与苯甲酸或山梨酸的协同作用
通过向实施例1中所述的高浓度鼠李糖脂溶液中加入苯甲酸钾和/或山梨酸钾，制备了下表中所述的组合物并将pH调节至5.8。
表3：用于微生物污染测试的组合物(以重量％计的数据，残留水)
| M7 | M8 | M9 | M10 | M11 | M12 | M13 | |
| 苯甲酸钾 | 0.6 | 0.6 | 0.6 | 0.6 | |||
| 山梨酸钾 | 0.6 | 0.6 | 0.6 | 0.6 | |||
| 鼠李糖脂 | 40 | 40 | 40 | 40 |
然后根据欧洲药典2011年第7版第5.1.3段进行微生物污染测试。为此，用给定的多种微生物的细菌计数对表3中的组合物进行接种，并将接种的样品在室温下储存。在固定的时间点，测量细菌计数。用于微生物污染测试的微生物是大肠杆菌(Escherichia coli)、铜绿假单胞菌(Pseudomonas aeruginosa)、金黄色葡萄球菌(Staphylococcus aureus)、白色念珠菌(Candida albicans)和巴西曲霉(Aspergillus brasiliensis)。
苯甲酸钾(M7)在该pH下没有作用，并且细菌数并未减少。山梨酸钾(M9)仅有很小的作用。苯甲酸钾和山梨酸钾的组合(M12)或单独的鼠李糖脂(M11)也只有很小的作用。特别是，酵母和真菌的细菌数没有显著减少。然而，山梨酸钾(M10)，苯甲酸钾(M8)或其混合物(M13)与鼠李糖脂的组合对所研究的所有微生物提供了非常好的下降。特别是革兰氏细菌和酵母菌可以更快地显著降低，并且甚至在2天(第一个测试时间点)之后，不再能够检测到活的微生物。
实施例2b：鼠李糖脂和苯甲酸的协同作用
通过向实施例1中所述的高浓度鼠李糖脂溶液中加入苯甲酸钠而制备了下表中所述的组合物，并将pH调节至5.8。
表4：用于微生物污染测试的组合物(以重量％计的数据，残留水)
| M14 | M15 | M16 | |
| 苯甲酸钠 | 0.6 | 0.6 | |
| 鼠李糖脂 | 50 | 50 |
然后根据欧洲药典2011年第7版第5.1.3段进行微生物污染测试。为此，用给定的多种微生物的细菌计数对表4中的组合物进行接种，并将接种的样品在室温下储存。在固定的时间点，测量细菌计数。
用于微生物污染测试的微生物是白色念珠菌(Candida albicans)和巴西曲霉(Aspergillus brasiliensis)。
结果示于图1和2中，并显示出两种组分的协同效应。
实施例3：槐糖脂与苯甲酸和山梨酸的混合物的协同作用
将市购槐糖脂(SL446)稀释至槐糖脂含量为10％。将0.1％山梨酸和0.1％苯甲酸加入一样品中，并且另一样品不进行防腐。将两个样品的pH调节至6.2。还制备了0.1％山梨酸和0.1％苯甲酸的水溶液，并将pH调节至6.2。然后如实施例2中所述，用巴西曲霉对三个样品进行微生物污染试验。仅在槐糖脂与防腐剂的组合中，观察到随着时间细菌数显著减少。
实施例4：鼠李糖脂与苯甲酸和山梨酸的混合物的协同作用
在本例中，根据基于DIN58940-8的微稀释方法测定了多种组合物对白色念珠菌(Candida albicans)的最小抑制浓度。
将来自原始培养物的白色念珠菌DSM1386接种在Sab.琼脂板上并在30℃下孵育2天。由该预培养，将Sab.琼脂斜面管(Sab.agar slant tube)进行接种，然后在30℃下培养两天。
为了制备测试接种物，用pH 6的7ml Mueller-Hinton培养基冲洗所述琼脂斜面管，将冲洗掉的微生物悬浮液装入含有5g玻璃珠的100ml烧瓶中，并将烧瓶置于定轨振荡器上3分钟。
将这些微生物悬浮液以1:100稀释，以在测试接种物中达到106CFU/ml的细菌计数。
借助螺旋计而测定接种物的确切细菌数。
将100μl Mueller-Hinton培养基中待测试的物质的等分试样的合适稀释序列置于微量滴定板中，并提供100μl的上述制备的白色念珠菌培养物，并将板在30℃下培养2-3天。。
基于在各个测试物质的浓度下不存在或存在细胞生长而测定最小抑制浓度。
基于苯甲酸钠与山梨酸钾的重量的2:1混合物在所述实验设置中显示出0.5-1％的最小抑制浓度，而实施例1的鼠李糖脂中在最高浓度为10％进行测试时，没有观察到抑制作用。
对于基于苯甲酸钠与山梨酸钾与鼠李糖脂的重量为2:1:130的混合物，最小抑制浓度(MIC)分别降至0.5(基于苯甲酸钠和山梨酸钾)和10(基于鼠李糖脂)：
| 苯甲酸钠[％] | 山梨酸钾[％] | RL[％] | MIC |
| - | - | 20 | -/>10 |
| 4.8 | 2.4 | - | 0.5-1/- |
| 0.3 | 0.15 | 20 | 0.5/10 |
其它配制剂实施例
漱口水,pH＝6(以重量％计的数据)
| 鼠李糖脂，40重量％在水中，pH＝6 | 18.0 |
| 山梨醇 | 3.0 |
| 乙醇 | 5.0 |
| 苯甲酸 | 0.1 |
| 香料 | 0.2 |
| 去矿物水(Aqua,demin.) | 至100 |
香波(以重量％计的数据)
香波(以重量％计的数据)
沐浴露(以重量％计的数据)
卸装乳(以重量％计的数据)
Claims (11)
1.一种组合物，其包含：
5-70重量％，优选6-60重量，特别优选10-55重量％，特别优选20-50重量％的至少一种优选选自槐糖脂和鼠李糖脂，特别是鼠李糖脂的糖脂，和
0.1-10重量％，优选0.2-5重量％，特别优选0.4-1重量％的至少一种选自山梨酸、苯甲酸和上述酸的盐的防腐剂，
其中所述重量百分比参考总的组合物，
其特征在于所述组合物在25℃的pH在3.5-9，优选5.6-7，特别优选5.6-6.6的范围内。
2.权利要求1的组合物，其特征在于：
存在的糖脂与存在的防腐剂的重量比在1000:1至1:1，优选500:1至10:1，特别优选100:1至30:1的范围内，其中存在的糖脂优选选自槐糖脂和鼠李糖脂，特别是鼠李糖脂，存在的防腐剂选自山梨酸、苯甲酸和上述酸的盐。
3.权利要求1或2的组合物，其特征在于：
存在至少一种选自异噻唑啉酮、苯氧乙醇、苯甲醇、对羟基苯甲酸酯类、抗微生物肽、萜烯、抗微生物脂肪酸、甲醛释放剂和醇类的其他防腐剂。
4.前述权利要求至少之一的组合物，其特征在于所述组合物包含51-95重量％的diRL-C10C10，其中所述重量百分比参考存在的所有鼠李糖脂的总和。
5.前述权利要求至少之一的组合物，其特征在于所述组合物包含0.5-9重量％的monoRL-C10C10，其中所述重量百分比参考存在的所有鼠李糖脂的总和。
6.前述权利要求至少之一的组合物，其特征在于存在的所有二-鼠李糖脂与存在的所有单-鼠李糖脂的重量比大于51:49，特别大于91:9，优选大于97:3，特别优选大于98:2。
7.前述权利要求至少之一的组合物，其特征在于所述组合物包含0.5-25重量％的diRL-C10C12，其中所述重量百分比参考存在的所有鼠李糖脂的总和。
8.前述权利要求至少之一的组合物，其特征在于所述组合物包含：
0.1-5重量％的monoRL-C10C12，和/或，优选和，
0.1-5重量％的monoRL-C10C12:1，
其中所述重量百分比参考存在的所有鼠李糖脂的总和。
9.糖脂改善防腐剂的抗微生物防腐作用，特别是细菌防腐作用的用途，其中所述糖脂优选选自槐糖脂和鼠李糖脂，特别是鼠李糖脂，所述防腐剂选自山梨酸、苯甲酸和上述酸的盐。
10.糖脂降低防腐剂的苦味的用途，其中所述糖脂优选选自槐糖脂和鼠李糖脂，特别是鼠李糖脂，所述防腐剂选自山梨酸、苯甲酸和上述酸的盐。
11.根据权利要求1-8中至少之一的组合物作为食品、化妆品、家用清洁剂、洗涤剂和漂洗剂、牙齿护理产品和医药产品中的防腐剂的用途，特别是用于食品和牙齿护理产品中的防腐剂的用途。
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| CN111670947B (zh) * | 2020-06-15 | 2022-08-05 | 浙江大学 | 一种蜜桃果实采后可食用保鲜剂及其应用 |
| CN112933019A (zh) * | 2021-04-06 | 2021-06-11 | 杭州伊瑟奇生物科技有限公司 | 一种基于抑制微生物群体感应的口腔护理液及其制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20190068565A (ko) | 2019-06-18 |
| EP3522707A1 (de) | 2019-08-14 |
| US20210337835A1 (en) | 2021-11-04 |
| US11606963B2 (en) | 2023-03-21 |
| CN110167347B (zh) | 2022-07-15 |
| US20190269158A1 (en) | 2019-09-05 |
| WO2018065314A1 (de) | 2018-04-12 |
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