CN105640941A - 抗微生物组合物 - Google Patents
抗微生物组合物 Download PDFInfo
- Publication number
- CN105640941A CN105640941A CN201610064680.2A CN201610064680A CN105640941A CN 105640941 A CN105640941 A CN 105640941A CN 201610064680 A CN201610064680 A CN 201610064680A CN 105640941 A CN105640941 A CN 105640941A
- Authority
- CN
- China
- Prior art keywords
- compound
- pyranone
- galactofuranose
- purposes
- formula
- 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
- 230000000845 anti-microbial effect Effects 0.000 title claims abstract description 7
- 239000000203 mixture Substances 0.000 title claims description 22
- 239000004599 antimicrobial Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 43
- 241001465754 Metazoa Species 0.000 claims abstract description 9
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 3
- 244000005700 microbiome Species 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 7
- 239000012453 solvate Substances 0.000 claims description 7
- 239000000843 powder Substances 0.000 claims description 5
- 206010017533 Fungal infection Diseases 0.000 claims description 3
- 208000031888 Mycoses Diseases 0.000 claims description 3
- 239000003814 drug Substances 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 239000003085 diluting agent Substances 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 241001506775 Epicoccum nigrum Species 0.000 abstract description 25
- 241000233866 Fungi Species 0.000 abstract description 7
- 241000123650 Botrytis cinerea Species 0.000 abstract description 3
- 241001121966 Lecanicillium muscarium Species 0.000 abstract description 2
- 208000015181 infectious disease Diseases 0.000 abstract description 2
- 239000002207 metabolite Substances 0.000 abstract description 2
- 230000000855 fungicidal effect Effects 0.000 abstract 1
- 230000000813 microbial effect Effects 0.000 abstract 1
- 244000052769 pathogen Species 0.000 abstract 1
- 244000000003 plant pathogen Species 0.000 abstract 1
- ZPSJGADGUYYRKE-UHFFFAOYSA-N 2H-pyran-2-one Chemical compound O=C1C=CC=CO1 ZPSJGADGUYYRKE-UHFFFAOYSA-N 0.000 description 61
- VOLMSPGWNYJHQQ-UHFFFAOYSA-N Pyranone Natural products CC1=C(O)C(=O)C(O)CO1 VOLMSPGWNYJHQQ-UHFFFAOYSA-N 0.000 description 59
- 238000000034 method Methods 0.000 description 35
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 27
- 238000004128 high performance liquid chromatography Methods 0.000 description 27
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 25
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 18
- 239000000126 substance Substances 0.000 description 16
- 238000000605 extraction Methods 0.000 description 13
- 241000196324 Embryophyta Species 0.000 description 11
- 238000002481 ethanol extraction Methods 0.000 description 11
- 239000000284 extract Substances 0.000 description 11
- 239000000243 solution Substances 0.000 description 9
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- GDSQFNQIWJCATH-PHOXTJPWSA-N (2z,3e,5e,7e,9e,11e,13e)-14-[(2r,3r,4s)-3,4-dihydroxy-5-oxo-2-(1,2,3-trihydroxypropyl)-3,4-dihydro-2h-pyrano[3,2-c]pyran-7-yl]-2-(2,4-dimethylhexylidene)-4-methyltetradeca-3,5,7,9,11,13-hexaenoic acid Chemical compound O1[C@@H](C(O)C(O)CO)[C@H](O)[C@@H](O)C2=C1C=C(/C=C/C=C/C=C/C=C/C=C/C(/C)=C/C(=C/C(C)CC(C)CC)/C(O)=O)OC2=O GDSQFNQIWJCATH-PHOXTJPWSA-N 0.000 description 7
- 230000001580 bacterial effect Effects 0.000 description 7
- 238000002474 experimental method Methods 0.000 description 7
- 239000000049 pigment Substances 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- 230000003595 spectral effect Effects 0.000 description 7
- OKKJLVBELUTLKV-MZCSYVLQSA-N Deuterated methanol Chemical compound [2H]OC([2H])([2H])[2H] OKKJLVBELUTLKV-MZCSYVLQSA-N 0.000 description 6
- 238000005481 NMR spectroscopy Methods 0.000 description 6
- 150000001768 cations Chemical class 0.000 description 6
- 150000003214 pyranose derivatives Chemical class 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 241001597008 Nomeidae Species 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 5
- 230000000843 anti-fungal effect Effects 0.000 description 5
- 229940121375 antifungal agent Drugs 0.000 description 5
- 238000013459 approach Methods 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000010790 dilution Methods 0.000 description 5
- 239000012895 dilution Substances 0.000 description 5
- 150000002500 ions Chemical class 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 238000002390 rotary evaporation Methods 0.000 description 5
- 241001465180 Botrytis Species 0.000 description 4
- IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical compound [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000013467 fragmentation Methods 0.000 description 4
- 238000006062 fragmentation reaction Methods 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 239000006228 supernatant Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- MVDWNDHGLIOKMN-UHFFFAOYSA-N C(C=CCCC)(=O)O.[C] Chemical class C(C=CCCC)(=O)O.[C] MVDWNDHGLIOKMN-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 235000013399 edible fruits Nutrition 0.000 description 3
- 235000013882 gravy Nutrition 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 235000011007 phosphoric acid Nutrition 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 235000013311 vegetables Nutrition 0.000 description 3
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 2
- 244000000626 Daucus carota Species 0.000 description 2
- 235000002767 Daucus carota Nutrition 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 230000000397 acetylating effect Effects 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 230000008033 biological extinction Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000007664 blowing Methods 0.000 description 2
- 239000000919 ceramic Substances 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 150000001793 charged compounds Chemical class 0.000 description 2
- 230000001276 controlling effect Effects 0.000 description 2
- 238000005100 correlation spectroscopy Methods 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 244000038559 crop plants Species 0.000 description 2
- 238000010494 dissociation reaction Methods 0.000 description 2
- 230000005593 dissociations Effects 0.000 description 2
- 238000002518 distortionless enhancement with polarization transfer Methods 0.000 description 2
- COJARPHAKVBMFD-UHFFFAOYSA-N flavipin Chemical compound CC1=C(O)C(O)=C(O)C(C=O)=C1C=O COJARPHAKVBMFD-UHFFFAOYSA-N 0.000 description 2
- 239000012634 fragment Substances 0.000 description 2
- 238000004811 liquid chromatography Methods 0.000 description 2
- 238000009630 liquid culture Methods 0.000 description 2
- 238000011068 loading method Methods 0.000 description 2
- 238000001819 mass spectrum Methods 0.000 description 2
- 235000013372 meat Nutrition 0.000 description 2
- 238000012544 monitoring process Methods 0.000 description 2
- 239000001053 orange pigment Substances 0.000 description 2
- 239000008363 phosphate buffer Substances 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 239000000651 prodrug Substances 0.000 description 2
- 229940002612 prodrug Drugs 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- RYVMUASDIZQXAA-UHFFFAOYSA-N pyranoside Natural products O1C2(OCC(C)C(OC3C(C(O)C(O)C(CO)O3)O)C2)C(C)C(C2(CCC3C4(C)CC5O)C)C1CC2C3CC=C4CC5OC(C(C1O)O)OC(CO)C1OC(C1OC2C(C(OC3C(C(O)C(O)C(CO)O3)O)C(O)C(CO)O2)O)OC(CO)C(O)C1OC1OCC(O)C(O)C1O RYVMUASDIZQXAA-UHFFFAOYSA-N 0.000 description 2
- 238000012797 qualification Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- 229960001866 silicon dioxide Drugs 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 235000014347 soups Nutrition 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- SAPGTCDSBGMXCD-UHFFFAOYSA-N (2-chlorophenyl)-(4-fluorophenyl)-pyrimidin-5-ylmethanol Chemical compound C=1N=CN=CC=1C(C=1C(=CC=CC=1)Cl)(O)C1=CC=C(F)C=C1 SAPGTCDSBGMXCD-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 125000000420 C-glycoside group Chemical group 0.000 description 1
- ABHWIAVRRBYDSP-KLMSLIRQSA-N C/C=C/[I]=C/C(/C)=C/C(/C)=C/C/C=[N+](/C=O)\[O-] Chemical compound C/C=C/[I]=C/C(/C)=C/C(/C)=C/C/C=[N+](/C=O)\[O-] ABHWIAVRRBYDSP-KLMSLIRQSA-N 0.000 description 1
- 0 CC(O)=C([*@@](C(C(C1O)O)O)[U]C1N)*(OCC=*)=O Chemical compound CC(O)=C([*@@](C(C(C1O)O)O)[U]C1N)*(OCC=*)=O 0.000 description 1
- 241000222122 Candida albicans Species 0.000 description 1
- 241000713772 Human immunodeficiency virus 1 Species 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical class CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- 241001121967 Lecanicillium Species 0.000 description 1
- 230000004570 RNA-binding Effects 0.000 description 1
- 108020000999 Viral RNA Proteins 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 150000004075 acetic anhydrides Chemical class 0.000 description 1
- 230000021736 acetylation Effects 0.000 description 1
- 238000006640 acetylation reaction Methods 0.000 description 1
- 238000003916 acid precipitation Methods 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000001093 anti-cancer Effects 0.000 description 1
- 239000003429 antifungal agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000027455 binding Effects 0.000 description 1
- 230000000975 bioactive effect Effects 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- 150000007516 brønsted-lowry acids Chemical class 0.000 description 1
- 150000007528 brønsted-lowry bases Chemical class 0.000 description 1
- 229940095731 candida albicans Drugs 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000001360 collision-induced dissociation Methods 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 230000002596 correlated effect Effects 0.000 description 1
- 230000000875 corresponding effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- TZLFGPZAGYEXAS-IMQJRXMUSA-N epicoccamide Natural products C[C@@H](CCCCCCCCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(=O)C2=C(C)N(C)[C@@H](C)C2=O TZLFGPZAGYEXAS-IMQJRXMUSA-N 0.000 description 1
- 229940049152 epicoccum nigrum extract Drugs 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229920002313 fluoropolymer Polymers 0.000 description 1
- 239000004811 fluoropolymer Substances 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 238000001052 heteronuclear multiple bond coherence spectrum Methods 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 238000000252 photodiode array detection Methods 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 230000005588 protonation Effects 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 239000013558 reference substance Substances 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 230000004763 spore germination Effects 0.000 description 1
- 238000004885 tandem mass spectrometry Methods 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- 238000001551 total correlation spectroscopy Methods 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/365—Lactones
- A61K31/366—Lactones having six-membered rings, e.g. delta-lactones
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
-
- 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
-
- 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
- A01N43/06—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 five-membered rings
- A01N43/08—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 five-membered rings with oxygen as the ring hetero atom
-
- 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
- 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
- A01N49/00—Biocides, pest repellants or attractants, or plant growth regulators, containing compounds containing the group, wherein m+n>=1, both X together may also mean —Y— or a direct carbon-to-carbon bond, and the carbon atoms marked with an asterisk are not part of any ring system other than that which may be formed by the atoms X, the carbon atoms in square brackets being part of any acyclic or cyclic structure, or the group, wherein A means a carbon atom or Y, n>=0, and not more than one of these carbon atoms being a member of the same ring system, e.g. juvenile insect hormones or mimics thereof
-
- 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
- A01N63/00—Biocides, pest repellants or attractants, or plant growth regulators containing microorganisms, viruses, microbial fungi, animals or substances produced by, or obtained from, microorganisms, viruses, microbial fungi or animals, e.g. enzymes or fermentates
- A01N63/30—Microbial fungi; Substances produced thereby or obtained therefrom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
- A61K31/7048—Compounds having saccharide radicals and heterocyclic rings having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin, digitoxin or digoxin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Wood Science & Technology (AREA)
- Agronomy & Crop Science (AREA)
- Environmental Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Epidemiology (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Insects & Arthropods (AREA)
- Biochemistry (AREA)
- Genetics & Genomics (AREA)
- Mycology (AREA)
- Virology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Medicines Containing Plant Substances (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NZ587490A NZ587490A (en) | 2010-08-20 | 2010-08-20 | Anti-Microbial Compounds containing compounds with a sugar substituent |
| NZ587490 | 2010-08-20 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201180050429.6A Division CN103167802B (zh) | 2010-08-20 | 2011-08-22 | 抗微生物组合物 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN105640941A true CN105640941A (zh) | 2016-06-08 |
Family
ID=45605341
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610064680.2A Pending CN105640941A (zh) | 2010-08-20 | 2011-08-22 | 抗微生物组合物 |
| CN201180050429.6A Active CN103167802B (zh) | 2010-08-20 | 2011-08-22 | 抗微生物组合物 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201180050429.6A Active CN103167802B (zh) | 2010-08-20 | 2011-08-22 | 抗微生物组合物 |
Country Status (10)
| Country | Link |
|---|---|
| US (3) | US8889636B2 (https=) |
| EP (1) | EP2605654B1 (https=) |
| JP (1) | JP5956439B2 (https=) |
| KR (1) | KR101903200B1 (https=) |
| CN (2) | CN105640941A (https=) |
| AU (1) | AU2011292510B2 (https=) |
| CA (1) | CA2808489C (https=) |
| ES (1) | ES2966573T3 (https=) |
| NZ (1) | NZ587490A (https=) |
| WO (1) | WO2012023865A1 (https=) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ587490A (en) * | 2010-08-20 | 2013-03-28 | Greentide Ltd | Anti-Microbial Compounds containing compounds with a sugar substituent |
| CN107779403B (zh) * | 2016-08-29 | 2019-11-12 | 江苏省农业科学院 | 一种生防真菌黑附球菌h5及其应用 |
| EP3360549A1 (en) | 2017-02-14 | 2018-08-15 | Rheinische Friedrich-Wilhelms-Universität Bonn | Small molecule therapeutics for treating metachromatic leukodystrophy |
| CN108165589B (zh) * | 2017-12-23 | 2021-02-05 | 安徽工程大学 | 一种真菌花色苷类红素及其发酵制备方法 |
| CN112358974B (zh) * | 2020-12-09 | 2022-06-10 | 昆明理工大学 | 一株植物内生真菌黑附球菌fzt214及其应用 |
| US11751684B2 (en) | 2021-07-22 | 2023-09-12 | Jean Francois Bedard | Rod holder |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002047281A (ja) * | 2000-07-28 | 2002-02-12 | Mitsubishi-Tokyo Pharmaceuticals Inc | テロメレース阻害剤 |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101687144B1 (ko) * | 2009-04-22 | 2016-12-15 | 액시킨 파마수티컬스 인코포레이티드 | 2,5-이치환된 아릴설폰아마이드 ｃｃｒ3 길항제 |
| JO3416B1 (ar) * | 2009-04-27 | 2019-10-20 | Jeneil Biosurfactant Co Llc | تركيبات مضادة للبكتيريا وطرق استخدامها |
| US20110136729A1 (en) * | 2009-05-26 | 2011-06-09 | Shien Lu | Occidiofungin, a unique antifungal glycopeptide produced by a strain of burkholderia contaminans |
| EP2269454A1 (en) * | 2009-06-24 | 2011-01-05 | Bayer CropScience AG | Combinations of fungicidally active yeast and fungicides |
| ES2848156T3 (es) * | 2009-09-03 | 2021-08-05 | Fbsciences Holdings Inc | Composiciones y métodos de tratamiento de semillas |
| GB2473460B (en) * | 2009-09-10 | 2016-02-10 | Univ Surrey | Antimicrobial Composition |
| GB2474251A (en) * | 2009-10-08 | 2011-04-13 | Uws Ventures Ltd | Antimicrobial composition and method of controlling contamination or infections using said composition |
| NL1037411C2 (nl) * | 2009-10-23 | 2011-04-27 | Pk Peters Krizman Sa | Samenstelling omvattende anijszuur, een derivaat daarvan en/of een farmaceutisch acceptabel zout hiervan en een zure buffer, evenals een doseringsvorm en toepassingen hiervan. |
| GB2475359A (en) * | 2009-11-11 | 2011-05-18 | Biocopea Ltd | A compound for use in treating a fulminant respiratory disorder |
| AT509501B1 (de) * | 2010-02-24 | 2012-06-15 | Univ Wien Tech | Pflanzenschutzmittel |
| AR080234A1 (es) * | 2010-02-25 | 2012-03-21 | Marrone Bio Innovations Inc | Cepa bacteriana aislada del genero burkholderia y metabolitos pesticidas del mismo |
| WO2011114280A2 (en) * | 2010-03-18 | 2011-09-22 | Basf Se | Fungicidal compositions comprising comprising a phosphate solubilizing microorganism and a fungicidally active compound |
| SI23311A (sl) * | 2010-03-19 | 2011-09-30 | Kemijski inštitut | Farmacevtska kombinacija acetilsalicilne kisline in protiglivne substance za uničevanje ali inhibicijo rasti in replikacije gliv |
| UA107963C2 (xx) * | 2010-06-07 | 2015-03-10 | Janssen Pharmaceutica Nv | ПРОТИГРИБКОВІ ПОХІДНІ 5,6-ДИГІДРО-4-$(ДИФТОРЕТИЛ)ФЕНІЛ]-4H-ПІРОЛО$1,2-a]$1,4]БЕНЗОДІАЗЕПІНУ І 4-(ДИФТОРЕТИЛ)ФЕНІЛ-6H-ПІРОЛО$1,2-a]$1,4]БЕНЗОДІАЗЕПІНУ |
| PT2597951T (pt) * | 2010-07-26 | 2017-01-19 | Bayer Ip Gmbh | Utilização de inibidores de succinato desidrogenase e inibidores de complexo iii da cadeia respiratória para melhorar a razão entre microrganismos prejudiciais e benéficos |
| NZ587490A (en) * | 2010-08-20 | 2013-03-28 | Greentide Ltd | Anti-Microbial Compounds containing compounds with a sugar substituent |
| WO2012038935A2 (en) * | 2010-09-23 | 2012-03-29 | Globachem | Use of a composition for the increase of crop yield |
| AR083112A1 (es) * | 2010-10-01 | 2013-01-30 | Syngenta Participations Ag | Metodo para controlar enfermedades fitopatogenas y composiciones fungicidas utiles para dicho control |
| PT105331A (pt) * | 2010-10-12 | 2012-04-12 | Cev Biotecnologia Das Plantas S A | Conservante alimentar |
| TW201225844A (en) * | 2010-10-25 | 2012-07-01 | Marrone Bio Innovations Inc | Chromobacterium bioactive compositions and metabolites |
| RU2448960C1 (ru) * | 2010-12-06 | 2012-04-27 | Виктор Вениаминович Тец | Фунгицидное средство |
| RO126736B1 (ro) * | 2010-12-08 | 2012-11-29 | Institutul Naţional De Cercetare-Dezvoltare Pentru Pedologie, Agrochimie Şi Protecţia Mediului | Tulpini de botrytis cinerea producătoare de elicitori fungici, produs pentru imunizarea plantelor de căpşun contra agenţilor putregaiului cenuşiu şi metodă de aplicare |
| WO2012076989A1 (en) * | 2010-12-09 | 2012-06-14 | Wockhardt Limited | Ketolide compounds |
| EP2663582B1 (en) * | 2011-01-13 | 2018-07-11 | Austin Research Labs Corp. | High load dispersions for treating infections |
| HUE038497T2 (hu) * | 2011-03-23 | 2018-10-29 | Bayer Ip Gmbh | Hatóanyag-kombinációk |
| EP2532232A1 (en) * | 2011-06-10 | 2012-12-12 | InterMed Discovery GmbH | Long chain glycolipids useful to avoid perishing or microbial contamination of materials |
-
2010
- 2010-08-20 NZ NZ587490A patent/NZ587490A/xx unknown
-
2011
- 2011-08-22 CN CN201610064680.2A patent/CN105640941A/zh active Pending
- 2011-08-22 AU AU2011292510A patent/AU2011292510B2/en active Active
- 2011-08-22 CA CA2808489A patent/CA2808489C/en active Active
- 2011-08-22 WO PCT/NZ2011/000164 patent/WO2012023865A1/en not_active Ceased
- 2011-08-22 ES ES11818451T patent/ES2966573T3/es active Active
- 2011-08-22 JP JP2013525861A patent/JP5956439B2/ja active Active
- 2011-08-22 KR KR1020137007020A patent/KR101903200B1/ko active Active
- 2011-08-22 CN CN201180050429.6A patent/CN103167802B/zh active Active
- 2011-08-22 EP EP11818451.4A patent/EP2605654B1/en active Active
- 2011-08-24 US US13/216,443 patent/US8889636B2/en active Active
-
2014
- 2014-08-21 US US14/464,747 patent/US20140357580A1/en not_active Abandoned
-
2015
- 2015-10-05 US US14/874,633 patent/US20160021881A1/en not_active Abandoned
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002047281A (ja) * | 2000-07-28 | 2002-02-12 | Mitsubishi-Tokyo Pharmaceuticals Inc | テロメレース阻害剤 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2605654B1 (en) | 2023-09-27 |
| US20120108526A1 (en) | 2012-05-03 |
| US20140357580A1 (en) | 2014-12-04 |
| AU2011292510A1 (en) | 2013-03-28 |
| JP5956439B2 (ja) | 2016-07-27 |
| EP2605654A4 (en) | 2014-01-22 |
| US8889636B2 (en) | 2014-11-18 |
| EP2605654A1 (en) | 2013-06-26 |
| US20160021881A1 (en) | 2016-01-28 |
| KR20140023864A (ko) | 2014-02-27 |
| CN103167802A (zh) | 2013-06-19 |
| ES2966573T3 (es) | 2024-04-23 |
| CN103167802B (zh) | 2016-04-13 |
| KR101903200B1 (ko) | 2018-10-01 |
| CA2808489A1 (en) | 2012-02-23 |
| EP2605654C0 (en) | 2023-09-27 |
| JP2013539466A (ja) | 2013-10-24 |
| WO2012023865A1 (en) | 2012-02-23 |
| NZ587490A (en) | 2013-03-28 |
| CA2808489C (en) | 2018-10-16 |
| AU2011292510B2 (en) | 2015-08-20 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Stuardo et al. | Antifungal properties of quinoa (Chenopodium quinoa Willd) alkali treated saponins against Botrytis cinerea | |
| Singh et al. | Phytochemical analysis and antimicrobial activity of an endophytic Fusarium proliferatum (ACQR8), isolated from a folk medicinal plant Cissus quadrangularis L. | |
| CN109843068B (zh) | 前沟藻属的一种或多种微藻的细胞提取物用于对植物和培养种子的真菌、卵菌和/或致病细菌的杀真菌和/或杀细菌活性的用途 | |
| CN105640941A (zh) | 抗微生物组合物 | |
| CN101484010A (zh) | 用作葡萄霜霉菌拮抗剂物质的包含内生真菌互隔交链孢霉菌和/或其代谢物的抗真菌组合物 | |
| Wang et al. | Antifungal alkaloids from Mahonia fortunei against pathogens of postharvest fruit | |
| Zhang et al. | Discovery of febrifugine with specific anti-Phytophthora oomycete activity isolated from Dichroa febrifuga Lour | |
| Maienfisch | Challenges and risks associated with impurity profiles in technical grade crop protection products produced semi-synthetically from natural products | |
| Arivo et al. | Antioxidant activity of various solvent extracts from endophytic bacteria isolated from girang (Leea indica) leaves. | |
| Razavi et al. | Coumarins from Zosima absinthifolia seeds, with allelopatic effects | |
| Passera et al. | Evaluation of the biocide activity of tomatine-rich extracts from tomato cannery residues against fungi and bacteria | |
| Khan et al. | Antifungal potential of Chenopodium quinoa root extract against Macrophomina phaseolina (Tassi) Goid | |
| US20150126465A1 (en) | Process for producing derivatives of pyrostegia venusta, derivatives of pyrostegia venusta, pharmaceutical compositions and its uses | |
| AU2006265411A1 (en) | Extracts and compounds from "Agapanthus Africanus" and their use as biological plant protecting agents | |
| Hundley | Structure Elucidation of bioactive compounds isolated from endophytes of alstonia scholaris and acmena graveolens | |
| Thakor et al. | Efficacy of indole-3-acetic acid-producing PGPFs and their consortium on physiological and biochemical parameters of Trigonella foenum-graecum L | |
| Carvajal et al. | Anti-phytopathogenic activities and chemical composition of Ulex europaeus L. extracts | |
| Silva et al. | Decoding the Penicillium italicum–Citrus Interaction: Untargeted Metabolomics Sheds Light on a Neglected Postharvest Pathogen | |
| Kasim et al. | Antimicrobial agents from the leaf of Struchium sparganophora (Linn) Ktze, Asteraceae | |
| Al-Kahraman et al. | In vitro antimicrobial, insecticidal, antitumor, antioxidant activities and their phytochemical estimation of methanolic extract and its fractions of Nepeta praetervisa leaves | |
| Suratno et al. | Chemical Profile and Biological Activity of the Hymenochaetoid Mushroom Hirschioporus fuscoviolaceus (Agaricomycetes) | |
| Agudo Jurado | Identification and characterization of metabolites from necrotrophic fungi | |
| CN101775357A (zh) | 植物病原真菌串珠镰刀菌天然拮抗剂 | |
| Begum et al. | Effect of leaf extracts and steroidal saponin of Cestrum diurnum L. on spore germination and mycelial growth of some fungi. | |
| Patole et al. | HPTLC profile of solvent extracts of neem and gorakhmundi |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| WD01 | Invention patent application deemed withdrawn after publication | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20160608 |