CN109843979B - 具有抗微生物活性的聚酰胺型胺 - Google Patents
具有抗微生物活性的聚酰胺型胺 Download PDFInfo
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- CN109843979B CN109843979B CN201780048950.3A CN201780048950A CN109843979B CN 109843979 B CN109843979 B CN 109843979B CN 201780048950 A CN201780048950 A CN 201780048950A CN 109843979 B CN109843979 B CN 109843979B
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- CN
- China
- Prior art keywords
- polyamidoamine
- species
- ratio
- polyamidoamines
- agmatine
- Prior art date
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- 229920000962 poly(amidoamine) Polymers 0.000 title claims abstract description 54
- 230000000845 anti-microbial effect Effects 0.000 title description 7
- QYPPJABKJHAVHS-UHFFFAOYSA-N Agmatine Natural products NCCCCNC(N)=N QYPPJABKJHAVHS-UHFFFAOYSA-N 0.000 claims abstract description 43
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims abstract description 30
- 239000004471 Glycine Substances 0.000 claims abstract description 15
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 9
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000011837 N,N-methylenebisacrylamide Substances 0.000 claims abstract description 6
- 238000011282 treatment Methods 0.000 claims abstract description 4
- 208000015181 infectious disease Diseases 0.000 claims abstract description 3
- 239000000203 mixture Substances 0.000 claims description 27
- 241000194108 Bacillus licheniformis Species 0.000 claims description 12
- 241000589634 Xanthomonas Species 0.000 claims description 12
- 241001518731 Monilinia fructicola Species 0.000 claims description 11
- 241000589615 Pseudomonas syringae Species 0.000 claims description 11
- 241000123650 Botrytis cinerea Species 0.000 claims description 10
- 235000014469 Bacillus subtilis Nutrition 0.000 claims description 6
- 241000589516 Pseudomonas Species 0.000 claims description 6
- 241000191967 Staphylococcus aureus Species 0.000 claims description 6
- 244000063299 Bacillus subtilis Species 0.000 claims description 5
- 230000000844 anti-bacterial effect Effects 0.000 claims description 5
- 241000588724 Escherichia coli Species 0.000 claims description 4
- 238000012644 addition polymerization Methods 0.000 claims description 4
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 4
- 239000004599 antimicrobial Substances 0.000 claims description 3
- 241000290967 Monascus aurantiacus Species 0.000 claims 1
- QYPPJABKJHAVHS-UHFFFAOYSA-P agmatinium(2+) Chemical compound NC(=[NH2+])NCCCC[NH3+] QYPPJABKJHAVHS-UHFFFAOYSA-P 0.000 claims 1
- 239000003242 anti bacterial agent Substances 0.000 claims 1
- 239000003429 antifungal agent Substances 0.000 claims 1
- 229940121375 antifungal agent Drugs 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 30
- 230000001580 bacterial effect Effects 0.000 abstract description 21
- 238000007334 copolymerization reaction Methods 0.000 abstract description 4
- 244000053095 fungal pathogen Species 0.000 abstract description 4
- 244000052616 bacterial pathogen Species 0.000 abstract description 3
- 239000004476 plant protection product Substances 0.000 abstract description 3
- 239000004480 active ingredient Substances 0.000 abstract description 2
- 230000000813 microbial effect Effects 0.000 abstract description 2
- 238000011321 prophylaxis Methods 0.000 abstract 1
- 241000894007 species Species 0.000 description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- 230000000694 effects Effects 0.000 description 13
- 230000002401 inhibitory effect Effects 0.000 description 12
- 125000001475 halogen functional group Chemical group 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 9
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- 229920001577 copolymer Polymers 0.000 description 8
- 238000002474 experimental method Methods 0.000 description 8
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- 238000000034 method Methods 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- 241000220225 Malus Species 0.000 description 5
- 125000003277 amino group Chemical group 0.000 description 5
- 235000021016 apples Nutrition 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 239000012153 distilled water Substances 0.000 description 5
- 230000002538 fungal effect Effects 0.000 description 5
- 125000002795 guanidino group Chemical group C(N)(=N)N* 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 239000000725 suspension Substances 0.000 description 5
- 241000894006 Bacteria Species 0.000 description 4
- 206010052428 Wound Diseases 0.000 description 4
- 208000027418 Wounds and injury Diseases 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 210000004379 membrane Anatomy 0.000 description 4
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- 238000002360 preparation method Methods 0.000 description 4
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- 229920001817 Agar Polymers 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 239000008272 agar Substances 0.000 description 3
- 150000001413 amino acids Chemical class 0.000 description 3
- 238000009792 diffusion process Methods 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- PQVSTLUFSYVLTO-UHFFFAOYSA-N ethyl n-ethoxycarbonylcarbamate Chemical compound CCOC(=O)NC(=O)OCC PQVSTLUFSYVLTO-UHFFFAOYSA-N 0.000 description 3
- GLXDVVHUTZTUQK-UHFFFAOYSA-M lithium hydroxide monohydrate Substances [Li+].O.[OH-] GLXDVVHUTZTUQK-UHFFFAOYSA-M 0.000 description 3
- 229940040692 lithium hydroxide monohydrate Drugs 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- LVKKFNORSNCNPP-UHFFFAOYSA-N 2,2-bis(prop-2-enoylamino)acetic acid Chemical compound C=CC(=O)NC(C(=O)O)NC(=O)C=C LVKKFNORSNCNPP-UHFFFAOYSA-N 0.000 description 2
- PTAYFGHRDOMJGC-UHFFFAOYSA-N 4-aminobutyl(diaminomethylidene)azanium;hydrogen sulfate Chemical group OS(O)(=O)=O.NCCCCN=C(N)N PTAYFGHRDOMJGC-UHFFFAOYSA-N 0.000 description 2
- 241000223651 Aureobasidium Species 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 241000233866 Fungi Species 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 241000589774 Pseudomonas sp. Species 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000003556 assay Methods 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 235000013399 edible fruits Nutrition 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 239000012456 homogeneous solution Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 2
- 230000001965 increasing effect Effects 0.000 description 2
- 229910001853 inorganic hydroxide Inorganic materials 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 239000006916 nutrient agar Substances 0.000 description 2
- 244000052769 pathogen Species 0.000 description 2
- 230000001717 pathogenic effect Effects 0.000 description 2
- 239000001965 potato dextrose agar Substances 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 150000003141 primary amines Chemical class 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000002829 reductive effect Effects 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- 238000001542 size-exclusion chromatography Methods 0.000 description 2
- 125000000547 substituted alkyl group Chemical group 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 230000000699 topical effect Effects 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- FMRDPYZBZFPVLV-UHFFFAOYSA-N 2-(4-aminobutyl)guanidine Chemical compound NCCCCNC(N)=N.NCCCCNC(N)=N FMRDPYZBZFPVLV-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- 239000004475 Arginine Substances 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 208000035859 Drug effect increased Diseases 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical group NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 1
- 238000006845 Michael addition reaction Methods 0.000 description 1
- 241001518729 Monilinia Species 0.000 description 1
- 241000862466 Monilinia laxa Species 0.000 description 1
- 241000589623 Pseudomonas syringae pv. syringae Species 0.000 description 1
- 241000221696 Sclerotinia sclerotiorum Species 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 241000187747 Streptomyces Species 0.000 description 1
- 244000223014 Syzygium aromaticum Species 0.000 description 1
- 235000016639 Syzygium aromaticum Nutrition 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 230000000843 anti-fungal effect Effects 0.000 description 1
- 230000000840 anti-viral effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 1
- 125000003739 carbamimidoyl group Chemical group C(N)(=N)* 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000006285 cell suspension Substances 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000000295 complement effect Effects 0.000 description 1
- 238000013270 controlled release Methods 0.000 description 1
- 239000012050 conventional carrier Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 238000006114 decarboxylation reaction Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000000556 factor analysis Methods 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000013355 food flavoring agent Nutrition 0.000 description 1
- 235000003599 food sweetener Nutrition 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 125000003630 glycyl group Chemical group [H]N([H])C([H])([H])C(*)=O 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- BCQZXOMGPXTTIC-UHFFFAOYSA-N halothane Chemical compound FC(F)(F)C(Cl)Br BCQZXOMGPXTTIC-UHFFFAOYSA-N 0.000 description 1
- 239000007902 hard capsule Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 229920013821 hydroxy alkyl cellulose Polymers 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 239000012669 liquid formulation Substances 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 238000012701 michael addition polymerization Methods 0.000 description 1
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- 244000000010 microbial pathogen Species 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
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- 230000003285 pharmacodynamic effect Effects 0.000 description 1
- 244000000003 plant pathogen Species 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 239000007901 soft capsule Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000012049 topical pharmaceutical composition Substances 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000041 toxicology testing Toxicity 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/028—Polyamidoamines
-
- 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
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Oncology (AREA)
- Pharmacology & Pharmacy (AREA)
- Communicable Diseases (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Polymers & Plastics (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT102016000081360 | 2016-08-02 | ||
| IT102016000081360A IT201600081360A1 (it) | 2016-08-02 | 2016-08-02 | Poliammidoammine ad attività antimicrobica |
| PCT/EP2017/068343 WO2018024494A1 (en) | 2016-08-02 | 2017-07-20 | Polyamidoamines with antimicrobial activity |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN109843979A CN109843979A (zh) | 2019-06-04 |
| CN109843979B true CN109843979B (zh) | 2021-12-24 |
Family
ID=57906822
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201780048950.3A Active CN109843979B (zh) | 2016-08-02 | 2017-07-20 | 具有抗微生物活性的聚酰胺型胺 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US10738161B2 (enExample) |
| EP (1) | EP3494164B1 (enExample) |
| JP (1) | JP7073368B2 (enExample) |
| CN (1) | CN109843979B (enExample) |
| IT (1) | IT201600081360A1 (enExample) |
| WO (1) | WO2018024494A1 (enExample) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112410273A (zh) * | 2020-12-20 | 2021-02-26 | 扬州大学 | 一种地衣芽孢杆菌w10菌悬液在诱导油桃果实抗褐腐病中的应用 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101220154A (zh) * | 2008-01-31 | 2008-07-16 | 上海交通大学 | 交联型聚合物膜主体材料及其制备方法和使用方法 |
| US20130243721A1 (en) * | 2010-05-19 | 2013-09-19 | Paolo Ferruti | Anti-viral agents and compositions thereof |
| CN103626996A (zh) * | 2013-11-29 | 2014-03-12 | 沈阳药科大学 | 胍基化的含二硫键聚氨基胺类聚合物及其制备和应用 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3843567A (en) * | 1972-11-30 | 1974-10-22 | Mitsubishi Chem Ind | Chelating amino acid addition polymer |
| GB9600272D0 (en) | 1996-01-06 | 1996-03-06 | Univ Nottingham | Polymers |
| EP2228438A1 (en) | 2009-03-05 | 2010-09-15 | Universita' Degli Studi Di Milano | Soluble poly(amido-amines) as promoters of cell adhesion, proliferation and differentiation |
| IT1401360B1 (it) | 2010-05-19 | 2013-07-18 | Lembo | Agenti anti-virali e relative composizioni |
-
2016
- 2016-08-02 IT IT102016000081360A patent/IT201600081360A1/it unknown
-
2017
- 2017-07-20 JP JP2019527948A patent/JP7073368B2/ja active Active
- 2017-07-20 CN CN201780048950.3A patent/CN109843979B/zh active Active
- 2017-07-20 EP EP17749386.3A patent/EP3494164B1/en active Active
- 2017-07-20 WO PCT/EP2017/068343 patent/WO2018024494A1/en not_active Ceased
- 2017-07-20 US US16/321,839 patent/US10738161B2/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101220154A (zh) * | 2008-01-31 | 2008-07-16 | 上海交通大学 | 交联型聚合物膜主体材料及其制备方法和使用方法 |
| US20130243721A1 (en) * | 2010-05-19 | 2013-09-19 | Paolo Ferruti | Anti-viral agents and compositions thereof |
| CN103626996A (zh) * | 2013-11-29 | 2014-03-12 | 沈阳药科大学 | 胍基化的含二硫键聚氨基胺类聚合物及其制备和应用 |
Non-Patent Citations (3)
| Title |
|---|
| Amphoteric, prevailingly cationic L-arginine polymers of poly(amidoamino acid) structure: synthesis, acid/base properties and preliminary cytocompatibility and cell-permeating characterizations;Paolo Ferruti et al;《Macromolecular Bioscience》;20131108;第14卷;第390-400页 * |
| Poly(amidoamine)s: past, present, and perspectives;Paolo Ferruti;《Journal of Polymer Science》;20130301;第51卷;第2319-2353页 * |
| 超支化聚酰胺胺的合成及季胺化修饰;林希 等;《武汉工程大学学报》;20101130;第32卷(第11期);第73-76页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| US20190177480A1 (en) | 2019-06-13 |
| JP2019533072A (ja) | 2019-11-14 |
| EP3494164B1 (en) | 2020-09-02 |
| CN109843979A (zh) | 2019-06-04 |
| JP7073368B2 (ja) | 2022-05-23 |
| US10738161B2 (en) | 2020-08-11 |
| WO2018024494A1 (en) | 2018-02-08 |
| IT201600081360A1 (it) | 2018-02-02 |
| EP3494164A1 (en) | 2019-06-12 |
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