MD4506C1 - Полимерный материал с антибактериальными свойствами на основе лигнина привитый N'-(5-нитрофурфурилиден)изоникотингидразидом - Google Patents
Полимерный материал с антибактериальными свойствами на основе лигнина привитый N'-(5-нитрофурфурилиден)изоникотингидразидом Download PDFInfo
- Publication number
- MD4506C1 MD4506C1 MDA20160128A MD20160128A MD4506C1 MD 4506 C1 MD4506 C1 MD 4506C1 MD A20160128 A MDA20160128 A MD A20160128A MD 20160128 A MD20160128 A MD 20160128A MD 4506 C1 MD4506 C1 MD 4506C1
- Authority
- MD
- Moldova
- Prior art keywords
- lignin
- isofural
- polymeric material
- nitrofurfurylidene
- antibacterial
- Prior art date
Links
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 19
- 239000000463 material Substances 0.000 title claims abstract description 18
- 229920005610 lignin Polymers 0.000 title claims abstract description 17
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims abstract description 27
- RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 claims abstract description 6
- 230000004913 activation Effects 0.000 claims abstract description 3
- 150000007530 organic bases Chemical class 0.000 claims abstract description 3
- VUUFBVKBJGFAJS-UHFFFAOYSA-N n-[(5-nitrofuran-2-yl)methylideneamino]pyridine-4-carboxamide Chemical compound O1C([N+](=O)[O-])=CC=C1C=NNC(=O)C1=CC=NC=C1 VUUFBVKBJGFAJS-UHFFFAOYSA-N 0.000 claims description 3
- 239000003814 drug Substances 0.000 abstract description 3
- 239000000203 mixture Substances 0.000 abstract description 3
- -1 nitrofurfurylidene Chemical group 0.000 abstract description 3
- 231100000419 toxicity Toxicity 0.000 abstract description 2
- 230000001988 toxicity Effects 0.000 abstract description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 2
- QRXWMOHMRWLFEY-UHFFFAOYSA-N isoniazide Chemical compound NNC(=O)C1=CC=NC=C1 QRXWMOHMRWLFEY-UHFFFAOYSA-N 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 description 10
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- 239000000243 solution Substances 0.000 description 6
- 244000005700 microbiome Species 0.000 description 4
- 235000015097 nutrients Nutrition 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 241000194032 Enterococcus faecalis Species 0.000 description 3
- 241000588724 Escherichia coli Species 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- IAIWVQXQOWNYOU-FPYGCLRLSA-N nitrofural Chemical compound NC(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 IAIWVQXQOWNYOU-FPYGCLRLSA-N 0.000 description 3
- 238000010899 nucleation Methods 0.000 description 3
- 238000004062 sedimentation Methods 0.000 description 3
- 229920001817 Agar Polymers 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000001888 Peptone Substances 0.000 description 2
- 108010080698 Peptones Proteins 0.000 description 2
- 239000008272 agar Substances 0.000 description 2
- 230000003385 bacteriostatic effect Effects 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- PLHJDBGFXBMTGZ-WEVVVXLNSA-N furazolidone Chemical compound O1C([N+](=O)[O-])=CC=C1\C=N\N1C(=O)OCC1 PLHJDBGFXBMTGZ-WEVVVXLNSA-N 0.000 description 2
- 229960001625 furazolidone Drugs 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 238000011835 investigation Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 235000019319 peptone Nutrition 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 241000222120 Candida <Saccharomycetales> Species 0.000 description 1
- 241000192125 Firmicutes Species 0.000 description 1
- 201000000628 Gas Gangrene Diseases 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 241000588747 Klebsiella pneumoniae Species 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 208000031888 Mycoses Diseases 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 241000588769 Proteus <enterobacteria> Species 0.000 description 1
- 241000589517 Pseudomonas aeruginosa Species 0.000 description 1
- 241000607142 Salmonella Species 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 241000191940 Staphylococcus Species 0.000 description 1
- 241000191967 Staphylococcus aureus Species 0.000 description 1
- 241001502500 Trichomonadida Species 0.000 description 1
- 241000607626 Vibrio cholerae Species 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- 229940027988 antiseptic and disinfectant nitrofuran derivative Drugs 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 125000003636 chemical group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 231100000045 chemical toxicity Toxicity 0.000 description 1
- 230000000973 chemotherapeutic effect Effects 0.000 description 1
- FZFAMSAMCHXGEF-UHFFFAOYSA-N chloro formate Chemical compound ClOC=O FZFAMSAMCHXGEF-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 229940032049 enterococcus faecalis Drugs 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- WHQSYGRFZMUQGQ-UHFFFAOYSA-N n,n-dimethylformamide;hydrate Chemical compound O.CN(C)C=O WHQSYGRFZMUQGQ-UHFFFAOYSA-N 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 229960001907 nitrofurazone Drugs 0.000 description 1
- 125000002924 primary amino group Chemical class [H]N([H])* 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 238000013207 serial dilution Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 229940118696 vibrio cholerae Drugs 0.000 description 1
Landscapes
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Abstract
Изобретение относится к области медицины и фармакологии, а именно к новым бактерицидным полимерным материалам на основе лигнина.Сущность изобретения заключается в том, что предлагается полимерный материал с антибактериальными свойствами, представляеющий собой лигнин к которому привили антибактериальный препарат N-(5-нитрофурфурилиден)изоникотингидразид (изофурал), в котором содержание изофурала составляет 30…50% мас. При этом прививка произведена через предварительную активацию лигнина этилхлорформиатом в диметилформамиде при 0 °С, в присутствии органического основания.Полимерный материал обладает антибактериальным действием на уровне микромолекулярного изофурала, низкой токсичностью и растворим в смеси диметилформамид-вода (1: 1).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MDA20160128A MD4506C1 (ru) | 2016-11-24 | 2016-11-24 | Полимерный материал с антибактериальными свойствами на основе лигнина привитый N'-(5-нитрофурфурилиден)изоникотингидразидом |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MDA20160128A MD4506C1 (ru) | 2016-11-24 | 2016-11-24 | Полимерный материал с антибактериальными свойствами на основе лигнина привитый N'-(5-нитрофурфурилиден)изоникотингидразидом |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MD4506B1 MD4506B1 (ru) | 2017-08-31 |
| MD4506C1 true MD4506C1 (ru) | 2018-03-31 |
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| Application Number | Title | Priority Date | Filing Date |
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| MDA20160128A MD4506C1 (ru) | 2016-11-24 | 2016-11-24 | Полимерный материал с антибактериальными свойствами на основе лигнина привитый N'-(5-нитрофурфурилиден)изоникотингидразидом |
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| Country | Link |
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| MD (1) | MD4506C1 (ru) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN111558328B (zh) * | 2020-05-25 | 2023-09-01 | 雅思汀娜（北京）科技有限公司 | 一种木质素阳离子表面活性剂及其制备方法以及一种长效抗菌剂及其制备方法 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MD196C2 (ru) * | 1994-07-22 | 1995-10-31 | Государственный Медицинский И Фармацевтический Университет "Nicolae Testemitanu" Республики Молдова | Изоникотиноилгидразон 5-нитро-2-фуральдегида |
| RU2185166C2 (ru) * | 2000-04-03 | 2002-07-20 | Новосибирская государственная медицинская академия | Средство для лечения туберкулеза с низким уровнем фибротических осложнений |
| MD4399B1 (ru) * | 2015-02-19 | 2016-02-29 | Universitatea De Stat Din Moldova | Полимерный материал с антибактериальными свойствами |
-
2016
- 2016-11-24 MD MDA20160128A patent/MD4506C1/ru not_active IP Right Cessation
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MD196C2 (ru) * | 1994-07-22 | 1995-10-31 | Государственный Медицинский И Фармацевтический Университет "Nicolae Testemitanu" Республики Молдова | Изоникотиноилгидразон 5-нитро-2-фуральдегида |
| RU2185166C2 (ru) * | 2000-04-03 | 2002-07-20 | Новосибирская государственная медицинская академия | Средство для лечения туберкулеза с низким уровнем фибротических осложнений |
| MD4399B1 (ru) * | 2015-02-19 | 2016-02-29 | Universitatea De Stat Din Moldova | Полимерный материал с антибактериальными свойствами |
Non-Patent Citations (3)
| Title |
|---|
| G. Gellenstedt and G. Henrikson. Lignins: Major Sources, Structure and Properties, in Monomers, Polymers and Composites from Renewable Resources, ed. by M. N. Belgacem and Al. Gandini. Elsevier, 2008, pag. 201-224 * |
| S. Laurichesse, L Averous. Chemical modification of lignins: Towards biobased polymers. Progres in Polymer Science, 39, Issue 7, July 2014 regăsit în Internet la 2017.06.23, url: https://www.researchgate.net/profile/Luc_Averous2/publication/259095789_Chemical_modification_of_lignins_Towards_biobased_polymers/links/54f70d120cf210398e90eaaf/Chemical-modification-of-lignins-Towards-biobased-polymers.pdf Chapter 4.4. Functionalization of hydroxyl groups * |
| V. Prisacari, S. Buraciov, A. Dizdari, S. Stoletov, V. Ţapcov. "Izofuralul - remediu nou antibacterian". Analele Ştiinţifice ale USMF "N. Testemiţanu", Chişinău, 2003, p.240-243 * |
Also Published As
| Publication number | Publication date |
|---|---|
| MD4506B1 (ru) | 2017-08-31 |
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| FG4A | Patent for invention issued | ||
| KA4A | Patent for invention lapsed due to non-payment of fees (with right of restoration) | ||
| MM4A | Patent for invention definitely lapsed due to non-payment of fees |