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Differences in the Structure and Antimicrobial Activity of Hydrazones Derived from Methyl 4-Phenylpicolinimidate
Four novel methyl 4-phenylpicolinoimidate derivatives of hydrazone have been synthesized and evaluated for their antimicrobial activity, including tuberculostatic activity. The compounds obtained are condensates of hydrazonamide or hydrazide with 5-nitro-2-furaldehyde or 5-nitro-2-thiophenecarboxald...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9103619/ https://www.ncbi.nlm.nih.gov/pubmed/35591419 http://dx.doi.org/10.3390/ma15093085 |
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author | Gobis, Katarzyna Szczesio, Małgorzata Olczak, Andrzej Korona-Głowniak, Izabela Augustynowicz-Kopeć, Ewa Mazernt-Politowicz, Ida Ziembicka, Dagmara Główka, Marek L. |
author_facet | Gobis, Katarzyna Szczesio, Małgorzata Olczak, Andrzej Korona-Głowniak, Izabela Augustynowicz-Kopeć, Ewa Mazernt-Politowicz, Ida Ziembicka, Dagmara Główka, Marek L. |
author_sort | Gobis, Katarzyna |
collection | PubMed |
description | Four novel methyl 4-phenylpicolinoimidate derivatives of hydrazone have been synthesized and evaluated for their antimicrobial activity, including tuberculostatic activity. The compounds obtained are condensates of hydrazonamide or hydrazide with 5-nitro-2-furaldehyde or 5-nitro-2-thiophenecarboxaldehyde. The antimicrobial activity of the tested compounds varied. Compound 3b exhibited significant activity against the tested Gram-positive bacteria (7.8–250 µg/mL). The results of structural tests revealed that the compound is the only one obtained in the form of a Z isomer. Tuberculostatic activity tests showed higher activity of derivatives 3a and 4a containing nitrofuran systems (MICs 3.1–12.5 µg/mL). This research allowed us to identify hydrazone 3b as a starting point for further optimization in the search for antimicrobial drugs. Likewise, compound 4a appears to be a good guiding structure for use in future research on new anti-tuberculosis drugs. |
format | Online Article Text |
id | pubmed-9103619 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-91036192022-05-14 Differences in the Structure and Antimicrobial Activity of Hydrazones Derived from Methyl 4-Phenylpicolinimidate Gobis, Katarzyna Szczesio, Małgorzata Olczak, Andrzej Korona-Głowniak, Izabela Augustynowicz-Kopeć, Ewa Mazernt-Politowicz, Ida Ziembicka, Dagmara Główka, Marek L. Materials (Basel) Article Four novel methyl 4-phenylpicolinoimidate derivatives of hydrazone have been synthesized and evaluated for their antimicrobial activity, including tuberculostatic activity. The compounds obtained are condensates of hydrazonamide or hydrazide with 5-nitro-2-furaldehyde or 5-nitro-2-thiophenecarboxaldehyde. The antimicrobial activity of the tested compounds varied. Compound 3b exhibited significant activity against the tested Gram-positive bacteria (7.8–250 µg/mL). The results of structural tests revealed that the compound is the only one obtained in the form of a Z isomer. Tuberculostatic activity tests showed higher activity of derivatives 3a and 4a containing nitrofuran systems (MICs 3.1–12.5 µg/mL). This research allowed us to identify hydrazone 3b as a starting point for further optimization in the search for antimicrobial drugs. Likewise, compound 4a appears to be a good guiding structure for use in future research on new anti-tuberculosis drugs. MDPI 2022-04-24 /pmc/articles/PMC9103619/ /pubmed/35591419 http://dx.doi.org/10.3390/ma15093085 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Gobis, Katarzyna Szczesio, Małgorzata Olczak, Andrzej Korona-Głowniak, Izabela Augustynowicz-Kopeć, Ewa Mazernt-Politowicz, Ida Ziembicka, Dagmara Główka, Marek L. Differences in the Structure and Antimicrobial Activity of Hydrazones Derived from Methyl 4-Phenylpicolinimidate |
title | Differences in the Structure and Antimicrobial Activity of Hydrazones Derived from Methyl 4-Phenylpicolinimidate |
title_full | Differences in the Structure and Antimicrobial Activity of Hydrazones Derived from Methyl 4-Phenylpicolinimidate |
title_fullStr | Differences in the Structure and Antimicrobial Activity of Hydrazones Derived from Methyl 4-Phenylpicolinimidate |
title_full_unstemmed | Differences in the Structure and Antimicrobial Activity of Hydrazones Derived from Methyl 4-Phenylpicolinimidate |
title_short | Differences in the Structure and Antimicrobial Activity of Hydrazones Derived from Methyl 4-Phenylpicolinimidate |
title_sort | differences in the structure and antimicrobial activity of hydrazones derived from methyl 4-phenylpicolinimidate |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9103619/ https://www.ncbi.nlm.nih.gov/pubmed/35591419 http://dx.doi.org/10.3390/ma15093085 |
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