Cargando…
Non-natural 2H-azirine-2-carboxylic acids: an expedient synthesis and antimicrobial activity
Non-natural 2H-azirine-2-carboxylic acids were obtained in high yields by FeCl(2)-catalyzed isomerization of 5-chloroisoxazoles to azirine-2-carbonyl chlorides followed by their hydrolysis. The 3-aryl- and 3-heteroaryl-substituted acids are stable during prolonged storage, exhibit antibacterial acti...
| Autores principales: | , , , , , , , , , |
|---|---|
| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
The Royal Society of Chemistry
2019
|
| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9075858/ https://www.ncbi.nlm.nih.gov/pubmed/35541773 http://dx.doi.org/10.1039/c9ra09345a |
| _version_ | 1784701778832392192 |
|---|---|
| author | Sakharov, Pavel A. Koronatov, Alexander N. Khlebnikov, Alexander F. Novikov, Mikhail S. Glukharev, Artem G. Rogacheva, Elizaveta V. Kraeva, Liudmila A. Sharoyko, Vladimir V. Tennikova, Tatiana B. Rostovskii, Nikolai V. |
| author_facet | Sakharov, Pavel A. Koronatov, Alexander N. Khlebnikov, Alexander F. Novikov, Mikhail S. Glukharev, Artem G. Rogacheva, Elizaveta V. Kraeva, Liudmila A. Sharoyko, Vladimir V. Tennikova, Tatiana B. Rostovskii, Nikolai V. |
| author_sort | Sakharov, Pavel A. |
| collection | PubMed |
| description | Non-natural 2H-azirine-2-carboxylic acids were obtained in high yields by FeCl(2)-catalyzed isomerization of 5-chloroisoxazoles to azirine-2-carbonyl chlorides followed by their hydrolysis. The 3-aryl- and 3-heteroaryl-substituted acids are stable during prolonged storage, exhibit antibacterial activity against ESKAPE pathogens and show a low level of cytotoxicity. |
| format | Online Article Text |
| id | pubmed-9075858 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2019 |
| publisher | The Royal Society of Chemistry |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-90758582022-05-09 Non-natural 2H-azirine-2-carboxylic acids: an expedient synthesis and antimicrobial activity Sakharov, Pavel A. Koronatov, Alexander N. Khlebnikov, Alexander F. Novikov, Mikhail S. Glukharev, Artem G. Rogacheva, Elizaveta V. Kraeva, Liudmila A. Sharoyko, Vladimir V. Tennikova, Tatiana B. Rostovskii, Nikolai V. RSC Adv Chemistry Non-natural 2H-azirine-2-carboxylic acids were obtained in high yields by FeCl(2)-catalyzed isomerization of 5-chloroisoxazoles to azirine-2-carbonyl chlorides followed by their hydrolysis. The 3-aryl- and 3-heteroaryl-substituted acids are stable during prolonged storage, exhibit antibacterial activity against ESKAPE pathogens and show a low level of cytotoxicity. The Royal Society of Chemistry 2019-11-21 /pmc/articles/PMC9075858/ /pubmed/35541773 http://dx.doi.org/10.1039/c9ra09345a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
| spellingShingle | Chemistry Sakharov, Pavel A. Koronatov, Alexander N. Khlebnikov, Alexander F. Novikov, Mikhail S. Glukharev, Artem G. Rogacheva, Elizaveta V. Kraeva, Liudmila A. Sharoyko, Vladimir V. Tennikova, Tatiana B. Rostovskii, Nikolai V. Non-natural 2H-azirine-2-carboxylic acids: an expedient synthesis and antimicrobial activity |
| title | Non-natural 2H-azirine-2-carboxylic acids: an expedient synthesis and antimicrobial activity |
| title_full | Non-natural 2H-azirine-2-carboxylic acids: an expedient synthesis and antimicrobial activity |
| title_fullStr | Non-natural 2H-azirine-2-carboxylic acids: an expedient synthesis and antimicrobial activity |
| title_full_unstemmed | Non-natural 2H-azirine-2-carboxylic acids: an expedient synthesis and antimicrobial activity |
| title_short | Non-natural 2H-azirine-2-carboxylic acids: an expedient synthesis and antimicrobial activity |
| title_sort | non-natural 2h-azirine-2-carboxylic acids: an expedient synthesis and antimicrobial activity |
| topic | Chemistry |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9075858/ https://www.ncbi.nlm.nih.gov/pubmed/35541773 http://dx.doi.org/10.1039/c9ra09345a |
| work_keys_str_mv | AT sakharovpavela nonnatural2hazirine2carboxylicacidsanexpedientsynthesisandantimicrobialactivity AT koronatovalexandern nonnatural2hazirine2carboxylicacidsanexpedientsynthesisandantimicrobialactivity AT khlebnikovalexanderf nonnatural2hazirine2carboxylicacidsanexpedientsynthesisandantimicrobialactivity AT novikovmikhails nonnatural2hazirine2carboxylicacidsanexpedientsynthesisandantimicrobialactivity AT glukharevartemg nonnatural2hazirine2carboxylicacidsanexpedientsynthesisandantimicrobialactivity AT rogachevaelizavetav nonnatural2hazirine2carboxylicacidsanexpedientsynthesisandantimicrobialactivity AT kraevaliudmilaa nonnatural2hazirine2carboxylicacidsanexpedientsynthesisandantimicrobialactivity AT sharoykovladimirv nonnatural2hazirine2carboxylicacidsanexpedientsynthesisandantimicrobialactivity AT tennikovatatianab nonnatural2hazirine2carboxylicacidsanexpedientsynthesisandantimicrobialactivity AT rostovskiinikolaiv nonnatural2hazirine2carboxylicacidsanexpedientsynthesisandantimicrobialactivity |