6-Bromoindole- and 6-Bromoindazole-Based Inhibitors of Bacterial Cystathionine γ-Lyase Containing 3-Aminothiophene-2-Carboxylate Moiety
In recent years, a number of synthetic potentiators of antibiotics have been discovered. Their action can significantly enhance the antibacterial effect and limit the spread of antibiotic resistance through inhibition of bacterial cystathionine-γ-lyase. To expand the known set of potentiators, we de...
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2025-01-01
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| author | Roman A. Novikov Dmitry N. Platonov Alexander Yu. Belyy Konstantin V. Potapov Maxim A. Novikov Yury V. Tomilov Olga I. Kechko Tatiana A. Seregina Anastasia S. Zemskaya Pavel N. Solyev Vladimir A. Mitkevich |
| author_facet | Roman A. Novikov Dmitry N. Platonov Alexander Yu. Belyy Konstantin V. Potapov Maxim A. Novikov Yury V. Tomilov Olga I. Kechko Tatiana A. Seregina Anastasia S. Zemskaya Pavel N. Solyev Vladimir A. Mitkevich |
| author_sort | Roman A. Novikov |
| collection | DOAJ |
| description | In recent years, a number of synthetic potentiators of antibiotics have been discovered. Their action can significantly enhance the antibacterial effect and limit the spread of antibiotic resistance through inhibition of bacterial cystathionine-γ-lyase. To expand the known set of potentiators, we developed methods for the synthesis of five new representatives of 6-bromoindole derivatives—potential inhibitors of bacterial cystathionine-γ-lyase—namely potassium 3-amino-5-((6-bromoindolyl)methyl)thiophene-2-carboxylate (<b>MNS2</b>) and its 6-bromoindazole analogs (<b>MNS3</b> and <b>MNS4</b>), along with two 6-broindazole analogs of the parent compound <b>NL2</b>. Their syntheses are based on 6-bromoindole, 6-bromoindazole and methyl 5-(bromomethyl)-3-((ethoxycarbonyl)amino)thiophene-2-carboxylate as the main building blocks, assembling the rest of the heterocyclic system on their basis at the nitrogen atom. We assessed the ability of the new inhibitors to potentiate the antimicrobial activity of gentamicin. |
| format | Article |
| id | doaj-art-b857579ed4f945c1a244a411dedcaf82 |
| institution | Kabale University |
| issn | 1420-3049 |
| language | English |
| publishDate | 2025-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj-art-b857579ed4f945c1a244a411dedcaf822025-01-24T13:43:52ZengMDPI AGMolecules1420-30492025-01-0130238810.3390/molecules300203886-Bromoindole- and 6-Bromoindazole-Based Inhibitors of Bacterial Cystathionine γ-Lyase Containing 3-Aminothiophene-2-Carboxylate MoietyRoman A. Novikov0Dmitry N. Platonov1Alexander Yu. Belyy2Konstantin V. Potapov3Maxim A. Novikov4Yury V. Tomilov5Olga I. Kechko6Tatiana A. Seregina7Anastasia S. Zemskaya8Pavel N. Solyev9Vladimir A. Mitkevich10Engelhardt Institute of Molecular Biology of the Russian Academy of Sciences, 32 Vavilov St., Moscow 119991, RussiaZelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, 47 Leninsky Avenue, Moscow 119991, RussiaZelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, 47 Leninsky Avenue, Moscow 119991, RussiaEngelhardt Institute of Molecular Biology of the Russian Academy of Sciences, 32 Vavilov St., Moscow 119991, RussiaEngelhardt Institute of Molecular Biology of the Russian Academy of Sciences, 32 Vavilov St., Moscow 119991, RussiaZelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, 47 Leninsky Avenue, Moscow 119991, RussiaEngelhardt Institute of Molecular Biology of the Russian Academy of Sciences, 32 Vavilov St., Moscow 119991, RussiaEngelhardt Institute of Molecular Biology of the Russian Academy of Sciences, 32 Vavilov St., Moscow 119991, RussiaEngelhardt Institute of Molecular Biology of the Russian Academy of Sciences, 32 Vavilov St., Moscow 119991, RussiaEngelhardt Institute of Molecular Biology of the Russian Academy of Sciences, 32 Vavilov St., Moscow 119991, RussiaEngelhardt Institute of Molecular Biology of the Russian Academy of Sciences, 32 Vavilov St., Moscow 119991, RussiaIn recent years, a number of synthetic potentiators of antibiotics have been discovered. Their action can significantly enhance the antibacterial effect and limit the spread of antibiotic resistance through inhibition of bacterial cystathionine-γ-lyase. To expand the known set of potentiators, we developed methods for the synthesis of five new representatives of 6-bromoindole derivatives—potential inhibitors of bacterial cystathionine-γ-lyase—namely potassium 3-amino-5-((6-bromoindolyl)methyl)thiophene-2-carboxylate (<b>MNS2</b>) and its 6-bromoindazole analogs (<b>MNS3</b> and <b>MNS4</b>), along with two 6-broindazole analogs of the parent compound <b>NL2</b>. Their syntheses are based on 6-bromoindole, 6-bromoindazole and methyl 5-(bromomethyl)-3-((ethoxycarbonyl)amino)thiophene-2-carboxylate as the main building blocks, assembling the rest of the heterocyclic system on their basis at the nitrogen atom. We assessed the ability of the new inhibitors to potentiate the antimicrobial activity of gentamicin.https://www.mdpi.com/1420-3049/30/2/3886-bromoindole6-bromoindazoleantibiotic potentiators |
| spellingShingle | Roman A. Novikov Dmitry N. Platonov Alexander Yu. Belyy Konstantin V. Potapov Maxim A. Novikov Yury V. Tomilov Olga I. Kechko Tatiana A. Seregina Anastasia S. Zemskaya Pavel N. Solyev Vladimir A. Mitkevich 6-Bromoindole- and 6-Bromoindazole-Based Inhibitors of Bacterial Cystathionine γ-Lyase Containing 3-Aminothiophene-2-Carboxylate Moiety Molecules 6-bromoindole 6-bromoindazole antibiotic potentiators |
| title | 6-Bromoindole- and 6-Bromoindazole-Based Inhibitors of Bacterial Cystathionine γ-Lyase Containing 3-Aminothiophene-2-Carboxylate Moiety |
| title_full | 6-Bromoindole- and 6-Bromoindazole-Based Inhibitors of Bacterial Cystathionine γ-Lyase Containing 3-Aminothiophene-2-Carboxylate Moiety |
| title_fullStr | 6-Bromoindole- and 6-Bromoindazole-Based Inhibitors of Bacterial Cystathionine γ-Lyase Containing 3-Aminothiophene-2-Carboxylate Moiety |
| title_full_unstemmed | 6-Bromoindole- and 6-Bromoindazole-Based Inhibitors of Bacterial Cystathionine γ-Lyase Containing 3-Aminothiophene-2-Carboxylate Moiety |
| title_short | 6-Bromoindole- and 6-Bromoindazole-Based Inhibitors of Bacterial Cystathionine γ-Lyase Containing 3-Aminothiophene-2-Carboxylate Moiety |
| title_sort | 6 bromoindole and 6 bromoindazole based inhibitors of bacterial cystathionine γ lyase containing 3 aminothiophene 2 carboxylate moiety |
| topic | 6-bromoindole 6-bromoindazole antibiotic potentiators |
| url | https://www.mdpi.com/1420-3049/30/2/388 |
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