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Design, Synthesis, and Biological Evaluation of Densely Substituted Dihydropyrano[2,3-c]pyrazoles via a Taurine-Catalyzed Green Multicomponent Approach
[Image: see text] An efficient taurine-catalyzed green multicomponent approach has been described for the first time to synthesize densely substituted therapeutic core dihydropyrano[2,3-c]pyrazoles. Applications of the developed synthetic strategies and technologies revealed the synthesis of a serie...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2021
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8600639/ https://www.ncbi.nlm.nih.gov/pubmed/34805701 http://dx.doi.org/10.1021/acsomega.1c04773 |
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author | Mali, Ghanshyam Shaikh, Badrodin A. Garg, Shivani Kumar, Akhilesh Bhattacharyya, Sudipta Erande, Rohan D. Chate, Asha V. |
author_facet | Mali, Ghanshyam Shaikh, Badrodin A. Garg, Shivani Kumar, Akhilesh Bhattacharyya, Sudipta Erande, Rohan D. Chate, Asha V. |
author_sort | Mali, Ghanshyam |
collection | PubMed |
description | [Image: see text] An efficient taurine-catalyzed green multicomponent approach has been described for the first time to synthesize densely substituted therapeutic core dihydropyrano[2,3-c]pyrazoles. Applications of the developed synthetic strategies and technologies revealed the synthesis of a series of newly designed 1,4-dihydropyrano[2,3-c]pyrazoles containing isonicotinamide, spirooxindole, and indole moieties. Detailed in silico analysis of the synthesized analogues revealed their potential to bind wild-type and antibiotic-resistant variants of dihydrofolate reductase, a principal drug target enzyme for emerging antibiotic-resistant pathogenic Staphylococcus aureus strains. Hence, the synthesized dihydropyrano[2,3-c]pyrazole derivatives presented herein hold immense promise to develop future antistaphylococcal therapeutic agents. |
format | Online Article Text |
id | pubmed-8600639 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-86006392021-11-19 Design, Synthesis, and Biological Evaluation of Densely Substituted Dihydropyrano[2,3-c]pyrazoles via a Taurine-Catalyzed Green Multicomponent Approach Mali, Ghanshyam Shaikh, Badrodin A. Garg, Shivani Kumar, Akhilesh Bhattacharyya, Sudipta Erande, Rohan D. Chate, Asha V. ACS Omega [Image: see text] An efficient taurine-catalyzed green multicomponent approach has been described for the first time to synthesize densely substituted therapeutic core dihydropyrano[2,3-c]pyrazoles. Applications of the developed synthetic strategies and technologies revealed the synthesis of a series of newly designed 1,4-dihydropyrano[2,3-c]pyrazoles containing isonicotinamide, spirooxindole, and indole moieties. Detailed in silico analysis of the synthesized analogues revealed their potential to bind wild-type and antibiotic-resistant variants of dihydrofolate reductase, a principal drug target enzyme for emerging antibiotic-resistant pathogenic Staphylococcus aureus strains. Hence, the synthesized dihydropyrano[2,3-c]pyrazole derivatives presented herein hold immense promise to develop future antistaphylococcal therapeutic agents. American Chemical Society 2021-11-02 /pmc/articles/PMC8600639/ /pubmed/34805701 http://dx.doi.org/10.1021/acsomega.1c04773 Text en © 2021 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/). |
spellingShingle | Mali, Ghanshyam Shaikh, Badrodin A. Garg, Shivani Kumar, Akhilesh Bhattacharyya, Sudipta Erande, Rohan D. Chate, Asha V. Design, Synthesis, and Biological Evaluation of Densely Substituted Dihydropyrano[2,3-c]pyrazoles via a Taurine-Catalyzed Green Multicomponent Approach |
title | Design, Synthesis, and Biological Evaluation of Densely
Substituted Dihydropyrano[2,3-c]pyrazoles via a Taurine-Catalyzed Green Multicomponent Approach |
title_full | Design, Synthesis, and Biological Evaluation of Densely
Substituted Dihydropyrano[2,3-c]pyrazoles via a Taurine-Catalyzed Green Multicomponent Approach |
title_fullStr | Design, Synthesis, and Biological Evaluation of Densely
Substituted Dihydropyrano[2,3-c]pyrazoles via a Taurine-Catalyzed Green Multicomponent Approach |
title_full_unstemmed | Design, Synthesis, and Biological Evaluation of Densely
Substituted Dihydropyrano[2,3-c]pyrazoles via a Taurine-Catalyzed Green Multicomponent Approach |
title_short | Design, Synthesis, and Biological Evaluation of Densely
Substituted Dihydropyrano[2,3-c]pyrazoles via a Taurine-Catalyzed Green Multicomponent Approach |
title_sort | design, synthesis, and biological evaluation of densely
substituted dihydropyrano[2,3-c]pyrazoles via a taurine-catalyzed green multicomponent approach |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8600639/ https://www.ncbi.nlm.nih.gov/pubmed/34805701 http://dx.doi.org/10.1021/acsomega.1c04773 |
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