Antitubercular and antimicrobial activity of nh4vo3 promoted 1,4-dihydropyridine incorporated 1,3,4-Trisubstituted pyrazole
Background: A new series of pyrazole containing 1,4-dihydropyridine derivatives 5a-i and 6a-i were synthesized from substituted acetylated aryls and substituted phenylhydrazine by the multistep reaction. Method: The target compounds 1,4-dihydropyridine derivatives were obtained from green synthesis...
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Bentham Science Publishers B.V.
2017
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| author | Harikrishna, N. Isloor, A. M. Ananda, K. Parish, T. Jamalis, J. Ghabbour, H. A. Fun, H. K. |
| author_facet | Harikrishna, N. Isloor, A. M. Ananda, K. Parish, T. Jamalis, J. Ghabbour, H. A. Fun, H. K. |
| author_sort | Harikrishna, N. |
| collection | ePrints |
| description | Background: A new series of pyrazole containing 1,4-dihydropyridine derivatives 5a-i and 6a-i were synthesized from substituted acetylated aryls and substituted phenylhydrazine by the multistep reaction. Method: The target compounds 1,4-dihydropyridine derivatives were obtained from green synthesis of 1,3-disubstituted phenyl-1H-pyrazole-4-carbaldehydes 4a-i with ethyl acetoacetate and methyl acetoacetate at higher temperatures in the presence of ammonium acetate and the catalytic amount of ammonium metavanadate (NH4VO3). The role of ammonium metavanadate was increases rate of the reaction and obtained high yields. Result: Structures of newly synthesized 1,4-dihydropyridine moiety containing pyrazole derivatives were confirmed by FT-IR, NMR and Mass spectral studies. The structure of compound 5b was confirmed by S-XRD study. Further, these compounds were tested for in-vitro antitubercular and antimicrobial studies. Compounds 5a, 5b, 5i, 6a, 6b, 6g, 6h, and 6i were found to be active against all the bacterial microorganisms. Conclusion: The above mentioned compounds have shown lowest MIC ranging between 3.12-12.5 μg/ml against Mycobacterium tuberculosis and MIC values ranging between 7.8- 15.6 μg/ml for Mycobacterium smegmatis, Staphylococcus aureus and Pseudomonas aeruginosa. For the control of life threatening diseases such as tuberculosis, these eight compounds may be strongly promising synthetic compounds. |
| first_indexed | 2024-03-05T20:13:39Z |
| format | Article |
| id | utm.eprints-76790 |
| institution | Universiti Teknologi Malaysia - ePrints |
| last_indexed | 2024-03-05T20:13:39Z |
| publishDate | 2017 |
| publisher | Bentham Science Publishers B.V. |
| record_format | dspace |
| spelling | utm.eprints-767902018-04-30T14:05:28Z http://eprints.utm.my/76790/ Antitubercular and antimicrobial activity of nh4vo3 promoted 1,4-dihydropyridine incorporated 1,3,4-Trisubstituted pyrazole Harikrishna, N. Isloor, A. M. Ananda, K. Parish, T. Jamalis, J. Ghabbour, H. A. Fun, H. K. QD Chemistry Background: A new series of pyrazole containing 1,4-dihydropyridine derivatives 5a-i and 6a-i were synthesized from substituted acetylated aryls and substituted phenylhydrazine by the multistep reaction. Method: The target compounds 1,4-dihydropyridine derivatives were obtained from green synthesis of 1,3-disubstituted phenyl-1H-pyrazole-4-carbaldehydes 4a-i with ethyl acetoacetate and methyl acetoacetate at higher temperatures in the presence of ammonium acetate and the catalytic amount of ammonium metavanadate (NH4VO3). The role of ammonium metavanadate was increases rate of the reaction and obtained high yields. Result: Structures of newly synthesized 1,4-dihydropyridine moiety containing pyrazole derivatives were confirmed by FT-IR, NMR and Mass spectral studies. The structure of compound 5b was confirmed by S-XRD study. Further, these compounds were tested for in-vitro antitubercular and antimicrobial studies. Compounds 5a, 5b, 5i, 6a, 6b, 6g, 6h, and 6i were found to be active against all the bacterial microorganisms. Conclusion: The above mentioned compounds have shown lowest MIC ranging between 3.12-12.5 μg/ml against Mycobacterium tuberculosis and MIC values ranging between 7.8- 15.6 μg/ml for Mycobacterium smegmatis, Staphylococcus aureus and Pseudomonas aeruginosa. For the control of life threatening diseases such as tuberculosis, these eight compounds may be strongly promising synthetic compounds. Bentham Science Publishers B.V. 2017 Article PeerReviewed Harikrishna, N. and Isloor, A. M. and Ananda, K. and Parish, T. and Jamalis, J. and Ghabbour, H. A. and Fun, H. K. (2017) Antitubercular and antimicrobial activity of nh4vo3 promoted 1,4-dihydropyridine incorporated 1,3,4-Trisubstituted pyrazole. Letters in Drug Design and Discovery, 14 (6). pp. 699-711. ISSN 1570-1808 https://www.scopus.com/inward/record.uri?eid=2-s2.0-85022197255&doi=10.2174%2f1570180813666161103145224&partnerID=40&md5=c113a070bf18aa2e54e47194c0705645 DOI:10.2174/1570180813666161103145224 |
| spellingShingle | QD Chemistry Harikrishna, N. Isloor, A. M. Ananda, K. Parish, T. Jamalis, J. Ghabbour, H. A. Fun, H. K. Antitubercular and antimicrobial activity of nh4vo3 promoted 1,4-dihydropyridine incorporated 1,3,4-Trisubstituted pyrazole |
| title | Antitubercular and antimicrobial activity of nh4vo3 promoted 1,4-dihydropyridine incorporated 1,3,4-Trisubstituted pyrazole |
| title_full | Antitubercular and antimicrobial activity of nh4vo3 promoted 1,4-dihydropyridine incorporated 1,3,4-Trisubstituted pyrazole |
| title_fullStr | Antitubercular and antimicrobial activity of nh4vo3 promoted 1,4-dihydropyridine incorporated 1,3,4-Trisubstituted pyrazole |
| title_full_unstemmed | Antitubercular and antimicrobial activity of nh4vo3 promoted 1,4-dihydropyridine incorporated 1,3,4-Trisubstituted pyrazole |
| title_short | Antitubercular and antimicrobial activity of nh4vo3 promoted 1,4-dihydropyridine incorporated 1,3,4-Trisubstituted pyrazole |
| title_sort | antitubercular and antimicrobial activity of nh4vo3 promoted 1 4 dihydropyridine incorporated 1 3 4 trisubstituted pyrazole |
| topic | QD Chemistry |
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