Abstract
A series of isonicotinic acid hydrazide derivatives (1-14) was synthesized and tested for their in vitro antimycobacterial activity against Mycobacterium tuberculosis and the compounds with bromo, N2-2,4-hexadienoyl, N2-lauryl and N2-octadecanoyl groups were found to be the most effective, especially isonicotinic acid-N'-octadecanoyl hydrazide (12) was more active than the standard drug isoniazid. The results of antiviral activity testing showed that none of the tested compounds were active at subtoxic concentrations. The synthesized compounds were also screened for their antimicrobial potential against S. aureus, B. subtilis, E. coli, C. albicans and A. niger and the results indicated that compounds 4, 11, 12 and 14 were found to be active with Benzoic acid N'-(4-hydroxy-3,5-dimethoxy-benzylidene)-N-(pyridine-4- carbonyl)-hydrazide (14) having highest antimicrobial potential. The QSAR studies indicated the importance of topological parameters 3χ and κ1 in governing the antimicrobial activity of synthesized derivatives.
Keywords: Acylated isoniazid derivatives, Antimycobacterial, Antiviral, Antimicrobial, QSAR, Tuberculosis, Mycobacterium tuberculosis, ontubercular mycobacterial infections, human immunodeficiency virus (HIV), capreomycin, multi-antibiotic-resistant (MAR), mammalian proteins, Acquired immunodeficiency syndrome (AIDS), viral RNA, mRNA
Letters in Drug Design & Discovery
Title: Isonicotinic Acid Hydrazide Derivatives: Synthesis, Antimycobacterial, Antiviral, Antimicrobial Activity and QSAR Studies
Volume: 8 Issue: 9
Author(s): Vikramjeet Judge, Balasubramanian Narasimhan, Munish Ahuja, Dharmarajan Sriram and Perumal Yogeeswar
Affiliation:
Keywords: Acylated isoniazid derivatives, Antimycobacterial, Antiviral, Antimicrobial, QSAR, Tuberculosis, Mycobacterium tuberculosis, ontubercular mycobacterial infections, human immunodeficiency virus (HIV), capreomycin, multi-antibiotic-resistant (MAR), mammalian proteins, Acquired immunodeficiency syndrome (AIDS), viral RNA, mRNA
Abstract: A series of isonicotinic acid hydrazide derivatives (1-14) was synthesized and tested for their in vitro antimycobacterial activity against Mycobacterium tuberculosis and the compounds with bromo, N2-2,4-hexadienoyl, N2-lauryl and N2-octadecanoyl groups were found to be the most effective, especially isonicotinic acid-N'-octadecanoyl hydrazide (12) was more active than the standard drug isoniazid. The results of antiviral activity testing showed that none of the tested compounds were active at subtoxic concentrations. The synthesized compounds were also screened for their antimicrobial potential against S. aureus, B. subtilis, E. coli, C. albicans and A. niger and the results indicated that compounds 4, 11, 12 and 14 were found to be active with Benzoic acid N'-(4-hydroxy-3,5-dimethoxy-benzylidene)-N-(pyridine-4- carbonyl)-hydrazide (14) having highest antimicrobial potential. The QSAR studies indicated the importance of topological parameters 3χ and κ1 in governing the antimicrobial activity of synthesized derivatives.
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Judge Vikramjeet, Narasimhan Balasubramanian, Ahuja Munish, Sriram Dharmarajan and Yogeeswar Perumal, Isonicotinic Acid Hydrazide Derivatives: Synthesis, Antimycobacterial, Antiviral, Antimicrobial Activity and QSAR Studies, Letters in Drug Design & Discovery 2011; 8 (9) . https://dx.doi.org/10.2174/157018011797200795
DOI https://dx.doi.org/10.2174/157018011797200795 |
Print ISSN 1570-1808 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-628X |
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