Synthesis and preliminary biological evaluation of novel N-(3-aryl-1,2,4-triazol-5-yl) cinnamamide derivatives as potential antimycobacterial agents: An operational Topliss Tree approach

Kakwani, Manoj D.; Desai, Nutan H. Palsule; Lele, Arundhati C.; Ray, Mukti Kanta; Rajan, M. G. R.; Degani, Mariam S.

doi:10.1016/j.bmcl.2011.08.076

Cited by 24 publications

(10 citation statements)

References 11 publications

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“…Kakwani and coworkers reported the synthesis of a series of triazole–cinnamamide derivatives and screened against MTB H 37 Rv using resazurin microtiter assay (REMA), and results were compared with INH (1.8 μ m ). Compound with 3,4‐dimethoxy ( 43a ), with nitro substituent at meta position ( 43b ) and with furan ring ( 43c ) evidenced promising anti‐TB activity with MIC values of 4.6, 9.7, and 4.8 μ m , respectively (Figure ).…”

Section: 24‐triazole Derivatives For Treatment Of Tuberculosismentioning

confidence: 99%

Triazole: A Promising Antitubercular Agent

et al. 2015

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Tuberculosis is a contagious disease with comparatively high mortality worldwide. The statistics shows that around three million people throughout the world die annually from tuberculosis and there are around eight million new cases each year, of which developing countries showed major share. Therefore, the discovery and development of effective antituberculosis drugs with novel mechanism of action have become an insistent task for infectious diseases research programs. The literature reveals that, heterocyclic moieties have drawn attention of the chemists, pharmacologists, microbiologists, and other researchers owing to its indomitable biological potential as anti-infective agents. Among heterocyclic compounds, triazole (1,2,3-triazole/1,2,4-triazole) nucleus is one of the most important and well-known heterocycles, which is a common and integral feature of a variety of natural products and medicinal agents. Triazole core is considered as a privileged structure in medicinal chemistry and is widely used as 'parental' compounds to synthesize molecules with medical benefits, especially with infection-related activities. In the present review, we have collated published reports on this versatile core to provide an insight so that its complete therapeutic potential can be utilized for the treatment of tuberculosis. This review also explores triazole as a potential targeted core moiety against tuberculosis and various research ongoing worldwide. It is hoped that this review will be helpful for new thoughts in the quest for rational designs of more active and less toxic triazole-based antituberculosis drugs.

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Section: 24‐triazole Derivatives For Treatment Of Tuberculosismentioning

confidence: 99%

Triazole: A Promising Antitubercular Agent

et al. 2015

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“…Next the mixture was added to a glass balloon, and put on at room temperature. After 30 min, the excess of sodium hydroxide was removed . Dibenzalacetone compound was used for synthesis of 4‐{5‐phenyl‐3‐[(E)‐2‐2phenylethenyl] 4,5‐dihydro‐1H‐pyrazole‐1‐carbonyl}pyridine.…”

Section: Methodsmentioning

confidence: 99%

“…After 30 min, the excess of sodium hydroxide was removed. [24] Dibenzalacetone compound was used for synthesis of 4-{5-phenyl-3-[(E)-2-2phenylethenyl] 4,5-dihydro-1H-pyrazole-1-carbonyl}pyridine. All compounds were purified by column chromatography with ethyl acetate and n-hexane which were mixed 3 to 1 proportion ( Figure 1).…”

Section: Synthesis Of Dibenzalacetone (3a-n)mentioning

confidence: 99%

Antimycobacterial evaluation of novel [4,5‐dihydro‐1H‐pyrazole‐1‐carbonyl]pyridine derivatives synthesized by microwave‐mediated Michael addition

Sedighi

Azerang

Sardari

2014

Drug Testing and Analysis

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The focus of this study is the synthesis and biological activity evaluation of a series of dibenzalaceton derivatives (3a-3n) and novel [4,5-dihydro-1H-pyrazole-1-carbonyl]pyridine derivatives (5a-5g) against Mycobacterium bovis, Bacillus Calmette-Guerin (BCG). Dibenzalacetone derivatives were synthesized by benzaldehyde derivatives. The [4,5-dihydro-1H-pyrazole-1-carbonyl]pyridine derivatives were synthesized by Michael addition reaction and using green chemistry microwave-mediated method. All compounds were evaluated against BCG and the activity expressed as minimum inhibitory concentration (MIC) in μM. The result showed good activity for all the compounds especially compounds (3a), (3n), and (5a) illustrated high activity (7.03, 8.10 and 5.37 μM, respectively).

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“…The synthesis of N-(3-aryl-1,2,4-triazo-5-yl)cinnamide derivative and 2-[(E)-2-phenyethenyl]-4,5-dihydro-1,3oxazole derivatives have been reported. 16,17 In this work we report first, the conversion of some modified cinnamic acid to 1,3,4-oxadiazolethiol, 1,3,4-thiadiazolethiol and Namino-1,2,4-triazolethiol derivatives. The second stage of work concerns with the synthesis of sugar analogue molecule followed by the third stage to form seco-acyclo nucleoside analogues.…”

Section: Introductionmentioning

confidence: 90%