Journal
MOLECULAR DIVERSITY
Volume 26, Issue 3, Pages 1357-1371Publisher
SPRINGER
DOI: 10.1007/s11030-021-10258-8
Keywords
Triazole; Pyrazole; Antiviral; Antitumoral; Dihydrothiadiazine; Multi-component reaction
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Funding
- MHRD government of India
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The newly synthesized compounds showed antiviral and antitumoral activity, with subtle structural variations on the phenyl moiety allowing for tuning of biological properties. The antitumoral activity was attributed to inhibition of tubulin polymerization.
A new series of ( +/-)-(3-(3,5-dimethyl-1H-pyrazol-1-yl)-6-phenyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)(phenyl)methanones were efficiently synthesized starting from 4-amino-5-hydrazinyl-4H-1,2,4-triazole-3-thiol 1, acetyl acetone 2, various aromatic and heterocyclic aldehydes 3 and phenacyl bromides 4. All the newly synthesized compounds were tested for their antiviral and antitumoral activity. It was shown that subtle structural variations on the phenyl moiety allowed to tune biological properties toward antiviral or antitumoral activity. Mode-of-action studies revealed that the antitumoral activity was due to inhibition of tubulin polymerization. Graphic abstract
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