Synthesis and biological evaluation of novel triazole-biscoumarin conjugates as potential antitubercular and anti-oxidant agents

TitleSynthesis and biological evaluation of novel triazole-biscoumarin conjugates as potential antitubercular and anti-oxidant agents
Publication TypeJournal Article
Year of Publication2018
AuthorsDanne, AB
Secondary AuthorsChoudhari, AS
Tertiary AuthorsSarkar, D
Subsidiary AuthorsSangshetti, JN, Khedkar, VM, Shingate, BB
JournalResearch on Chemical Intermediates
Volume44
Issue10
Pagination1-28
Date PublishedMAY
Type of ArticleJournal Article
ISSN9226168
Keywords1, 2, 3-triazoles, Anti-oxidant activity, Antitubercular activity, Biscoumarins, Molecular docking
Abstract

The synthesis of a new series of triazole-biscoumarin conjugates by using a molecular hybridization approach is described. The newly synthesized compounds 6a–k were evaluated for their in vitro antitubercular activity against active and dormant Mtb H37Ra and anti-oxidant activity against DPPH radical scavenging. Molecular docking simulations for the antitubercular activity showed that the conjugates 6a–k bind in the pocket of the DprE1 enzyme. Most of the conjugates displayed good antitubercular activity against both the active and dormant Mtb H37Ra strain. The compound 6h displayed very good antitubercular activity against dormant Mtb H37Ra with an IC50 value of 1.44 μg/mL. Most of the synthesized conjugates exhibit excellent anti-oxidant activity with an IC50 of less than the standard BHT. Compound 6b is the most active among all the conjugates with an IC50 value of 08.17 ± 0.11 μg/mL. The molecular docking study shows good agreement between the observed antitubercular activity and the binding affinity.

DOI10.1007/s11164-018-3490-1
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

1.369

Divison category: 
Organic Chemistry