title: Antifungal and anthelmintic activity of novel benzofuran derivatives containing thiazolo benzimidazole nucleus: an in vitro evaluation.
abstract: A novel series of thiazolo[3,2-a]benzimidazole derivatives containing benzofuran nucleus (5a-l) have been synthesized. The key intermediate, substituted benzimidazol-sulfanyl benzofuran ethanone (3a-d) was prepared by refluxing the mixture of substituted 2-acetyl benzofuran and substituted 2-mercaptobenzimidazole in acetic acid. The cyclisation of compounds (3a-d) using polyphosphoric acid furnished the corresponding 6-substituted benzofuran thiazolo[3,2-a]benzimidazoles (4a-d). Further, the cyclized compounds (4a-d) were subjected for Mannich reaction to give corresponding Mannich bases (5a-l). All newly synthesized compounds were screened for antifungal and anthelmintic activity. Amongst the tested compounds, 4b and 4d exhibited potential antifungal activity. From the anthelmintic activity data, it was found that the compounds 3a, 3b and 5i were found to be more effective against the tested earthwormPheretima posthuma. In correlation to anthelmintic activity, the selected compounds were subjected for molecular docking studies and the compounds 3a and 5i have emerged as active anthelmintic agents with maximum binding affinity (-3.7 and -5.4 kcal/mol).
authors.affiliation: Department of P.G. Studies and Research in Industrial Chemistry, Jnana Sahyadri, Kuvempu University, Shankaraghatta, Shivamogga, Karnataka 577451 India.
authors.forename: R
authors.initials: R
authors.lastname: Kenchappa
authors.affiliation: Department of P.G. Studies and Research in Industrial Chemistry, Jnana Sahyadri, Kuvempu University, Shankaraghatta, Shivamogga, Karnataka 577451 India.
authors.forename: Yadav D
authors.initials: YD
authors.lastname: Bodke
authors.affiliation: Department of P.G. Studies and Research in Biotechnology and Bioinformatics, Jnana sahyadri, Kuvempu University, Shankaraghatta, Karnataka, 577 451 India.
authors.forename: Sandeep
authors.initials: S
authors.lastname: Telkar
authors.affiliation: Department of P.G. Studies and Research in Industrial Chemistry, Jnana Sahyadri, Kuvempu University, Shankaraghatta, Shivamogga, Karnataka 577451 India.
authors.forename: M
authors.initials: M
authors.lastname: Aruna Sindhe
keywords: Anthelmintic activity; Antifungal; Benzimidazole; Benzofuran; Mannich base; Molecular docking; β-Tubulin