Antifungal and anthelmintic activity of novel benzofuran derivatives containing thiazolo benzimidazole nucleus: an in vitro evaluation
| Autor: | Sandeep Telkar, M. Aruna Sindhe, Yadav D. Bodke, R. Kenchappa |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
Antifungal
Benzimidazole 010405 organic chemistry medicine.drug_class Biophysics Cell Biology Mannich base 010402 general chemistry 01 natural sciences Biochemistry In vitro 0104 chemical sciences chemistry.chemical_compound Acetic acid chemistry medicine Organic chemistry Original Article Anthelmintic Benzofuran Mannich reaction medicine.drug |
| Zdroj: | Journal of Chemical Biology. 10:11-23 |
| ISSN: | 1864-6166 1864-6158 |
| DOI: | 10.1007/s12154-016-0160-x |
| Popis: | 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 earthworm Pheretima 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). |
| Databáze: | OpenAIRE |
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