A regio- and stereoselective 1,3-dipolar cycloaddition for the synthesis of novel spiro-pyrrolothiazolyloxindoles and their antitubercular evaluation |
| |
Authors: | Prasanna Pitchaimani Balamurugan Kamaraj Perumal Subbu Yogeeswari Perumal Sriram Dharmarajan |
| |
Institution: | Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai 625021, Tamil Nadu, India. |
| |
Abstract: | The 1,3-dipolar cycloaddition of azomethine ylides derived from substituted isatins and 1,3-thiazolane-4-carboxylic acid to a series of 2-(arylmethylene)-2,3-dihydro-1H-inden-1-ones afforded twenty nine novel spiro-pyrrolothiazolyloxindoles regio- and stereoselectively in moderate yields. These compounds were screened for their in vitro activity against Mycobacterium tuberculosis H37Rv (MTB) using agar dilution method. Among 29 compounds screened, spiro5.3']-5'-nitrooxindole-spiro-6.3″]-2,3-dihydro-1H-inden-1″-one-7-(2,3-dichlorophenyl)tetrahydro-1H-pyrrolo1,2-c]1,3]thiazole, was found to be the most active compound with MIC of 2.8?μM against MTB, being 1.67 and 2.70 times more active than ciprofloxacin and ethambutol respectively. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|