A regio- and stereoselective 1,3-dipolar cycloaddition for the synthesis of novel spiro-pyrrolothiazolyloxindoles and their antitubercular evaluation
作者： Pitchaimani Prasanna , Kamaraj Balamurugan , Subbu Perumal , Perumal Yogeeswari , Dharmarajan Sriram
DOI: 10.1016/J.EJMECH.2010.09.019
关键词:
摘要: Abstract The 1,3-dipolar cycloaddition of azomethine ylides derived from substituted isatins and 1,3-thiazolane-4-carboxylic acid to a series 2-(arylmethylene)-2,3-dihydro-1H-inden-1-ones afforded twenty nine novel spiro-pyrrolothiazolyloxindoles regio- stereoselectively in moderate yields. These compounds were screened for their vitro activity against Mycobacterium tuberculosis H37Rv (MTB) using agar dilution method. Among 29 screened, spiro[5.3′]-5′-nitrooxindole-spiro-[6.3″]-2,3-dihydro-1H-inden-1″-one-7-(2,3-dichlorophenyl)tetrahydro-1H-pyrrolo[1,2-c][1,3]thiazole, was found be the most active compound with MIC 2.8 μM MTB, being 1.67 2.70 times more than ciprofloxacin ethambutol respectively.
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