Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 19, Issue 11, Pages 3006-3009Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2009.04.029
Keywords
Microwave assisted; Fischer indole synthesis; Antitubercular activity; Mycobacterium tuberculosis; Multi-drug resistant tuberculosis; Minimum inhibitory concentration
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Funding
- Department of Science and Technology, New Delhi [SR/S1/OC-70/2006]
- Council of Scientific and Industrial Research, New Delhi
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A series of novel 2-aryl-3,4-dihydro-2H-thieno[3,2-b] indoles has been synthesised regioselectively in good yields from the reaction of 5-aryldihydro-3(2H)-thiophenones and arylhydrazine hydrochloride. This reaction is found to be assisted by microwaves. The thieno[3,2-b] indoles were evaluated for their in vitro activity against Mycobacterium tuberculosis H37Rv (MTB) and multi-drug resistant M. tuberculosis (MDR-TB). Among 22 compounds screened, [2-(2,4-dichlorophenyl)-7-fluoro-3,4-dihydro-2H-thieno[3,2-b] indole] (6t) was found to the most active compound with MIC of 0.4 mu g/mL against MTB and MDR-TB. (C) 2009 Elsevier Ltd. All rights reserved.
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