Karthikeyan Subramanian Vedhanarayanan, Perumal Subbu, Shetty Krithika Arun, Yogeeswari Perumal, Sriram Dharmarajan
Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai, India.
Bioorg Med Chem Lett. 2009 Jun 1;19(11):3006-9. doi: 10.1016/j.bmcl.2009.04.029. Epub 2009 Apr 14.
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 microg/mL against MTB and MDR-TB.
通过5-芳基二氢-3(2H)-噻吩酮与盐酸芳基肼的反应，区域选择性地合成了一系列新型的2-芳基-3,4-二氢-2H-噻吩并[3,2-b]吲哚，产率良好。发现该反应受微波辅助。对噻吩并[3,2-b]吲哚进行了抗结核分枝杆菌H37Rv（MTB）和耐多药结核分枝杆菌（MDR-TB）的体外活性评估。在筛选的22种化合物中，[2-(2,4-二氯苯基)-7-氟-3,4-二氢-2H-噻吩并[3,2-b]吲哚]（6t）被发现是最具活性的化合物，对MTB和MDR-TB的最低抑菌浓度为0.4μg/mL。
