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Synthesis, Biological Evaluation and Structure Activity Relationship of Substituted pyrazolo-, isoxazolo-, pyrimido- and mercaptopyrimidocycloocta[b]indoles

Abstract

Leena Vairavelu, Manonmani Vellingiri and KJ Rajendra Prasad

A new class of heterocycles, (3-7) specifically substituted pyrazolo-, isoxazolo- and pyrimidocycloocta[b]indoles, has been synthesized by condensation of substituted 7-(hydroxymethylene)-5,7,8,9,10,11-hexahydrocycloocta[b] indol-6-ones (2) with hydrazine hydrate, hydroxylamine hydrochloride, phenylhydrazine, urea and thiourea, respectively. The structures of the compounds were established by IR, 1H NMR, 13C NMR and the compounds have been screened for in vitro antibacterial and antitumor activities against two human cancer cell lines (A549 and MCF7). Among the compounds screened, 6b and 7b emerged as the most active anti bacterial and the most potent anti proliferative compounds against both the tested cell lines. Structure activity relationship (SAR) analyses confirmed that these two compounds are potential lead for future drug discovery studies.

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