Synthesis And Evaluation Of New β-carboline-3-(4-benzylidene)- 4h-oxazol-5-one Derivatives As Antitumor Agents

In the present work, we report the synthesis and in vitro anticancer and antimicrobial activity evaluation of a new series of 1-substituted-β- carboline derivatives bearing a 4-benzylidene-4H-oxazol-5-one unity at C-3. The compound 2-[1-(4- methoxyphenyl)-9H-β-carbolin-3-yl]-4-(benzylidene)-4H- oxazol-5-one (11) was the most active derivative, exhibiting a potent cytotoxic activity against glioma (U251), prostate (PC-3) and ovarian (OVCAR-03) cancer cell lines with IC 50 values of 0.48, 1.50 and 1.07 μM, respectively. An in silico study of the ADME properties of the novel synthesized β-carboline derivatives was also performed. © 2012 by the Authors.17561006113Cao, R., Peng, W., Wang, Z., Xu, A., B-carboline alkaloids: Biochemical and pharmacological functions (2007) Curr. Med. 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Synthesis And Antitumor Activity Of β-carboline 3-(substituted- Carbohydrazide) Derivatives

A series of β-carboline derivatives bearing a substituted- carbohydrazide moiety at C-3 were synthesized and evaluated for their antitumor activity against eight human cancer cell lines. The b-carboline N-(substituted-benzylidene)carbohydrazides showed, in general, a greater antitumor activity than their N-(alkylidene)carbohydrazide analogues. The N 9-methylation of b-carboline N-(substituted-benzylidene) carbohydrazides resulted in a decrease of antitumor activity. Among compounds tested, the benzylidenecarbohydrazides 3, 4, 11, 13, 16, 21 and 22 were the most active, possessing IC 50 less than 10 μMfor six of the eight tumor cell lines assayed. The derivative 4 displayed the most significant activity toward all tested cell lines, with a remarkable cytotoxicity against renal (786-0) cell lines (IC 50 = 0.04 lM). Compound 4 was assayed for its in vivo antineoplastic activity in the Ehrlich solid carcinoma assay. © 2011 Elsevier Ltd. 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