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  • Title: Synthesis and antitumor activity of β-carboline 3-(substituted-carbohydrazide) derivatives.
    Author: Barbosa VA, Formagio AS, Savariz FC, Foglio MA, Spindola HM, de Carvalho JE, Meyer E, Sarragiotto MH.
    Journal: Bioorg Med Chem; 2011 Nov 01; 19(21):6400-8. PubMed ID: 21944971.
    Abstract:
    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 β-carboline N-(substituted-benzylidene)carbohydrazides showed, in general, a greater antitumor activity than their N-(alkylidene)carbohydrazide analogues. The N(9)-methylation of β-carboline N-(substituted-benzylidene) carbohydrazides resulted in a decrease of antitumor activity. Among compounds tested, the benzylidene-carbohydrazides 3, 4, 11, 13, 16, 21 and 22 were the most active, possessing IC(50) less than 10 μM for 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 μM). Compound 4 was assayed for its in vivo antineoplastic activity in the Ehrlich solid carcinoma assay.
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