Abstract
A series of novel benzo[4,5]canthin-6-ones, bearing the N'-(substituted benzylidene)-carbohydrazide (11a-e) and N-alkylcarboxamide (13a-g) moieties at position-2, were synthesized and screened for their in vitro antitumor activity, against seven human cancer cell lines, and for antitrypanosomal and antileishmanial activities against Trypanosoma cruzi and Leishmania amazonensis. The results indicated that N-methylpiperazyl-6-oxobenzo[4,5]canthine-2-carboxamide (13f) displayed potent antitumor activity with IC(50) values in the range of 1.15-8.46 µM for all cell lines tested. Compounds 13f and 13g bearing an N-methylpiperazylcarboxamide and N-morpholylcarboxamide at C-2, respectively, showed potent activities towards both Trypanosoma cruzi and Leishmania amazonensis parasites, with IC(50) in the range of 0.4 to 16.70 µM.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Antineoplastic Agents / chemical synthesis
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Antineoplastic Agents / chemistry*
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Antineoplastic Agents / pharmacology*
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Benzylidene Compounds / chemical synthesis
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Benzylidene Compounds / chemistry*
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Benzylidene Compounds / pharmacology*
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Carbolines
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Cell Line, Tumor
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Chagas Disease / drug therapy
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Humans
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Indole Alkaloids
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Indoles / chemical synthesis
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Indoles / chemistry*
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Indoles / pharmacology*
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Inhibitory Concentration 50
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Leishmania / drug effects
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Leishmaniasis / drug therapy
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Naphthyridines / chemical synthesis
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Naphthyridines / chemistry*
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Naphthyridines / pharmacology*
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Neoplasms / drug therapy
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Trypanocidal Agents / chemical synthesis
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Trypanocidal Agents / chemistry*
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Trypanocidal Agents / pharmacology*
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Trypanosoma cruzi / drug effects
Substances
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Antineoplastic Agents
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Benzylidene Compounds
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Carbolines
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Indole Alkaloids
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Indoles
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Naphthyridines
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Trypanocidal Agents
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canthin-6-one