Novel bis(indolyl)hydrazide-hydrazones as potent cytotoxic agents.

Abstract

A series of bis(indolyl) hydrazide-hydrazones 5a-n were synthesized and evaluated for their cytotoxicity against selected human cancer cell lines. The reaction of indole-3-carboxaldehyde 2 with indole-3-carbohydrazide 4 in presence of catalytic amount of acetic acid afforded 5a-n in good yields. Among the synthesized bis(indolyl)hydrazide-hydrazones, the compound 5b with N-(p-chlorobenzyl) and bromo substituents was found to be the most potent against multiple cancer cell lines (IC(50)=1.0 μM, MDA-MB-231). The compound 5k exhibited selective cytotoxicity against breast cancer cell line MCF7 (IC(50)=3.1 μM).

• Authors: Dalip Kumar, N Maruthi Kumar, Soumitra Ghosh, Kavita Shah
• Journal: Bioorganic & medicinal chemistry letters (Bioorg Med Chem Lett) Vol. 22 Issue 1 Pg. 212-5 (Jan 01 2012) ISSN: 1464-3405 [Electronic] England
• PMID: 22123320 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: Copyright © 2011 Elsevier Ltd. All rights reserved.

Chemical References

• Antineoplastic Agents
• Hydrazines
• Hydrazones
• Indoles
• Acetic Acid

Topics

• Acetic Acid (chemistry)
• Animals
• Antineoplastic Agents (pharmacology)
• Catalysis
• Cell Line, Tumor
• Chemistry, Pharmaceutical (methods)
• Drug Design
• Drug Screening Assays, Antitumor (methods)
• Humans
• Hydrazines (chemistry, pharmacology)
• Hydrazones (chemistry, pharmacology)
• Indoles (chemistry)
• Inhibitory Concentration 50
• Models, Chemical
• Neoplasms (drug therapy)
• Porifera