InCl3 mediated one-pot multicomponent synthesis, anti-microbial, antioxidant and anticancer evaluation of 3-pyranyl indole derivatives

A simple and convenient method for the one-pot three-component synthesis of 3-pyranyl indoles has been accomplished by tandem Knoevenagel-Michael reaction of 3-cyanoacetyl indole, various aromatic aldehydes and malononitrile catalyzed by InCl(3) in ethanol under reflux conditions. The newly synthesi...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 2010-09, Vol.20 (17), p.5054-5061
Main Authors: NEELAKANDAN VIDHYA LAKSHMI, THIRUMURUGAN, Prakasam, NOORULLA, K. M, PERUMAL, Paramasivan T
Format: Article
Language:English
Subjects:
Anti-Infective Agents - chemical synthesis
Anti-Infective Agents - pharmacology
Antibiotics. Antiinfectious agents. Antiparasitic agents
Antineoplastic agents
Antineoplastic Agents - chemical synthesis
Antineoplastic Agents - pharmacology
Antioxidants - chemical synthesis
Antioxidants - pharmacology
Biological and medical sciences
Catalysis
Cell Line, Tumor
Drug Evaluation, Preclinical
General aspects
Humans
Indium - chemistry
Indoles - chemical synthesis
Indoles - pharmacology
Medical sciences
Models, Molecular
Pharmacology. Drug treatments
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Summary:A simple and convenient method for the one-pot three-component synthesis of 3-pyranyl indoles has been accomplished by tandem Knoevenagel-Michael reaction of 3-cyanoacetyl indole, various aromatic aldehydes and malononitrile catalyzed by InCl(3) in ethanol under reflux conditions. The newly synthesized 3-pyranyl indoles were evaluated for anti-microbial, antioxidant, and anticancer activities. Some of the compounds showed good anticancer activity against MCF-7 breast cancer cell lines on comparison with of standard drug.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2010.07.039