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

• Published in: Bioorganic & medicinal chemistry letters Vol. 20; no. 17; pp. 5054 - 5061
• Main Authors: NEELAKANDAN VIDHYA LAKSHMI, THIRUMURUGAN, Prakasam, NOORULLA, K. M, PERUMAL, Paramasivan T
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier 01.09.2010
• 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; Antineoplastic agent; Human; One pot reaction; Anti-microbial activity; Pyran ring; DPPH; Pyran derivatives; Antioxidant; Aldehyde; In vitro; Radical scavenger; Biological activity; Antimicrobial agent; Free radical; 3-Cyanoacetyl indole; Cell line; Mammary gland; Indole derivatives; Chemical synthesis; Tumor cell
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2010.07.039

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.