A Straightforward Synthetic Approach to Antitumoral Pyridinyl Substituted 7H-Indeno[2,1-c]Quinoline Derivatives Via Three-Component Imino Diels- Alder Reaction
Authors: Kouznetsov, Vladimir V.; Puentes, Cristian O.; Bohorquez, Arnold R.R.; Zacchino, Susana A.; Sortino, Maximiliano; Gupta, Mahabir; Vazquez, Yelkaira; Bahsas, Ali; Amaro-Luis, Juan
Source: Letters in Organic Chemistry, Volume 3, Number 4, April 2006 , pp. 300-304(5)
Publisher: Bentham Science Publishers
Abstract:A simple and efficient synthetic method of obtaining pyridinyl substituted indeno[2,1-c]quinoline derivatives has been developed. This method involves a three-component imino Diels-Alder cycloaddition between anilines, pyridinecarboxyaldehydes and indene as the key ring forming step and subsequent treatment of obtained 5,6,6a,11b-tetrahydroindeno[2,1-c]quinolines with powdered sulfur to give corresponding indeno[2,1-c]quinolines. Some of them were treated with potassium permanganate in acetone to afford the 7Hindeno[ 2,1-c]quinolin-7-ones. Most compounds of the series were devoid of antifungal properties against a panel of standard dermatophytes, however, nearly all of them were active against breast (MCF-7), lung (H-460) and central nervous system (SF-268) human cancer cell lines.
Document Type: Research Article
Affiliations: Laboratorio de Quimica Organica y Biomolecular, Escuela de Quimica, Universidad Industrial de Santander, A.A. 678, Bucaramanga, Colombia.
Publication date: 2006-04-01
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