The pyrrolo[3,2-c]quinoline scaffold has been known as a core structure of a wide number of bioactive molecules. Several derivatives of such a tricyclic angular heterocycle have shown a wide spectrum of biological activities, such as hypotensive, anti-inflammatory properties, gastric (H)ATPase inhibition effect, and remarkable antitumor activity (1). The high therapeutic potentiality of such a skeleton along with our interest in targets featuring aza-polycondensed aromatic structures, attracted us to develop an alternative synthetic strategy, in order to reach a series of pyrrolo[3,2-c]quinolines in quantitative yields (2). The reaction of 3-acetyl-1,4-dione 1 with selected amines allowed the isolation of intermediates 2. Subsequent reduction of the nitro group and condensation with substituted aldehydes drove the cyclization to pyrrolo[3,2-c]quinoline ring system 3.Substituted pyrrolo[3,2-c]quinolines 3 were preliminary evaluated for antiproliferative activity (MTS assays) against 5 human tumor cell lines (colon tumor Caco2; breast cancer MCF7; brain cancer LAN5; cervix HeLa and lung tumor H292), and human epithelial bronchial cell line 16HBE as control. Moreover, benzomethylen-dioxy derivative tested at DTP/NCI showed an appreciable and selective cell growth inhibitory effect against Leukemia SR, Melanoma MDA-MB-435, Renal Cancer UO-31 cell lines.
Mingoia, F., Fazzari, M., Di Sano, C., Alfio, A., Martorana, A., Almerico, A., et al. (2012). Antiproliferative activity of Pyrrolo[3,2-c]quinoline derivatives. In 21st National Meeting on Medicinal Chemistry. Palermo.
Autori: | Mingoia, F.; Fazzari, M.; Di Sano, C.; Alfio, A.; Martorana, A.; Almerico, A.; Lauria, A. | |
Titolo: | Antiproliferative activity of Pyrrolo[3,2-c]quinoline derivatives | |
Settore Scientifico Disciplinare: | Settore CHIM/08 - Chimica Farmaceutica | |
Data di creazione: | 2012-07-17 | |
Nome del convegno: | 21st National Meeting on Medicinal Chemistry | |
Luogo del convegno: | Palermo | |
Anno del convegno: | 17-20/07/2012 | |
Numero del convegno: | 21st | |
Data di pubblicazione: | 2012 | |
Numero di pagine: | 1 | |
Citazione: | Mingoia, F., Fazzari, M., Di Sano, C., Alfio, A., Martorana, A., Almerico, A., et al. (2012). Antiproliferative activity of Pyrrolo[3,2-c]quinoline derivatives. In 21st National Meeting on Medicinal Chemistry. Palermo. | |
Tipologia: | 0 - Proceedings (TIPOLOGIA NON ATTIVA) | |
Appare nelle tipologie: | 0 - Proceedings (TIPOLOGIA NON ATTIVA) |
File in questo prodotto:
File | Descrizione | Tipologia | Licenza | |
---|---|---|---|---|
abs_martorana_nmmc_2012.pdf | N/A | Administrator Richiedi una copia |