NDLI: Synthesis and Biological Evaluation of Novel 3-Alkylpyridine Marine Alkaloid Analogs with Promising Anticancer Activity

Content Provider	PubMed Central
Author	Gonçalves, Alessandra Mirtes Marques Neves Lima, Aline Brito De Barbosa, Maria Cristina Da Silva De, Camargos Luiz Fernando Oliveira, Júlia Teixeira De Barbosa, Camila De Souza Villar, José Augusto Ferreira Perez Costa, André Carvalho Silva, Isabella Viana Gomes Da Silva, Luciana Maria Varotti, Fernando De Pilla Santos, Fabio Vieira Dos Viana, Gustavo Henrique Ribeiro
Copyright Year	2014
Abstract	Cancer continues to be one of the most important health problems worldwide, and the identification of novel drugs and treatments to address this disease is urgent. During recent years, marine organisms have proven to be a promising source of new compounds with action against tumoral cell lines. Here, we describe the synthesis and anticancer activity of eight new 3-alkylpyridine alkaloid (3-APA) analogs in four steps and with good yields. The key step for the synthesis of these compounds is a Williamson etherification under phase-transfer conditions. We investigated the influence of the length of the alkyl chain attached to position 3 of the pyridine ring on the cytotoxicity of these compounds. Biological assays demonstrated that compounds with an alkyl chain of ten carbon atoms (4c and 5c) were the most active against two tumoral cell lines: RKO-AS-45-1 and HeLa. Micronucleus and TUNEL assays showed that both compounds are mutagenic and induce apoptosis. In addition, Compound 5c altered the cellular actin cytoskeleton in RKO-AS-45-1 cells. The results suggest that Compounds 4c and 5c may be novel prototype anticancer agents.
Related Links	http://dx.doi.org/10.3390/md12084361
Ending Page	4378
Page Count	18
Starting Page	4361
File Format	PDF
ISSN	16603397
e-ISSN	16603397
Journal	Marine Drugs
Issue Number	8
Volume Number	12
Language	English
Publisher	MDPI
Publisher Date	2014-07-01
Access Restriction	Open
Rights Holder	MDPI
Subject Keyword	Drug Discovery Research in Higher Education
Content Type	Text
Resource Type	Article
Subject	Drug Discovery Pharmaceutical Science

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