Anti-tumour activity of fatty acid maltotriose esters

The anti-tumour properties of two fatty acid esters of maltotriose, 6’’-O-lauroylmaltotriose and 6’’-O-palmitoylmaltotriose, in which the 6-OH at the non-reducing end of the maltotriose has been regioselectively acylated, were studied. Both compounds were synthesised by transesterification of vinyl...

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Detalles Bibliográficos
Autores: Ferrer, Manuel, Pérez, Gabriela, Plou Gasca, Francisco José, Castell, José V.
Tipo de recurso: artículo
Fecha de publicación:2005
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/23349
Acceso en línea:http://hdl.handle.net/10261/23349
Access Level:acceso abierto
Palabra clave:Anti-cancer agents
Carbohydrate esters
Cytotoxicity
Lipases
Maltotriose laurate
Maltotriose palmitate
Descripción
Sumario:The anti-tumour properties of two fatty acid esters of maltotriose, 6’’-O-lauroylmaltotriose and 6’’-O-palmitoylmaltotriose, in which the 6-OH at the non-reducing end of the maltotriose has been regioselectively acylated, were studied. Both compounds were synthesised by transesterification of vinyl laurate or vinyl palmitate with maltotriose, in presence of immobilized lipase from Thermomyces lanuginosus. A mixture formed by 2-methyl-2-butanol and dimethylsulfoxide (80:20 v/v) was the reaction medium. Their cytotoxic activities against two human cancer cell lines, Hep-G2 and HeLa, were studied. 6’’-O-palmitoylmaltotriose showed 50% inhibition values (IC50) of 2.3 M (1.7 g/ml) for Hep-G2 and 3.6 M (2.7 g/ml) for HeLa cells, whereas 6’’-O-lauroylmaltotriose displayed a lower inhibitory effect. 6’’-O-palmitoylmaltotriose showed a marginal cytotoxicity to rat hepatocytes, confirming its potential as a new anti-tumour agent.