Synthesis and biological evaluation of the glycoside (25R)-3 beta,16 beta-diacetoxy-22-oxocholest-5-en-26-yl beta-D-glucopyranoside: A selective anticancer agent in cervicouteri
Por:
Fernández-Herrera M.A., López-Muñoz H., Hernandez-Vazquez, JMV, López-Dávila M., Mohan S., Escobar-Sánchez M.L., Sánchez-Sánchez L., Pinto B.M., Sandoval-Ramírez J.
Publicada:
1 sep 2011
Resumen:
The synthesis and biological evaluation of the new cholestane glycoside (25R)-3 beta,16 beta-diacetoxy-22oxocholest-5-en-26-yl beta-D-glucopyranoside starting from diosgenin is described. This compound showed selective antiproliferative activity against CaSki, ViBo, and HeLa cervicouterine cancer cells. Its effect on the cell-cycle was determined. The cytotoxic effects of the title compound on cervicouterine cancer cell lines and human lymphocytes indicate that the main cell death process is not necrosis; hence it is not cytotoxic. The title compound induced apoptosis in cervicouterine cancer cells. Importantly, the antiproliferative activity on tumor cells did not affect the proliferative potential of peripheral blood lymphocytes. The title compound showed selective antitumor activity and greater antiproliferative activity than its aglycon, and therefore serves as a promising lead candidate for further optimization. (C) 2011 Elsevier Masson SAS. All rights reserved.
Filiaciones:
Fernández-Herrera M.A.:
Facultad de Ciencias Químicas, Benemérita Universidad Autónoma de Puebla, Ciudad Universitaria, 72570 Puebla, Pue., Mexico
Department of Chemistry, Simon Fraser University, 8888 University Drive, Burnaby, BC V5A 1S6, Canada
López-Muñoz H.:
Univ Nacl Autonoma Mexico, Fac Estudios Super Zaragoza, Mexico City 09230, DF, Mexico
Hernandez-Vazquez, JMV:
Univ Nacl Autonoma Mexico, Fac Estudios Super Zaragoza, Mexico City 09230, DF, Mexico
López-Dávila M.:
Univ Nacl Autonoma Mexico, Fac Estudios Super Zaragoza, Mexico City 09230, DF, Mexico
Mohan S.:
Department of Chemistry, Simon Fraser University, 8888 University Drive, Burnaby, BC V5A 1S6, Canada
Escobar-Sánchez M.L.:
Univ Nacl Autonoma Mexico, Dept Biol Celular, Fac Ciencias, Mexico City 04510, DF, Mexico
Sánchez-Sánchez L.:
Univ Nacl Autonoma Mexico, Fac Estudios Super Zaragoza, Mexico City 09230, DF, Mexico
Pinto B.M.:
Department of Chemistry, Simon Fraser University, 8888 University Drive, Burnaby, BC V5A 1S6, Canada
Sandoval-Ramírez J.:
Facultad de Ciencias Químicas, Benemérita Universidad Autónoma de Puebla, Ciudad Universitaria, 72570 Puebla, Pue., Mexico
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