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Enantioselective synthesis and biological activity of (3S,4R)- and (3S,4S)-3-hydroxy-4-hydroxymethyl- 4-butanolides in relation to PGE2.

作者信息

Miranda Pedro O, Estévez Francisco, Quintana José, García Candelaria I, Brouard Ignacio, Padrón Juan I, Pivel Juan P, Bermejo Jaime

机构信息

Instituto Universitario de Bio-Orgánica Antonio González-Instituto de Productos Naturales y Agrobiología-CSIC, Avenida Astrofísico F. Sánchez 3, 38206 La Laguna, Tenerife, Canary Islands, Spain.

出版信息

J Med Chem. 2004 Jan 15;47(2):292-5. doi: 10.1021/jm034216y.

DOI:10.1021/jm034216y
PMID:14711302
Abstract

Compounds 9 and 13 were synthesized, and their structures and stereochemistry were elucidated by spectroscopic methods. In competition binding experiments, specific [(3)H]-PGE(2) binding was significantly displaced by compound 9 and, to a lesser extent, by 13, in a dose-dependent manner. The biological properties of compound 9 were studied on HL-60 cells, and several effects were found related to those of PGE(2). Compound 9 increases c-fos mRNA level as does PGE(2) and antagonizes TPA-induced terminal differentiation.

摘要

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