Enantioselective Synthesis and Biological Activity of (3S,4R)- and (3S,4S)-3-Hydroxy-4-hydroxymethyl- 4-butanolides in Relation to PGE2

Compounds 9 and 13 were synthesized, and their structures and stereochemistry were elucidated by spectroscopic methods. In competition binding experiments, specific [3H]-PGE2 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 PGE2. Compound 9 increases c-fos mRNA level as does PGE2 and antagonizes TPA-induced terminal differentiation.

Bibliographic Details

Main Authors:	Miranda, Pedro O., Estévez, Francisco, Quintana, José, Garcia, Candelaria I., Brouard, Ignacio, Padrón, Juan I., Pivel, Juan P., Bermejo, Jaime
Other Authors:	Instituto Canario de Investigación del Cáncer
Format:	artículo biblioteca
Language:	English
Published:	American Chemical Society 2003-12-16
Subjects:	Morphology, Lipids, Lactones, Differentiation, Receptors,
Online Access:	http://hdl.handle.net/10261/212287
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