Enantioselective synthesis and biological activity of (3S,4R)- and (3S,4S)-3-hydroxy-4-hydroxymethyl-4-butanolides in relation to PGE(2)

Title:	Enantioselective synthesis and biological activity of (3S,4R)- and (3S,4S)-3-hydroxy-4-hydroxymethyl-4-butanolides in relation to PGE(2)
Authors:	Miranda, Pedro O. Estévez, Francisco Quintana, José Garcia, Candelaria I. Brouard Martín,Ignacio Padrón, Juan I. Pivel, Juan P. Bermejo, Jaime
UNESCO Clasification:	32 Ciencias médicas 230207 Química clínica
Keywords:	Protein-Kinase-C Prostaglandin E(2) 3T3 Fibroblasts Gene-Expression Hl-60 Cells, et al
Issue Date:	2004
Journal:	Journal of Medicinal Chemistry
Abstract:	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 PGE 2. Compound 9 increases c-fos mRNA level as does PGE2 and antagonizes TPA-induced terminal differentiation.
URI:	http://hdl.handle.net/10553/50576
ISSN:	0022-2623
DOI:	10.1021/jm034216y
Source:	Journal Of Medicinal Chemistry[ISSN 0022-2623],v. 47 (2), p. 292-295 (Enero 2004)
Appears in Collections:	Artículos

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