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Title

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

AuthorsMiranda, Pedro O. ; Estévez, Francisco ; Quintana, José ; Garcia, Candelaria I.; Brouard, Ignacio ; Padrón, Juan I. ; Pivel, Juan P.; Bermejo, Jaime
KeywordsMorphology
Lipids
Lactones
Differentiation
Receptors
Issue Date16-Dec-2003
PublisherAmerican Chemical Society
CitationJournal of Organic Chemistry 47(2): 292–295 (2003)
AbstractCompounds 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.
Publisher version (URL)https://doi.org/10.1021/jm034216y
URIhttp://hdl.handle.net/10261/212287
DOIhttp://dx.doi.org/10.1021/jm034216y
ISSN0022-3263
E-ISSN1520-6904
Appears in Collections:(IPNA) Artículos
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