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Synthesis and antiproliferative activity of (2R,3R)-disubstituted tetrahydropyrans. Part 2: Effect of side chain homologation

AuthorsCarrillo Fumero, Romen ; León, Leticia G.; Martín, Tomás ; Martín, Víctor S.; Padrón, José M.
KeywordsMarine products
Anticancer drugs
Cyclic ethers
Solid tumors
Structure-activity relationship
Issue Date1-Feb-2007
CitationBioorganic & Medicinal Chemistry Letters 17(3): 780-783 (2007)
AbstractIn this study, we synthesized a series of enantiomerically pure (2R,3R)- and (2R,3S)-disubstituted tetrahydropyrans bearing a CH2O spacer group on the side chain at position 2 of the heterocyclic ring. The in vitro antiproliferative activities of the compounds were examined in the human solid tumor cell lines A2780 (ovarian cancer), SW1573 (non-small cell lung cancer), and WiDr (colon cancer). Overall, the results point out the relevance for antiproliferative activity of the distance between the heterocycle and the unsaturated group.
Description4 pages, 2 figures, 1 table.-- PMID: 17110107 [PubMed].-- Available online Oct 27, 2006.
Publisher version (URL)http://dx.doi.org/10.1016/j.bmcl.2006.10.066
Appears in Collections:(IPNA) Artículos
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