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ID: ALA1152209
Journal: Bioorg Med Chem
Title: Synthesis and biological activity of previtamin D(3) analogues with A-ring modifications.
Authors: Sánchez-Abella L, Fernández S, Verstuyf A, Verlinden L, Gotor V, Ferrero M.
Abstract: Synthesis of two novel 6-s-cis analogues of 1alpha,25-dihydroxyvitamin D3 are described using shikimic acid and its 4-epi isomer as versatile chiral starting materials. These derivatives contain a 2beta-(3'-hydroxypropoxy) moiety or a 2beta,3beta-epoxy group into 1alpha,25-OH(2)-19-nor-pre-D3. The synthesized analogues were found to be not suitable for binding to the vitamin D receptor and showed weak binding affinity toward the vitamin D-binding protein. The new derivatives failed to inhibit cell proliferation.
CiteXplore: 19006670