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Synthesis and biological activity of previtamin D(3) analogues with A-ring modifications.

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.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Sánchez-Abella L,Fernández S,Verstuyf A,Verlinden L,Gotor V,Ferrero M

doi

10.1016/j.bmc.2008.10.053

subject

Has Abstract

pub_date

2008-12-15 00:00:00

pages

10244-50

issue

24

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(08)01014-6

journal_volume

16

pub_type

杂志文章

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