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Synthesis and biological activity of 22-oxa CD-ring modified analogues of 1alpha,25-dihydroxyvitamin D3: cis-perhydrindane CE-ring analogues.

Abstract：

:The synthesis and biological activity of novel CD-ring modified analogues of 22-oxa-1alpha,25-dihydroxyvitamin D(3), lacking the D-ring and featuring a connection between C-12 and C-21 (cis-perhydrindane CE-ring analogues), is described. The synthesis of the CE-ring system follows Meyers' methodology for the preparation of enantiomerically pure hydrinden-2-ones. The analogues show a complete lack of binding affinity for the vitamin D receptor (pig nVDR) and of antiproliferative activity (MCF-7 cells), as compared to calcitriol.

journal_name

Bioorg Med Chem Lett

journal_title

Bioorganic & medicinal chemistry letters

authors

Demin S,Van Haver D,Vandewalle M,De Clercq PJ,Bouillon R,Verstuyf A

doi

10.1016/j.bmcl.2004.05.067

subject

Has Abstract

pub_date

2004-08-02 00:00:00

pages

3885-8

issue

15

eissn

0960-894X

issn

1464-3405

pii

S0960894X0400719X

journal_volume

14

pub_type

杂志文章

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