Synthesis of 1α,25-Dihydroxyvitamin D Analogues Featuring a S2-symmetric CD-ring Core

被引：4

作者：

Minne, Garrett ^{[1
]}

Verlinden, Lieve ^{[2
]}

Verstuyf, Annemieke ^{[2
]}

De Clercq, Pierre J. ^{[1
]}

机构：

[1] Univ Ghent, Dept Organ Chem, B-9000 Ghent, Belgium

[2] Catholic Univ Louvain, Lab Expt Med & Endocrinol, B-3000 Louvain, Belgium

来源：

MOLECULES | 2009年 / 14卷 / 02期

关键词：

Suzuki coupling; Sonogashira reaction; Calcitriol analogues; VITAMIN-D-RECEPTOR; BIOLOGICAL-ACTIVITY;

D O I：

10.3390/molecules14020894

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Three analogues of 1 alpha,25-dihydroxyvitamin D-3 (calcitriol), featuring a transfused decalin C, D-core with local S-2-symmetry, and possessing identical side-chain and seco-B,A-ring structures, have been synthesized starting from readily available (4aR, 8aS)octahydronaphthalene-1,5-dione(7). The very short sequences involve the simultaneous introduction of the side-chain and seco-B, A-ring fragments via Suzuki and Sonogashira coupling reactions. The analogues are devoid of relevant biological activity.

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页码：894 / 903

页数：10

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