Next Article in Journal
Association Mechanism of S-Dinitrophenyl Glutathione with Two Glutathione Peroxidase Mimics: 2, 2¢-Ditelluro- and 2, 2¢-Diseleno-bridged b-cyclodextrins
Previous Article in Journal
Correction: Gruia, M.-I. et al. The Antioxidant Response Induced by Lonicera caerulaea Berry Extracts in Animals Bearing Experimental Solid Tumors. Molecules 2008, 13, 1195-1206
Molecules 2009, 14(2), 894-903; doi:10.3390/molecules14020894
Article

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

1, 2, 2 and 1,*
1 artment of Organic Chemistry, Ghent University, Krijgslaan 281, B-9000 Gent, Belgium 2 Laboratory of Experimental Medicine and Endocrinology, Catholic University of Leuven, Gasthuisberg, Herestraat 49, B-3000 Leuven, Belgium
* Author to whom correspondence should be addressed.
Received: 29 January 2009 / Revised: 17 February 2009 / Accepted: 23 February 2009 / Published: 24 February 2009
View Full-Text   |   Download PDF [192 KB, uploaded 18 June 2014]   |  

Abstract

Three analogues of 1a,25-dihydroxyvitamin D3 (calcitriol), featuring a trans-fused decalin C,D-core with local S2-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.
Keywords: Suzuki coupling; Sonogashira reaction; Calcitriol analogues Suzuki coupling; Sonogashira reaction; Calcitriol analogues
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
SciFeed

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
RIS
MDPI and ACS Style

Minne, G.; Verlinden, L.; Verstuyf, A.; De Clercq, P.J. Synthesis of 1α,25-Dihydroxyvitamin D Analogues Featuring a S2-symmetric CD-ring Core. Molecules 2009, 14, 894-903.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert