Studies on the Synthesis of Vitamin D Analogs with Aromatic D-Ring

Studies on the Synthesis of Vitamin D Analogs with Aromatic D-Ring

ABSTRACT Herein, we describe our studies on the synthesis of 1α,25-dihydroxyvitamin D3 analogs possessing a benzene ring replacing the natural 5-membered D-ring by the Wittig-Horner and dienyne approaches. A key feature is the synthesis of a Cr(CO)3-complexed previtamin D derivative that enables the...

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Bibliographic Details
Main Authors: SILVINA EDUARDO-CANOSA, MARÍA MARCO, RITA SIGÜEIRO, ANTONIO MOURIÑO
Format: Article
Language:English
Published: Academia Brasileira de Ciências
Series:Anais da Academia Brasileira de Ciências
Subjects:
D-ring modified vitamin D analogs
aryl-Cr(CO)3 complexes
cancer
sigmatropic rearrangements
synthesis
Online Access:http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652018000301035&lng=en&tlng=en
Description
Summary:ABSTRACT Herein, we describe our studies on the synthesis of 1α,25-dihydroxyvitamin D3 analogs possessing a benzene ring replacing the natural 5-membered D-ring by the Wittig-Horner and dienyne approaches. A key feature is the synthesis of a Cr(CO)3-complexed previtamin D derivative that enables the construction of vitamin D analogs with aromatic D-ring through a thermal [1,7]-H sigmatropic shift. This study establishes the basis for the design of new vitamin D analogs containing aromatic D-ring, complexed or uncomplexed to Cr(CO)3 type moieties for specific molecular recognition and drug research and development.
ISSN:1678-2690

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