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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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
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spelling doaj-2e7747a3ca11498c95e907e70d9aa0762020-11-24T21:39:02ZengAcademia Brasileira de CiênciasAnais da Academia Brasileira de Ciências1678-2690901 suppl 21035104210.1590/0001-3765201820170701S0001-37652018000301035Studies on the Synthesis of Vitamin D Analogs with Aromatic D-RingSILVINA EDUARDO-CANOSAMARÍA MARCO, RITA SIGÜEIROANTONIO MOURIÑOABSTRACT 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.http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652018000301035&lng=en&tlng=enD-ring modified vitamin D analogsaryl-Cr(CO)3 complexescancersigmatropic rearrangementssynthesis
collection DOAJ
language English
format Article
sources DOAJ
author SILVINA EDUARDO-CANOSA
MARÍA MARCO, RITA SIGÜEIRO
ANTONIO MOURIÑO
spellingShingle SILVINA EDUARDO-CANOSA
MARÍA MARCO, RITA SIGÜEIRO
ANTONIO MOURIÑO
Studies on the Synthesis of Vitamin D Analogs with Aromatic D-Ring
Anais da Academia Brasileira de Ciências
D-ring modified vitamin D analogs
aryl-Cr(CO)3 complexes
cancer
sigmatropic rearrangements
synthesis
author_facet SILVINA EDUARDO-CANOSA
MARÍA MARCO, RITA SIGÜEIRO
ANTONIO MOURIÑO
author_sort SILVINA EDUARDO-CANOSA
title Studies on the Synthesis of Vitamin D Analogs with Aromatic D-Ring
title_short Studies on the Synthesis of Vitamin D Analogs with Aromatic D-Ring
title_full Studies on the Synthesis of Vitamin D Analogs with Aromatic D-Ring
title_fullStr Studies on the Synthesis of Vitamin D Analogs with Aromatic D-Ring
title_full_unstemmed Studies on the Synthesis of Vitamin D Analogs with Aromatic D-Ring
title_sort studies on the synthesis of vitamin d analogs with aromatic d-ring
publisher Academia Brasileira de Ciências
series Anais da Academia Brasileira de Ciências
issn 1678-2690
description 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.
topic D-ring modified vitamin D analogs
aryl-Cr(CO)3 complexes
cancer
sigmatropic rearrangements
synthesis
url http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652018000301035&lng=en&tlng=en
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AT mariamarcoritasigueiro studiesonthesynthesisofvitamindanalogswitharomaticdring
AT antoniomourino studiesonthesynthesisofvitamindanalogswitharomaticdring
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