Studies on the Synthesis of Vitamin D Analogs with Aromatic D-Ring
Autor(a) principal: | |
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Data de Publicação: | 2018 |
Outros Autores: | , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Anais da Academia Brasileira de Ciências (Online) |
Texto Completo: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652018000301035 |
Resumo: | 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. |
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Anais da Academia Brasileira de Ciências (Online) |
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Studies on the Synthesis of Vitamin D Analogs with Aromatic D-RingD-ring modified vitamin D analogsaryl-Cr(CO)3 complexescancersigmatropic rearrangementssynthesisABSTRACT 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.Academia Brasileira de Ciências2018-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652018000301035Anais da Academia Brasileira de Ciências v.90 n.1 suppl.2 2018reponame:Anais da Academia Brasileira de Ciências (Online)instname:Academia Brasileira de Ciências (ABC)instacron:ABC10.1590/0001-3765201820170701info:eu-repo/semantics/openAccessEDUARDO-CANOSA,SILVINASIGÜEIRO,MARÍA MARCO, RITAMOURIÑO,ANTONIOeng2018-05-28T00:00:00Zoai:scielo:S0001-37652018000301035Revistahttp://www.scielo.br/aabchttps://old.scielo.br/oai/scielo-oai.php||aabc@abc.org.br1678-26900001-3765opendoar:2018-05-28T00:00Anais da Academia Brasileira de Ciências (Online) - Academia Brasileira de Ciências (ABC)false |
dc.title.none.fl_str_mv |
Studies on the Synthesis of Vitamin D Analogs with Aromatic D-Ring |
title |
Studies on the Synthesis of Vitamin D Analogs with Aromatic D-Ring |
spellingShingle |
Studies on the Synthesis of Vitamin D Analogs with Aromatic D-Ring EDUARDO-CANOSA,SILVINA D-ring modified vitamin D analogs aryl-Cr(CO)3 complexes cancer sigmatropic rearrangements synthesis |
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 |
author |
EDUARDO-CANOSA,SILVINA |
author_facet |
EDUARDO-CANOSA,SILVINA SIGÜEIRO,MARÍA MARCO, RITA MOURIÑO,ANTONIO |
author_role |
author |
author2 |
SIGÜEIRO,MARÍA MARCO, RITA MOURIÑO,ANTONIO |
author2_role |
author author |
dc.contributor.author.fl_str_mv |
EDUARDO-CANOSA,SILVINA SIGÜEIRO,MARÍA MARCO, RITA MOURIÑO,ANTONIO |
dc.subject.por.fl_str_mv |
D-ring modified vitamin D analogs aryl-Cr(CO)3 complexes cancer sigmatropic rearrangements synthesis |
topic |
D-ring modified vitamin D analogs aryl-Cr(CO)3 complexes cancer sigmatropic rearrangements synthesis |
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. |
publishDate |
2018 |
dc.date.none.fl_str_mv |
2018-01-01 |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652018000301035 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652018000301035 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.1590/0001-3765201820170701 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
text/html |
dc.publisher.none.fl_str_mv |
Academia Brasileira de Ciências |
publisher.none.fl_str_mv |
Academia Brasileira de Ciências |
dc.source.none.fl_str_mv |
Anais da Academia Brasileira de Ciências v.90 n.1 suppl.2 2018 reponame:Anais da Academia Brasileira de Ciências (Online) instname:Academia Brasileira de Ciências (ABC) instacron:ABC |
instname_str |
Academia Brasileira de Ciências (ABC) |
instacron_str |
ABC |
institution |
ABC |
reponame_str |
Anais da Academia Brasileira de Ciências (Online) |
collection |
Anais da Academia Brasileira de Ciências (Online) |
repository.name.fl_str_mv |
Anais da Academia Brasileira de Ciências (Online) - Academia Brasileira de Ciências (ABC) |
repository.mail.fl_str_mv |
||aabc@abc.org.br |
_version_ |
1754302865592025088 |