Sensitized photooxygenation of ent-pimaradiene derivatives

Detalhes bibliográficos
Autor(a) principal: Cruz, Frederico Guare
Data de Publicação: 2003
Outros Autores: Cerqueira, Martins D. de, Roque, Nídia Franca
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UFBA
Texto Completo: http://www.repositorio.ufba.br/ri/handle/ri/5086
Resumo: P.456-460
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spelling Cruz, Frederico GuareCerqueira, Martins D. deRoque, Nídia FrancaCruz, Frederico GuareCerqueira, Martins D. deRoque, Nídia Franca2012-01-10T16:16:51Z2012-01-10T16:16:51Z20030103-5053http://www.repositorio.ufba.br/ri/handle/ri/5086v.14, n.3P.456-460Methyl esters of diterpenoids ent-pimara-9(11),15-dien-19-oic acid (1), ent-pimara-7,15-dien-19-oic acid (2), and ent-pimara-8,15-dien-19-oic acid (3) were submitted to photooxygenation reactions with sensitized singlet oxygen. While compounds 2 and 3 were converted to the products, compound 1 reacted only partially, suggesting an influence of the steric hindrance on the endocyclic double bond of 1. The oxidation products obtained, methyl-7a,11b-dihydroxypimara-8,15-dien-19-oate (5), methyl-7a-hydroperoxypimara-8(14),15-dien-19 oate (6), methyl-7a-hydroxy-14-oxopimara-15-en-19-oate (8), methyl-7a,9a-dihydroxypimara-8(14),15-dien-19-oate (9) and methyl-7a,14a-dihydroxypimara-8,15-dien-19-oate (10), are new and their structures were elucidated by spectral data analysis.Submitted by Rigaud Andréa (andrearigaud16@yahoo.com.br) on 2012-01-10T16:16:51Z No. of bitstreams: 1 15910.pdf: 140439 bytes, checksum: dfa890199c81ec266e8436a1c05ac06a (MD5)Made available in DSpace on 2012-01-10T16:16:51Z (GMT). No. of bitstreams: 1 15910.pdf: 140439 bytes, checksum: dfa890199c81ec266e8436a1c05ac06a (MD5) Previous issue date: 2003-05São PauloSociedade Brasileira de Químicaditerpenesent-pimaradiene derivativessinglet oxygenphotooxygenationSensitized photooxygenation of ent-pimaradiene derivativesJournal of the Brazilian Chemical Societyinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleengreponame:Repositório Institucional da UFBAinstname:Universidade Federal da Bahia (UFBA)instacron:UFBAinfo:eu-repo/semantics/openAccessLICENSElicense.txtlicense.txttext/plain1762https://repositorio.ufba.br/bitstream/ri/5086/2/license.txt1b89a9a0548218172d7c829f87a0eab9MD52ORIGINAL15910.pdf15910.pdfapplication/pdf140439https://repositorio.ufba.br/bitstream/ri/5086/1/15910.pdfdfa890199c81ec266e8436a1c05ac06aMD51TEXT15910.pdf.txt15910.pdf.txtExtracted texttext/plain18484https://repositorio.ufba.br/bitstream/ri/5086/3/15910.pdf.txta5aa6b97ba3b130e4e6ed05a8145967dMD53ri/50862022-10-11 10:37:28.171oai:repositorio.ufba.br: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Repositório InstitucionalPUBhttp://192.188.11.11:8080/oai/requestopendoar:19322022-10-11T13:37:28Repositório Institucional da UFBA - Universidade Federal da Bahia (UFBA)false
dc.title.pt_BR.fl_str_mv Sensitized photooxygenation of ent-pimaradiene derivatives
dc.title.alternative.pt_BR.fl_str_mv Journal of the Brazilian Chemical Society
title Sensitized photooxygenation of ent-pimaradiene derivatives
spellingShingle Sensitized photooxygenation of ent-pimaradiene derivatives
Cruz, Frederico Guare
diterpenes
ent-pimaradiene derivatives
singlet oxygen
photooxygenation
title_short Sensitized photooxygenation of ent-pimaradiene derivatives
title_full Sensitized photooxygenation of ent-pimaradiene derivatives
title_fullStr Sensitized photooxygenation of ent-pimaradiene derivatives
title_full_unstemmed Sensitized photooxygenation of ent-pimaradiene derivatives
title_sort Sensitized photooxygenation of ent-pimaradiene derivatives
author Cruz, Frederico Guare
author_facet Cruz, Frederico Guare
Cerqueira, Martins D. de
Roque, Nídia Franca
author_role author
author2 Cerqueira, Martins D. de
Roque, Nídia Franca
author2_role author
author
dc.contributor.author.fl_str_mv Cruz, Frederico Guare
Cerqueira, Martins D. de
Roque, Nídia Franca
Cruz, Frederico Guare
Cerqueira, Martins D. de
Roque, Nídia Franca
dc.subject.por.fl_str_mv diterpenes
ent-pimaradiene derivatives
singlet oxygen
photooxygenation
topic diterpenes
ent-pimaradiene derivatives
singlet oxygen
photooxygenation
description P.456-460
publishDate 2003
dc.date.issued.fl_str_mv 2003
dc.date.accessioned.fl_str_mv 2012-01-10T16:16:51Z
dc.date.available.fl_str_mv 2012-01-10T16:16:51Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://www.repositorio.ufba.br/ri/handle/ri/5086
dc.identifier.issn.none.fl_str_mv 0103-5053
dc.identifier.number.pt_BR.fl_str_mv v.14, n.3
identifier_str_mv 0103-5053
v.14, n.3
url http://www.repositorio.ufba.br/ri/handle/ri/5086
dc.language.iso.fl_str_mv eng
language eng
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv reponame:Repositório Institucional da UFBA
instname:Universidade Federal da Bahia (UFBA)
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instname_str Universidade Federal da Bahia (UFBA)
instacron_str UFBA
institution UFBA
reponame_str Repositório Institucional da UFBA
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