C25 steroid epimers produced by Penicillium janthinellum, a fungus isolated from fruits Melia azedarach

Detalhes bibliográficos
Autor(a) principal: Marinho,Andrey M. do Rosário
Data de Publicação: 2005
Outros Autores: Rodrigues-Filho,Edson, Ferreira,Antônio Gilberto, Santos,Lourivaldo S.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Journal of the Brazilian Chemical Society (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532005000800006
Resumo: A plant-derived fungus, Penicillium janthinellum, obtained from Melia azedarach, produced ergosterol and ergosterol 5alpha,8alpha-peroxide along with a mixture of rare C25 steroid epimers. The C25 steroids, named neocyclocitrinols, shows exactly the same tetracyclic ring system present in cyclocitrinol, which was isolated from a sponge-derived Penicillium citrinum, with the same bicyclo [4:4:1] skeleton at A/B rings, but showing different side chains. The P. janthinellum was cultivated over white corn and the three steroids were isolated by several silica gel based chromatographic procedures and identified by extensive NMR methods, mainly ¹H - 13C correlations and ¹H - ¹H COSY and TOCSY. The biosynthetic origin of the cyclocitrinols is also discussed.
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spelling C25 steroid epimers produced by Penicillium janthinellum, a fungus isolated from fruits Melia azedarachendophytic fungiMelia azedarachPenicillium janthinellumneocyclocitrinolsA plant-derived fungus, Penicillium janthinellum, obtained from Melia azedarach, produced ergosterol and ergosterol 5alpha,8alpha-peroxide along with a mixture of rare C25 steroid epimers. The C25 steroids, named neocyclocitrinols, shows exactly the same tetracyclic ring system present in cyclocitrinol, which was isolated from a sponge-derived Penicillium citrinum, with the same bicyclo [4:4:1] skeleton at A/B rings, but showing different side chains. The P. janthinellum was cultivated over white corn and the three steroids were isolated by several silica gel based chromatographic procedures and identified by extensive NMR methods, mainly ¹H - 13C correlations and ¹H - ¹H COSY and TOCSY. The biosynthetic origin of the cyclocitrinols is also discussed.Sociedade Brasileira de Química2005-11-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532005000800006Journal of the Brazilian Chemical Society v.16 n.6b 2005reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532005000800006info:eu-repo/semantics/openAccessMarinho,Andrey M. do RosárioRodrigues-Filho,EdsonFerreira,Antônio GilbertoSantos,Lourivaldo S.eng2006-01-20T00:00:00Zoai:scielo:S0103-50532005000800006Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2006-01-20T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv C25 steroid epimers produced by Penicillium janthinellum, a fungus isolated from fruits Melia azedarach
title C25 steroid epimers produced by Penicillium janthinellum, a fungus isolated from fruits Melia azedarach
spellingShingle C25 steroid epimers produced by Penicillium janthinellum, a fungus isolated from fruits Melia azedarach
Marinho,Andrey M. do Rosário
endophytic fungi
Melia azedarach
Penicillium janthinellum
neocyclocitrinols
title_short C25 steroid epimers produced by Penicillium janthinellum, a fungus isolated from fruits Melia azedarach
title_full C25 steroid epimers produced by Penicillium janthinellum, a fungus isolated from fruits Melia azedarach
title_fullStr C25 steroid epimers produced by Penicillium janthinellum, a fungus isolated from fruits Melia azedarach
title_full_unstemmed C25 steroid epimers produced by Penicillium janthinellum, a fungus isolated from fruits Melia azedarach
title_sort C25 steroid epimers produced by Penicillium janthinellum, a fungus isolated from fruits Melia azedarach
author Marinho,Andrey M. do Rosário
author_facet Marinho,Andrey M. do Rosário
Rodrigues-Filho,Edson
Ferreira,Antônio Gilberto
Santos,Lourivaldo S.
author_role author
author2 Rodrigues-Filho,Edson
Ferreira,Antônio Gilberto
Santos,Lourivaldo S.
author2_role author
author
author
dc.contributor.author.fl_str_mv Marinho,Andrey M. do Rosário
Rodrigues-Filho,Edson
Ferreira,Antônio Gilberto
Santos,Lourivaldo S.
dc.subject.por.fl_str_mv endophytic fungi
Melia azedarach
Penicillium janthinellum
neocyclocitrinols
topic endophytic fungi
Melia azedarach
Penicillium janthinellum
neocyclocitrinols
description A plant-derived fungus, Penicillium janthinellum, obtained from Melia azedarach, produced ergosterol and ergosterol 5alpha,8alpha-peroxide along with a mixture of rare C25 steroid epimers. The C25 steroids, named neocyclocitrinols, shows exactly the same tetracyclic ring system present in cyclocitrinol, which was isolated from a sponge-derived Penicillium citrinum, with the same bicyclo [4:4:1] skeleton at A/B rings, but showing different side chains. The P. janthinellum was cultivated over white corn and the three steroids were isolated by several silica gel based chromatographic procedures and identified by extensive NMR methods, mainly ¹H - 13C correlations and ¹H - ¹H COSY and TOCSY. The biosynthetic origin of the cyclocitrinols is also discussed.
publishDate 2005
dc.date.none.fl_str_mv 2005-11-01
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=S0103-50532005000800006
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532005000800006
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50532005000800006
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 Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Journal of the Brazilian Chemical Society v.16 n.6b 2005
reponame:Journal of the Brazilian Chemical Society (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Journal of the Brazilian Chemical Society (Online)
collection Journal of the Brazilian Chemical Society (Online)
repository.name.fl_str_mv Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv ||office@jbcs.sbq.org.br
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