Natural Products from the Gorgonian Lophogorgia punicea: Isolation and Struture Elucidation of an Unusual 17-Hydroxy Sterol

The natural products chemistry of the gorgonian Lophogorgia punicea, collected on the Southeast Brazilian coast, were investigated for the first time. Gas chromatography - mass spectral analysis of the monohydroxylated sterol mixture revealed the presence of nine common C26 to C29 cholestane derivatives. A detailed study of the crude extract of Lophogorgia punicea led to the isolation of hydroquinone and a new polyhydroxylated sterol named punicin (1). The structure of punicin was determined by interpretation of spectral data including 2D NMR and HRFABMS. Punicin is an unprecedented sterol possessing a C-17 hydroxyl group, a feature uncommon in marine organisms.

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Main Authors: Epifanio,Rosângela de A., Maia,Lenize F., Pinto,Angelo C., Hardt,Ingo, Fenical,William
Format: Digital revista
Language:English
Published: Sociedade Brasileira de Química 1998
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531998000200012
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spelling oai:scielo:S0103-505319980002000122005-12-12Natural Products from the Gorgonian Lophogorgia punicea: Isolation and Struture Elucidation of an Unusual 17-Hydroxy SterolEpifanio,Rosângela de A.Maia,Lenize F.Pinto,Angelo C.Hardt,IngoFenical,William Gorgonacea Octocorallia Lophogorgia punicea 17-hydroxysterol The natural products chemistry of the gorgonian Lophogorgia punicea, collected on the Southeast Brazilian coast, were investigated for the first time. Gas chromatography - mass spectral analysis of the monohydroxylated sterol mixture revealed the presence of nine common C26 to C29 cholestane derivatives. A detailed study of the crude extract of Lophogorgia punicea led to the isolation of hydroquinone and a new polyhydroxylated sterol named punicin (1). The structure of punicin was determined by interpretation of spectral data including 2D NMR and HRFABMS. Punicin is an unprecedented sterol possessing a C-17 hydroxyl group, a feature uncommon in marine organisms.info:eu-repo/semantics/openAccessSociedade Brasileira de QuímicaJournal of the Brazilian Chemical Society v.9 n.2 19981998-04-01info:eu-repo/semantics/articletext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531998000200012en10.1590/S0103-50531998000200012
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country Brasil
countrycode BR
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databasecode rev-scielo-br
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region America del Sur
libraryname SciELO
language English
format Digital
author Epifanio,Rosângela de A.
Maia,Lenize F.
Pinto,Angelo C.
Hardt,Ingo
Fenical,William
spellingShingle Epifanio,Rosângela de A.
Maia,Lenize F.
Pinto,Angelo C.
Hardt,Ingo
Fenical,William
Natural Products from the Gorgonian Lophogorgia punicea: Isolation and Struture Elucidation of an Unusual 17-Hydroxy Sterol
author_facet Epifanio,Rosângela de A.
Maia,Lenize F.
Pinto,Angelo C.
Hardt,Ingo
Fenical,William
author_sort Epifanio,Rosângela de A.
title Natural Products from the Gorgonian Lophogorgia punicea: Isolation and Struture Elucidation of an Unusual 17-Hydroxy Sterol
title_short Natural Products from the Gorgonian Lophogorgia punicea: Isolation and Struture Elucidation of an Unusual 17-Hydroxy Sterol
title_full Natural Products from the Gorgonian Lophogorgia punicea: Isolation and Struture Elucidation of an Unusual 17-Hydroxy Sterol
title_fullStr Natural Products from the Gorgonian Lophogorgia punicea: Isolation and Struture Elucidation of an Unusual 17-Hydroxy Sterol
title_full_unstemmed Natural Products from the Gorgonian Lophogorgia punicea: Isolation and Struture Elucidation of an Unusual 17-Hydroxy Sterol
title_sort natural products from the gorgonian lophogorgia punicea: isolation and struture elucidation of an unusual 17-hydroxy sterol
description The natural products chemistry of the gorgonian Lophogorgia punicea, collected on the Southeast Brazilian coast, were investigated for the first time. Gas chromatography - mass spectral analysis of the monohydroxylated sterol mixture revealed the presence of nine common C26 to C29 cholestane derivatives. A detailed study of the crude extract of Lophogorgia punicea led to the isolation of hydroquinone and a new polyhydroxylated sterol named punicin (1). The structure of punicin was determined by interpretation of spectral data including 2D NMR and HRFABMS. Punicin is an unprecedented sterol possessing a C-17 hydroxyl group, a feature uncommon in marine organisms.
publisher Sociedade Brasileira de Química
publishDate 1998
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531998000200012
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