16,17-Seco- and 2,3:16,17-di-Seco-pregnanes from Guarea guidonia

16,17-Seco- and 2,3:16,17-di-Seco-pregnanes from Guarea guidonia

Two new seco- and di-seco-pregnanes, 2α,3β-dihydroxy-16,17-seco-pregn-17-ene-16-oic acid methyl ester 2β,19-hemiketal (1) and 2,3:16,17-di-seco-pregn-17-ene-3-oic acid-16-oic acid methyl ester-19-hydroxy-2-carboxylic acid-2,19-lactone (2), have been obtained from the trunk bark of Guarea guidonia. Their structures have been established by a combination of 1D- and 2D-NMR spectroscopic techniques and MS data. The unique seco- and di-seco-pregnane carbocyclic skeletal types as found in compounds 1 and 2 are being reported in the Meliaceae for the first time as well as the occurrence of pregnanes in the genus Guarea.

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Bibliographic Details
Main Authors: Garcez,Walmir Silva, Garcez,Fernanda Rodrigues, Soares,Luzinátia Ramos
Format: Digital revista
Language:English
Published: Sociedade Brasileira de Química 2008
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532008000600004
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spelling oai:scielo:S0103-505320080006000042008-09-1216,17-Seco- and 2,3:16,17-di-Seco-pregnanes from Guarea guidoniaGarcez,Walmir SilvaGarcez,Fernanda RodriguesSoares,Luzinátia Ramos Guarea guidonia Meliaceae seco-pregnane di-seco-pregnane Two new seco- and di-seco-pregnanes, 2α,3β-dihydroxy-16,17-seco-pregn-17-ene-16-oic acid methyl ester 2β,19-hemiketal (1) and 2,3:16,17-di-seco-pregn-17-ene-3-oic acid-16-oic acid methyl ester-19-hydroxy-2-carboxylic acid-2,19-lactone (2), have been obtained from the trunk bark of Guarea guidonia. Their structures have been established by a combination of 1D- and 2D-NMR spectroscopic techniques and MS data. The unique seco- and di-seco-pregnane carbocyclic skeletal types as found in compounds 1 and 2 are being reported in the Meliaceae for the first time as well as the occurrence of pregnanes in the genus Guarea.info:eu-repo/semantics/openAccessSociedade Brasileira de QuímicaJournal of the Brazilian Chemical Society v.19 n.6 20082008-01-01info:eu-repo/semantics/articletext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532008000600004en10.1590/S0103-50532008000600004
institution SCIELO
collection OJS
country Brasil
countrycode BR
component Revista
access En linea
databasecode rev-scielo-br
tag revista
region America del Sur
libraryname SciELO
language English
format Digital
author Garcez,Walmir Silva
Garcez,Fernanda Rodrigues
Soares,Luzinátia Ramos
spellingShingle Garcez,Walmir Silva
Garcez,Fernanda Rodrigues
Soares,Luzinátia Ramos
16,17-Seco- and 2,3:16,17-di-Seco-pregnanes from Guarea guidonia
author_facet Garcez,Walmir Silva
Garcez,Fernanda Rodrigues
Soares,Luzinátia Ramos
author_sort Garcez,Walmir Silva
title 16,17-Seco- and 2,3:16,17-di-Seco-pregnanes from Guarea guidonia
title_short 16,17-Seco- and 2,3:16,17-di-Seco-pregnanes from Guarea guidonia
title_full 16,17-Seco- and 2,3:16,17-di-Seco-pregnanes from Guarea guidonia
title_fullStr 16,17-Seco- and 2,3:16,17-di-Seco-pregnanes from Guarea guidonia
title_full_unstemmed 16,17-Seco- and 2,3:16,17-di-Seco-pregnanes from Guarea guidonia
title_sort 16,17-seco- and 2,3:16,17-di-seco-pregnanes from guarea guidonia
description Two new seco- and di-seco-pregnanes, 2α,3β-dihydroxy-16,17-seco-pregn-17-ene-16-oic acid methyl ester 2β,19-hemiketal (1) and 2,3:16,17-di-seco-pregn-17-ene-3-oic acid-16-oic acid methyl ester-19-hydroxy-2-carboxylic acid-2,19-lactone (2), have been obtained from the trunk bark of Guarea guidonia. Their structures have been established by a combination of 1D- and 2D-NMR spectroscopic techniques and MS data. The unique seco- and di-seco-pregnane carbocyclic skeletal types as found in compounds 1 and 2 are being reported in the Meliaceae for the first time as well as the occurrence of pregnanes in the genus Guarea.
publisher Sociedade Brasileira de Química
publishDate 2008
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532008000600004
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AT garcezfernandarodrigues 1617secoand231617disecopregnanesfromguareaguidonia
AT soaresluzinatiaramos 1617secoand231617disecopregnanesfromguareaguidonia
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