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Sociedade Brasileira de Química, SBQ, Journal of the Brazilian Chemical Society, 6(19), p. 1073-1077, 2008

DOI: 10.1590/s0103-50532008000600004

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

Journal article published in 2008 by Walmir Silva Garcez, Garcez,Walmir Silva, Fernanda Rodrigues Garcez ORCID, Garcez,Fernanda Rodrigues, Luzinátia Ramos Soares, Soares,Luzinátia Ramos
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

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.