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Macrocarpane, a new sesquiterpene skeleton from the leaves of Porcelia macrocarpa

Keywords: macrocarpane , spathulenol , steroids , sesquiterpenes , Porcelia macrocarpa

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Abstract:

The volatile oil and the hexane extract from the leaves of Porcelia macrocarpa (Warm.) R.E. Fries, Annonaceae, were submitted to chromatographic separations. Nine sesquiterpenes (alpha-cubebene, alpha-copaene, germacrene-D, bicyclogermacrene, gamma-cadinene, delta-cadinene, spathulenol, globulol and cis-cubenol) and one diterpene (phytol) were identified in the volatile oil (83.1 % in weight). Two sesquiterpenes (spathulenol and macrocarp-11(15)-en-8-ol), the latter with a novel skeleton, one diterpene (phytol) and two steroids (sistosta-5,25-dien-3beta-ol and sitosta-5,22,25-trien-3beta-ol) were isolated from the hexane extract. These compounds were characterized by 1H and 13C NMR spectroscopy, including bidimensional analysis and mass spectrometry.

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