Hexahydrobenzofuranoid neolignans from an Aniba species |
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| Authors: | Ligia MV Trevisan Massayoshi Yoshida Otto R Gottlieb |
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| Institution: | 1. Instituto de Química, Universidade Estadual Paulista, 14800 Araraquara, SP, Brazil;2. Instituto de Química, Universidade de São Paulo, 05508 São Paulo, SP, Brazil |
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| Abstract: | The trunk wood of an Amazonian Aniba species contains three novel neolignans: (2R, 3R, 3aS, 5R)-3a-allyl-5-methoxy-2-(3,4,5-trimethoxyphenyl)-3-methyl-2,3,3a,4,5,6-hexahydro-6-oxobenzofuran (canellin-D), (2R,3R,3aS,5R)-3a-allyl-5,7-dimethoxy-2-(3-methoxy-4,5-methylenedioxyphenyl)-3-methyl-2,3,3a,4,5,6-hexahydro-6-oxobenzofuran (canellin-E) and (2S,3S,3aS,5R)-3a-allyl-5-methoxy-2-(3-methoxy-4,5-methylenedioxyphenyl)-3-methyl-2,3,3a,4,5,6-hexahydro-6-oxobenzofuran (armenin-C). The absolute stereochemistries of these and of all other known hexahydro-6-oxobenzofurans were determined by CD comparisons with model compounds. |
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| Keywords: | Lauraceae trunk wood neolignans porosin canellin-B armenin |
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