Chemical investigation of Cycas aenigma, a plant endemic to the Philippines, led to the isolation of a rare neolignan, 2-[2-hydroxy-5-(3-hydroxypropyl)-3-methoxyphenyl]-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol (1), pinoresinol (2), and fatty alcohols (3) from the leaflets;andtriglycerols (4), and a mixture of β-sitosterol (5a) and stigmasterol (5b) from the petiole and rachis. The structure of 1 was elucidated by extensive 1D and 2D NMR spectroscopy, while those of 2-5b were identified by comparison of their 1H and/or 13C NMR data with literature data.
Key words: Cycas lacrimans, Cycadaceae, 2-[2-hydroxy-5-(3-hydroxypropyl)-3-methoxyphenyl] -1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol, pinoresinol, fatty alcohols, triacylglycerols, β-sitosterol, stigmasterol
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