Pech Gwendoli G, Brito Wendy F, Mena Gonzalo J, Quijano Leovigildo
Departamento de Química Orgánica, Facultad de Química, Universidad Autónoma de Yucatán, Mérida, México.
Z Naturforsch C J Biosci. 2002 Sep-Oct;57(9-10):773-6. doi: 10.1515/znc-2002-9-1002.
The rare lupene derivative named resinone has only been isolated before from Fluorensia resinosa. We now report the isolation of this compound from the bark of the new recently described Acacia cedilloi (Fabaceae), and the revision of its structure to 16beta-hydroxylup-20(29)-en-3-one, based on NMR and MS spectral data. The detailed 1H and 13C NMR assignments of resinone and its acetate achieved by 1D and 2D NMR experiments (including DEPT, COSY, HMQC and HMBC) are reported. In addition, the study of A. cedilloi and A. gaumeri afforded the known related lupenes lupeol and lupenone, the acyclic squalene, the sterols beta-sitosterol, stigmasta-7,22-dien-3beta-ol (spinasterol) and stigmasta-5,22,25-trien-3beta-ol (22-dehydroclerosterol) as well as alpha-tocopherol and beta-carotene.
这种名为树脂酮的稀有羽扇豆烯衍生物此前仅从树脂叶弗洛伦西亚中分离得到。我们现在报告从新描述的金合欢属植物(豆科)的树皮中分离出该化合物,并根据核磁共振(NMR)和质谱(MS)光谱数据将其结构修订为16β-羟基羽扇-20(29)-烯-3-酮。报告了通过一维和二维核磁共振实验(包括DEPT、COSY、HMQC和HMBC)对树脂酮及其乙酸酯进行的详细的¹H和¹³C核磁共振归属。此外,对西迪洛伊金合欢和高梅里金合欢的研究还得到了已知的相关羽扇豆烯羽扇豆醇和羽扇豆酮、无环角鲨烯、甾醇β-谷甾醇、豆甾-7,22-二烯-3β-醇(菠菜甾醇)和豆甾-5,22,25-三烯-3β-醇(22-脱氢麦角甾醇)以及α-生育酚和β-胡萝卜素。