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[摘要]
目的 研究番荔枝Annona squamosa种子的化学成分。方法 利用常压硅胶柱、中压制备液相与高压制备液相色谱等现代仪器方法进行分离纯化,结合化合物的理化性质和紫外、核磁、质谱数据鉴定化合物结构。结果 从番荔枝种子超临界CO2提取物中分得10个邻双四氢呋喃型番荔枝内酯类化合物,分别鉴定为3-[(13R)-13-[(2R,2'R,5R,5'R)-5'-[(1S)-1,5-二羟基壬基]八氢[2,2'-双呋喃]-5-基]13-羟基十三烷基]-5-甲基-2(5H)-呋喃酮(1)、3-[(2R,9R)-2,9-二羟基-9-[(2R,2'R,5R,5'R)-八氢-5'-[(1S)-1-羟基十五烷基][2,2'-双呋喃]-5-基]壬基]-5-甲基-2(5H)-呋喃酮(2)、6-羟基-去乙酰紫玉盘辛素(3)、6-羟基-4-去氧-番荔枝太辛(4)、bullanin(5)、10-羟基-巴婆双呋内酯(6)、刺叶番荔枝素A(7)、多鳞番荔枝辛素I(8)、多鳞番荔枝辛素C(9)、番荔辛I(10)。结论 化合物1和2为新化合物,分别命名为28-羟基-番荔枝素L和4-羟基-番荔枝素Y,化合物3~7为首次从番荔枝中分离得到。
[Key word]
[Abstract]
Objective To study the chemical constituents from the seeds of Annona squamosa. Methods Modern methods such as silica gel column and preparation liquid phase were used to isolate and purify the components of annonaceous acetogenins from the seeds of A. squamosa. The structures of the compounds were identified by their physico-chemical properties, UV, NMR and mass spectrometry data. Results Ten adjacent bistetrahydrofuran annonaceous acetogenins were isolated from CO2 supercritical extract of the seeds from A. squamosa. They were 3-((13R)-13-((2R,2'R,5R,5'R)-5'-((1S)-1,5-dihydroxynonyl) octahydro-[2,2'-bifuran]-5-yl)-13-hydroxytridecyl)-5-methylfuran-2 (5H)-one (1), 3-((2R,9R)-2,9-dihydroxy-9-((2R,2'R,5R,5'R)-5'-((S)-1-hydroxypentadecyl) octahydro-[2,2'-bifuran]-5-yl) nonyl)-5-methylfuran-2 (5H)-one (2), 6-hydroxy-desacetyl-uvaricin (3), 6-hydroxy-4-deoxy-squamotacin (4), bullanin (5), 10-hydroxy-asimicin (6), folianin A (7), annosquacin I (8), annosquacin C (9), and squamocin I (10). Conclusion Compounds 1 and 2 are two new compounds named as 28-hydroxy-squamocin L (1) and 4-hydroxy-squamocin Y (2), respectively. Compounds 3-7 are isolated from A. squamosa for the first time.
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[基金项目]
国家自然科学基金资助项目(81573577,81403082,81274057)