[关键词]
[摘要]
目的 研究大苞藤黄Garcinia bracteata叶化学成分。方法 采用正、反相硅胶柱色谱及高效液相色谱等多种技术进行分离纯化,并通过NMR、HR-ESI-MS以及量子化学计算鉴定化合物结构。通过CCK-8方法,评价了所有化合物对人非小细胞肺癌细胞A549体外抗增殖活性。结果 从大苞藤黄叶醋酸乙酯提取物中分离得到了12个化合物,分别鉴定为1,3,5-三羟基-5,6,7,8-四氢(口山)酮(1)、1,3-二羟基-5-羰基-5,6,7,8-四氢(口山)酮(2)、1,3,5,6-四羟基-8-异戊烯基缩酚酸环醚(3)、松脂醇(4)、对羟基苯丙烯酸(5)、3-甲氧基-4,4',5-三羟基联苯(6)、(2S)-2,9-巨豆二羟基-6-烯-1-酮(7)、(2R)-2,9-巨豆二羟基-6-烯-1-酮(8)、(5Z)-9-羟基-1,5-巨豆二烯-2-酮(9)、2-氧代-a-紫罗兰醇(10)、黑麦草内酯(11)、gardeterpenone A(12)。结论 化合物1、2为新的(口山)酮类化合物,化合物3为新的缩酚酸类化合物,分别命名为大苞藤黄甲素、大苞藤黄乙素和大苞藤黄丙素(garbractinones A−C);化合物7~10为降倍半萜类化合物,化合物11、12为单萜类化合物,均是首次从大苞藤黄叶中分离得到。所有化合物(50 mmol/L)对A549细胞没有表现明显的抗增殖活性,其抑制率小于50%。
[Key word]
[Abstract]
Objective To study the chemical constituents of the leaves of Garcinia bracteata. Methods The chemical constituents were isolated and purified by positive and reversed phase silica gel column chromatography and high performance liquid chromatography, and their structures were elucidated using NMR, HR-ESI-MS, and quantum chemical calculation. The anti-proliferative activity of all isolated compounds on human non-small cell lung cancer cell A549 was evaluated by CCK-8 method.Results A total of 12 compounds were isolated from the ethyl acetate extract of G. bracteata and identified as 1,3,5-trihydroxy-5,6,7,8-tetrahydroxanthone (1), 1,3-dihydroxy-5-oxo-5,6,7,8-tetrahydroxanthone (2), 1,3,5,6-tetrahydroxy-8-prenyl-depsidone (3), pinoresinol (4), 3-(4-hydroxyphenyl) acrylic acid (5), [1,1'-biphenyl]-3- methoxy-4,4',5-triol (6), (2S)-2,9-dihydroxy-megastigm-6-en-1-one (7), (2R)-2,9-dihydroxy-megastigm-6-en-1-one (8), (5Z)-9-hydroxy-1,5-megastigmadien-2-one (9), 2-oxo-α-ionol (10), loliolide (11), and gardeterpenone A (12). Conclusion Compounds 1 and 2 are new tetrahydroxanthones, and compound 3 is a new depsidone. These compounds are named as garbractinones A—C. Compounds 7—10 are nor-sesquiterpenoids, and compounds 11—12 are monoterpenoids, all of which were isolated from the leaves of G. bracteata for the first time. At a concentration of 50 mmol/L, all isolated compounds showed no obvious anti-proliferative activity on human non-small cell lung cancer cell A549, and their inhibition rate was less than 50%.
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[基金项目]
国家重点研发项目(2022YFC3502200)