木莲叶中具有生物活性的柠檬苦素类成分。
Bioactive Limonoid Constituents of Munronia henryi.
机构信息
†The Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, Guiyang 550002, People's Republic of China.
‡Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang 550025, People's Republic of China.
出版信息
J Nat Prod. 2015 Apr 24;78(4):811-21. doi: 10.1021/np501057f. Epub 2015 Mar 23.
Fourteen new limonoids, munronins A-N (1-14), and eight known limonoids (15-22) were isolated from the whole plants of Munronia henryi. The structures of the new compounds were elucidated by 2D NMR spectroscopy and mass spectrometry, and the structure of 8 was confirmed by single-crystal X-ray diffraction analysis. Compound 1 represents the first limonoid found with a novel 7-oxabicyclo[2.2.1]heptane moiety produced by incorporating C-11 and C-14 via an oxygen atom. All compounds were evaluated for their anti-tobacco mosaic virus (TMV) activity and in vitro cytotoxicity against the human cancer HL-60, SMMC-7721, A-549, MCF-7, and SW-480 cell lines. Among them, compounds 2, 8, 9, 10, 11, 12, 18, and 20 showed significant anti-TMV activity, with IC50 values in the range 19.6-44.4 μg/mL. Compounds 1 and 18 exhibited cytotoxic effects for all five cancer cell lines, with IC50 values between 0.4 and 4.8 μM.
从毛瑞桐全株中分离得到 14 个新的柠檬苦素类化合物（1-14）和 8 个已知的柠檬苦素类化合物（15-22）。通过二维 NMR 光谱和质谱解析了新化合物的结构，并通过单晶 X 射线衍射分析确定了 8 的结构。化合物 1 代表了第一个通过氧原子将 C-11 和 C-14 连接起来，形成新型 7-氧杂双环[2.2.1]庚烷部分的柠檬苦素类化合物。所有化合物均进行了抗烟草花叶病毒（TMV）活性和体外细胞毒性评价，对人癌细胞 HL-60、SMMC-7721、A-549、MCF-7 和 SW-480 细胞系的活性进行了评价。其中，化合物 2、8、9、10、11、12、18 和 20 对 TMV 具有显著的抑制活性，IC50 值在 19.6-44.4 μg/mL 范围内。化合物 1 和 18 对所有五种癌细胞系均表现出细胞毒性作用，IC50 值在 0.4-4.8 μM 之间。
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