诺丽种子的化学成分及其抗炎活性研究
收稿日期: 2023-09-11
修回日期: 2023-11-16
网络出版日期: 2023-12-08
基金资助
国家自然科学基金(22367008); 国家自然科学基金(21662012); 海南省院士创新平台(YSPTZX202030); 中央引导地方科技发展专项(ZY2022HN08); 海南师范大学“大学生创新创业训练计划”(HSCX2023-17)
Studies on the Chemical Constituents from the Seeds of Noni and Their Anti-inflammatory Bioactivity
Received date: 2023-09-11
Revised date: 2023-11-16
Online published: 2023-12-08
Supported by
National Natural Science Foundation of China(22367008); National Natural Science Foundation of China(21662012); Innovation Platform for Academicians of Hainan Province(YSPTZX202030); Central Government Guides Local Science and Technology Development(ZY2022HN08); Hainan Normal University “Innovative Entrepreneurship Training Program for College Students”(HSCX2023-17)
从诺丽种子中分离纯化得到一个新的倍半木脂素moricitan A (1), 一个新天然产物4-甲氧基异美洲素A (2), 一个新的蒽醌2,4-二羟基-3,8-二甲氧基-7-(甲氧基甲基)-9,10-蒽二酮(7)和7个已知的化合物3~6和8~10, 其结构通过多种现代波谱技术进行确定, 化合物1的绝对构型通过圆二色谱(ECD)计算确定. 评价了所有化合物对脂多糖(LPS)诱导小鼠巨噬细胞RAW264.7产生一氧化氮(NO)的抑制作用, 化合物1和9'-ethyl americanol A (3)表现出较好的抗炎活性, 其IC50分别为(2.52±0.22)和(5.46±0.89) μmol/L, 强于阳性对照地塞米松[IC50为(65.39±1.02) μmol/L].
魏琴芝 , 余章昕 , 徐盟 , 徐伟 , 岑福凌 , 张雅琦 , 李小宝 , 陈光英 . 诺丽种子的化学成分及其抗炎活性研究[J]. 有机化学, 2024 , 44(4) : 1357 -1362 . DOI: 10.6023/cjoc202309010
A new sesquineolignan moricitan A (1), a new natural product 4-methoxy isoamericanin A (2), a new anthraquinone 1,3-dihydroxy-2,5-dimethoxy-6-(methoxymethyl)anthracene-9,10-dione (7), and seven known compounds 3~6 and 8~10 were obtained from the seeds of Noni. The structures were elucidated using comprehensive spectroscopic methods, and the absolute configuration of 1 was established based on quantum-chemical electronic circular dichroism calculations. The inhibitory activity of all the compounds on NO production in lipopolysaccharide-induced (LPS) mouse leukemia cells of monocyte macrophage (RAW 264.7) cells was evaluated. Compound 1 and 9'-ethyl americanol A (3) exhibited stronger anti-inflam- matory activity in vitro with IC50 values of (2.52±0.22) and (5.46±0.89) μmol/L to that of dexamethasone [IC50=(65.39±1.02) μmol/L], respectively.
Key words： Morinda citrifolia; Noni; lignan; anthraquinone; anti-inflammatory
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