中国中药杂志2024,Vol.49Issue(23) :6342-6351.DOI:10.19540/j.cnki.cjcmm.20240910.202

薰鲁香中1个新的降三萜类化合物

A new nortriterpenoid from mastic

安学瑞 冯亚萍 孙禹薇 杨鑫 刘伟 袁涛
中国中药杂志2024,Vol.49Issue(23) :6342-6351.DOI:10.19540/j.cnki.cjcmm.20240910.202

薰鲁香中1个新的降三萜类化合物

A new nortriterpenoid from mastic

安学瑞 1冯亚萍 1孙禹薇 1杨鑫 1刘伟 1袁涛2
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作者信息

  • 1. 伊犁师范大学化学化工学院新疆生物质资源清洁转化与高值利用重点实验室,新疆伊宁 835000
  • 2. 伊犁师范大学化学化工学院新疆生物质资源清洁转化与高值利用重点实验室,新疆伊宁 835000;江西师范大学健康学院,江西南昌 330022
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摘要

综合运用多种现代色谱分离方法从薰鲁香中分离得到10个化合物,通过HR-ESI-MS、IR、UV、NMR、量子化学计算核磁共振参数(qcc-NMR)等技术和文献对比,分别鉴定为17β-hydroxy-28-norolean-18-en-3-one(1)、28-norolean-12,17-dien-3,11-dione(2)、28-norolean-16,18-dien-3-one(3)、(24Z)-26-hydroxy-7,24-dientirucalla-3-one(4)、masticadienonic acid(5)、mastica-dienolic acid(6)、erythrodiol(7)、3β,28-dihydroxyoleana-11,13(18)-diene(8)、3-oxo-olean-9(11),12-dien-28-oic acid(9)、12-oleane-3,11-dione(10).其中,化合物1为新化合物,化合物2为新天然产物,化合物1~2、4、7~9均为首次从薰鲁香中分离得到.化合物1可显著抑制脂多糖(LPS)诱导的小鼠单核巨噬细胞RAW264.7中NO的产生,IC50为(7.44±0.49)μmol·L-1,强于阳性对照地塞米松[dexamethasone,IC50为(9.93±1.17)μmol·L-1],化合物2~3、5、9~10显示出一定的抑制效果,IC50在14.82~28.82μmol·L-1;化合物4~5、7可显著抑制人结肠腺癌细胞SW480的生长,IC50分别为(16.13±1.69)、(27.40±1.81)、(10.01±0.10)μmol·L-1.

Abstract

Ten compounds were separated by various modern chromatographic methods from mastic.They were identified by HR-ESI-MS,IR,UV,NMR,quantum chemical calculation of NMR (qcc-NMR) and comparison with reported data in literature as 17β-hydroxy-28-norolean-18-en-3-one (1),28-norolean-12,17-dien-3,11-dione (2),28-norolean-16,18-dien-3-one (3),(24Z)-26-hydroxy-7,24-dientirucalla-3-one (4),masticadienonic acid (5)、masticadienolic acid (6)、erythrodiol (7),3β,28-dihydroxyoleana-11,13(18)-diene (8),3-oxo-olean-9(11),12-dien-28-oic acid (9),and 12-oleane-3,11-dione (10).Among them,compound 1 was a novel compound and compound 2 was a novel natural product.Compounds 1-2,4,and 7-9 were isolated from mastic for the first time.Compound 1 significantly inhibited lipopolysaccharide-induced production of nitric oxide in mouse monocyte macrophage RAW264.7 cells with the IC50 of (7.44±0.49) μmol·L-1,which was more potent than the positive control,dexamethasone[IC50=(9.93±1.17) μmol·L-1].Compounds 2-3,5,and 9-10 also showed inhibitory effects,with the IC50 ranging from 14.82 to 28.82 μmol·L-1.Compounds 4-5,and 7 markedly inhibited the growth of human colon adenocarcinoma cells SW480,with the IC50 of (16.13±1.69),(27.40±1.81),and (10.01±0.10) μmol·L-1,respectively.

关键词

薰鲁香/化学成分/降三萜/抗炎/抗结直肠癌

Key words

mastic/chemical constituents/nortriterpenoid/anti-inflammatory/anti-colorectal cancer

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出版年

2024
中国中药杂志
中国药学会

中国中药杂志

CSTPCD北大核心
影响因子:1.718
ISSN:1001-5302
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