薰鲁香中1个新的降三萜类化合物  

A new norolean triterpenoid from mastic

作　　者：安学瑞 冯亚萍 孙禹薇 杨鑫 刘伟 袁涛 AN Xuerui;FENG Yaping;SUN Yuwei;YANG Xin;LIU Wei;YUAN Tao(Xinjiang Key Laboratory of Clean Conversion and High Value Utilization of Biomass Resources,School of Chemistry and Chemical Engineering,Yili Normal University,Yining 835000,China;School of Health,Jiangxi Normal University,Nanchang 330022,China)

机构地区：[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]江西师范大学健康学院,江西南昌330022

出　　处：《中国中药杂志》2024年第23期6342-6351,共10页China Journal of Chinese Materia Medica

基　　金：国家自然科学基金项目(82060774);伊犁师范大学提升学科综合实力专项项目(22XKZZ08)。

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,IC_(50)为(7.44±0.49)μmol·L^(-1),强于阳性对照地塞米松[dexamethasone, IC_(50)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,IC_(50)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,IC_(50)分别为(16.13±1.69)、(27.40±1.81)、(10.01±0.10)μmol·L^(-1)。One new triterpenoid 17β-hydroxy-28-norolean-18-en-3-one(1)and three compounds with first reports of 2D NMR data 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),along with six known ones(5-10),were isolated from mastic by using various modern chromatographic separation methods.Their structures were determined based on HR-ESI-MS,IR,UV,NMR,quantum chemical calculation of NMR(qcc-NMR)and comparison with those reported in literature.Anti-inflammatory experiments showed that compound 1 significantly inhibited LPS-induced NO production in mouse monocyte macrophage RAW264.7 cells with an IC_(50) of(7.44±0.49)μmol·L^(-1),which was more potent than the positive control,dexamethasone[IC_(50)=(9.93±1.17)μmol·L^(-1)];compounds 2-3,5,9-10 showed some inhibitory effects,with IC_(50) values ranging from 14.82 to 28.82μmol·L^(-1).The anticancer experiments showed that compounds 4-5 and 7 could markedly inhibit the growth of human colon adenocarcinoma cells SW480 with IC_(50) values 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 

分 类 号：R284[医药卫生—中药学]