Shi Yu-Sheng, Li Li, Liu Yun-Bao, Ma Shuang-Gang, Li Yong, Qu Jing, Liu Quan, Shen Zhu-Fang, Chen Xiao-Guang, Yu Shi-Shan
a State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College , Beijing 100050 , China.
J Asian Nat Prod Res. 2015;17(11):1039-47. doi: 10.1080/10286020.2015.1070146. Epub 2015 Oct 14.
Three new compounds (1-3), together with six known compounds (4-9), were isolated from the fruits of Xanthium sibiricum. The structures and the absolute configurations of sibiricumthionol (1), (+)-(5Z)-6-methyl-2-ethenyl-5-hepten-1,2,7-triol [(+)-2], ( - )-(5Z)-6-methyl-2-ethenyl-5-hepten-1,2,7-triol [( - )-2], (2E,4E,1'S, 2'R, 4'S, 6'R)-dihydrophaseic acid (3), (+)-xanthienopyran [(+)-4] and ( - )-xanthienopyran [( - )-4] were established by extensive spectroscopic analyses, X-ray crystallographic analysis, ECCD analysis and ECD calculations. Caffeic acid (7) and caffeic acid ethyl ester (8) weekly inhibited α-glucosidase enzymatic activity by 44.5% and 40.2%, respectively, at 40 μM. Protocatechuic acid (9) selectively exhibited cytotoxicity against HepG2 cell lines, with an IC50 value of 2.92 μM.
从苍耳果实中分离出三种新化合物（1-3）以及六种已知化合物（4-9）。通过广泛的光谱分析、X射线晶体学分析、电子圆二色光谱（ECCD）分析和电子圆二色光谱（ECD）计算确定了西伯利亚硫醇（1）、（+）-（5Z）-6-甲基-2-乙烯基-5-庚烯-1,2,7-三醇[（+）-2]、（-）-（5Z）-6-甲基-2-乙烯基-5-庚烯-1,2,7-三醇[（-）-2]、（2E,4E,1'S,2'R,4'S,6'R）-二氢相酸（3）、（+）-苍耳并吡喃[（+）-4]和（-）-苍耳并吡喃[（-）-4]的结构和绝对构型。咖啡酸（7）和咖啡酸乙酯（8）在40μM时分别对α-葡萄糖苷酶的酶活性有较弱抑制作用，抑制率分别为44.5%和40.2%。原儿茶酸（9）对肝癌细胞系HepG2具有选择性细胞毒性，半数抑制浓度（IC50）值为2.92μM。
