大狼毒根茎中对胰腺癌SW1990细胞具有毒性的二萜  

Diterpenoids with Cytotoxicity for Pancreatic Cancer SW1990 Cells from the Rhizomes of Euphorbia jolkinii Boiss

作　　者：朱红波 王吉 胡炜彦 周堂 林芷淇 张荣平 耿长安[3] 陈兴龙 Hongbo Zhu;Ji Wang;Weiyan Hu;Tang Zhou;Zhiqi Lin;Rongping Zhang;Chang'an Geng;Xinglong Chen(School of Chinese Materia Medica&Yunnan Key Laboratory of Southern Medicine Utilization,Yunnan University of Chinese Medicine,Kunming 650500;School of Pharmaceutical Science&Yunnan Key Laboratory of Pharmacology for Natural Products,Kunming Medical University,Kunming 650500;State Key Laboratory of Phytochemistry and Plant Resources in West China,Kunming Institute of Botany,Chinese Academy of Sciences,Kunming 650201)

机构地区：[1]云南中医药大学中药学院暨云南省南药可持续利用研究重点实验室,昆明650500 [2]昆明医科大学药学院暨云南省天然药物药理重点实验室,昆明650500 [3]中国科学院昆明植物研究所植物化学与西部植物资源可持续利用国家重点实验室,昆明650201

出　　处：《有机化学》2024年第6期1929-1937,共9页Chinese Journal of Organic Chemistry

基　　金：云南省基础研究计划(No.202201AU070166);“云岭学者”支持计划(No.YNWR-YLXZ-2019-019);云南省教育厅科学研究基金(No.2023Y0455);云南省科技厅社会发展专项(No.202303AC100025);云南省南药可持续利用研究重点实验室开放课题(No.202105AG070012XS23015)

摘　　要：采用硅胶柱色谱、MCI柱色谱、Sephadex LH-20柱色谱和半制备高效液相色谱等分离方法对大狼毒根茎的化学成分进行研究,通过高分辨电喷雾电离质谱(HR-ESI-MS)、核磁共振(NMR)和计算电子圆二色谱(ECD)等方法鉴定了8个二萜类成分,包括2个新的对映松香烷型二萜类化合物(1~2)、4个已知对映松香烷型二萜(3~6)和2个已知续随子烷型二萜(7~8).(7R,8S)-7,8-二羟基-17-降碳对映松香烷-13(14)-烯-15-酮(1)为C-17位降碳的松香烷型二萜类成分,化合物2为松香烷型二萜内酯类成分.细胞毒活性筛选表明,化合物7对胰腺癌SW1990细胞具有明显的毒性,IC50为(44.97±9.16)μmol/L;并且能剂量依赖性地促进SW1990细胞的前期凋亡,通过降低胰腺癌细胞内抑制凋亡蛋白Bcl-2的表达发挥抑制肿瘤细胞作用.The chemcal constituents of the rhizomes of Euphorbia jolkinii were studied by silica gel column,MCI column,Sephadex LH-20 column,and semi-preparative high performance liquid chromatography.Eight diterpenoids were identified by high resolution electrospray ionization mass spectroscopy(HR-ESI-MS),nuclear magnetic resonance(NMR),and caculated electrostatic circular dichroism(ECD)methods including two udescribed ent-abietane diterpenoids(1~2),four known ent-abietane diterpenoids(3~6),and two reported lathyrane diterpenoids(7~8).(7R,8S)-7,8-Dihydroxy-17-nor-ent-abieta-13(14)-en-15-one(1)was a C(17)-nor-ent-abietane diterpenoid and 2 was a new ent-abietane diterpenoid lactone.Cytotoxic activity assays showed that compound 7 displayed obvious toxicity to pancreatic cancer SW1990 cells whose IC50 was(44.97±9.16)μmol/L.Moreover,it cound promote the preapoptosis of SW1990 cells in a dose-dependent manner,and played a role in inhibiting tumor cells by decreasing the expressions of the intracellular anti-apoptotic protein Bcl-2.

关 键 词：大狼毒 对映松香烷型二萜 续随子烷型二萜 SW1990细胞 细胞毒性 BCL-2 

分 类 号：R285[医药卫生—中药学] O657[医药卫生—中医学]