藏药小叶毛球莸中对映-贝壳杉烯型二萜类成分研究Two en-kaurene diterpenoids from Tibetan medicine Caryopteris toroetii
确生;赵玉英;周勇;张庆英;
QUE Sheng1,2,ZHAO Yuying1,ZHOU Yong1,ZHANG Qingying1(1.Department of Natural Medicines,School of Pharmaceutical Sciences,Peking University Health Science Center,Beijing 100191,China;2.Department of Chemistry,Minorities Teachers College,Qinghai Teachers University,Xining 810008,China)
摘要(Abstract):
目的:研究藏药小叶毛球莸的化学成分。方法:采用溶剂法和色谱法提取分离化学成分,并用波谱方法鉴定化学成分结构。结果:从藏药小叶毛球莸中分离得到2个对映-贝壳杉烯型二萜类化合物:冬凌草甲素(1)和nodosin(2),并首次报道了该两个化合物在甲醇(CD3OD)中的1H和13C-NMR数据。结论:对映-贝壳杉烯型二萜类化合物为首次从莸属植物中分离得到。
Objective: To study the chemical constituents of Tibetan medicine Caryopteris toroetii.Method: The crude drug was extracted with 95% EtOH and isolated by repeated chromatographic methods.The structures of the isolated compounds were elucidated on the basis of spectral analysis.Result: Two en-kaurene diterpenoid compounds: oridonin(1) and nodosin(2),were obtained from C.toroetii and their 1H and 13C-NMR data in CD3OD were reported for the first time.Conclusion: The en-kaurene diterpenoid compounds were obtained from genus Caryopteris for the first time.
关键词(KeyWords):
藏药;莸属;小叶毛球莸;对映-贝壳杉烯型二萜;冬凌草甲素;nodosin
Tibetan medicine;Caryopteris;Caryopteris toroetii;en-kaurene diterpenoid;oridonin;nodosin
基金项目(Foundation): 国家自然科学基金项目(20872006)
作者(Authors):
确生;赵玉英;周勇;张庆英;
QUE Sheng1,2,ZHAO Yuying1,ZHOU Yong1,ZHANG Qingying1(1.Department of Natural Medicines,School of Pharmaceutical Sciences,Peking University Health Science Center,Beijing 100191,China;2.Department of Chemistry,Minorities Teachers College,Qinghai Teachers University,Xining 810008,China)
参考文献(References):
- [1]居.迷旁加羊南坚嘉措.迷旁医著[M].成都:四川民族出版社,1992:292.
- [2]江苏新医学院.中药大辞典[M].上海:上海科技出版社,1986:2704.
- [3]确生,赵玉英,张庆英.藏药小叶毛球莸化学成分研究[J].中国中药杂志,2008,33(22):2639.
- [4]张典瑞,任天池.冬凌草甲素的药学研究进展[J].中国药学杂志,2003,38(11):817.
- [5]Ouang J,Wu L,Tashiro S,et al.Reactive oxygen species medi-ate oridonin-induced HepG2 apoptosis through p53,MAPK,andmitochondrial signaling pathways[J].J Pharm Sci,2008,107(4):370.
- [6]Hu,A P,Du,J M,Li,J Y,et al.Oridonin promotes CD4+/CD25+Treg differentiation,modulates Th1/Th2 balance and in-duces HO-1 in rat splenic lymphocytes[J].Inflamm Res,2008,57(7):340.
- [7]Hu,HZ,Yang Y B,Xu X D,et al.Oridonin induces apoptosisvia PI3K/Akt pathway in cervical carcinoma HeLa cell line[J].Acta Pharm Sin,2007,28(11):1819.
- [8]Zhou G B,Kang H,Wang L,et al.Oridonin,a diterpenoid ex-tracted from medicinal herbs,targets AML1-ETO fusion proteinand shows potent antitumor activity with lowadverse effects on theleukemiain vitroandin vivo[J].Blood,2007,109(8):441.
- [9]孙汉董,许云龙,姜北.香茶菜属植物二萜类化合物[M].北京:科学出版社,2001.
- [10]孔漫,汪茂田.香茶菜属二萜的2DNMR研究[J].波谱学杂志,1993,10(3):309.
- [11]Lu YB,Sun C R,Pan YJ.Isolation and purification of oridoninfromRabdosia rubescensusing upright counter-current chromatog-raphy[J].J Sep Sci,2006,29:314.
- [12]Meng X J,Wang Q G,Chen Y Z.Diterpenoids fromRobdosiajaponica[J].Phytochemistry,1989,28(4):1163.
- [13]Fujita E,Taoka M.Terpenoids XX the structure and absoluteconfiguration of lasiokaurine and lasiodonin,new diterpenoidsfromIsodon lasiocarpus(Hayata)kudo[J].Chem Pharm Bull,1972,20(8):1752.
- [14]Fujita E,Fujita T,Katayama H,et al.Terpenoids XV.Struc-ture and absolute configuration of oridonin isolated fromIsodon ja-ponicusandIsodon tricocarpus[J].J Chem Soc(C),1970:1674.
- [15]Fujita E,Fujita T,Katayama H,et al.Oridonin,a newditerpe-noid fromIsodonspecies[J].Chem Commun,1967:252.
- [16]Osawa K,Yasuda H,Maruyama T,et al.An investigation ofditerpenes from the leaves ofRabdosia trichocarpaand their anti-bacterial activity against microorganisms[J].Chem Pharm Bull,1994,420(4):922.
- [17]丁兰,王炜,汪涛,等.甘肃产蓝萼香茶菜二萜化学成分研究[J].广西植物,2008,28(2):265.
- [18]Liu HM,Yan X B,Kiuchi F,et al.A newditerpene glycosidefromRabdosia rubescens[J].Chem Pharm Bull,2000,48(1):148.
- [19]河南省医学科学研究所药理药化组,河南医学院化学教研组,云南省植物研究所植化室,等.一种新的抗肿瘤物质冬凌草素[J].科学通报,1978,1:53.
- [20]河南省医学科学研究所药理药化组,河南医学院化学教研组,云南省植物研究所植化室,等.冬凌草素的化学及药理作用研究1.冬凌草素的分离与鉴定[J].中草药通讯,1977,10:5.
- [21]Wang X R,Hu HP,Wang HP,et al.Nervosanin Aand B andent-kauranoids fromIsodon nervosus[J].Phytochemistry,1994,37(5):1367.
- [22]李广义,宋万志,李庆义,等.溪黄草二萜成分的研究[J].中药通报,1984,9(5):221.
- [23]Takada Y,Matsumoto T,Longirabdolide C.a new diterpenoidfromRabdosia longituba[J].J Nat Prod,1994,57(5):650.
- [24]Fujita E,Fujita T,Taoka M.Terpenoids.Ⅶ.The structure andabsolute configuration of nodosin,a new diterpenoid from Isodonspecies[J].Chem Pharm Bull,1968,16(3):509.
- 藏药
- 莸属
- 小叶毛球莸
- 对映-贝壳杉烯型二萜
- 冬凌草甲素
- nodosin
Tibetan medicine - Caryopteris
- Caryopteris toroetii
- en-kaurene diterpenoid
- oridonin
- nodosin
- 确生
- 赵玉英
- 周勇
- 张庆英
QUE Sheng1- 2
- ZHAO Yuying1
- ZHOU Yong1
- ZHANG Qingying1(1.Department of Natural Medicines
- School of Pharmaceutical Sciences
- Peking University Health Science Center
- Beijing 100191
- China
- 2.Department of Chemistry
- Minorities Teachers College
- Qinghai Teachers University
- Xining 810008
- China)
- 确生
- 赵玉英
- 周勇
- 张庆英
QUE Sheng1- 2
- ZHAO Yuying1
- ZHOU Yong1
- ZHANG Qingying1(1.Department of Natural Medicines
- School of Pharmaceutical Sciences
- Peking University Health Science Center
- Beijing 100191
- China
- 2.Department of Chemistry
- Minorities Teachers College
- Qinghai Teachers University
- Xining 810008
- China)