孙占平,桂丽萍,郭远强,许婧,李玉山
SUN Zhan-ping1,GUI Li-ping2,GUO Yuan-qiang2,XU Jing2,LI Yu-shan1(1.School of Traditional Chinese Materia Medica

• 1:沈阳药科大学中药学院
• 2:南开大学药学院

摘要(Abstract)：

目的对金疮小草的化学成分进行研究。方法采用硅胶吸附柱色谱、ODS柱色谱、制备薄层色谱和半制备型高效液相色谱分离纯化,根据1H-NMR、13C-NMR等谱学数据进行结构鉴定。结果从金疮小草干燥全草的甲醇提取物的乙酸乙酯萃取物中分离得到15个单体化合物,分别鉴定为ajugacumbin A(1)、ajugacumbin B(2)、ajuganipponin B(3)、ajugamarin F4(4)、ajugarin I(5)、ajugamarin A1(6)、ajugamarin A1 chlorhydrin(7)、芹菜素(apigenin,8)、木犀草素(luteolin,9)、金合欢素(acacetin,10)、咖啡酸甲酯(methyl caffeate,11)、4-hydroxy-4-(3-oxo-1-butenyl)-3,5,5-trimethylcyclohex-2-en-1-one(12)、香草酸(vanillic acid,13)、黑麦草内酯(loliolide,14)和(10E,15Z)-9,12,13-trihydroxyoctadeca-10,15-dienoic acid(15)。结论其中化合物11和12为首次从筋骨草属中分离得到,化合物7和15为首次从金疮小草中分离得到。
Objective To isolate the constituents from the whole plants of Ajuga decumbens and elucidate their structures.Methods The compounds were isolated by silica gel column,ODS column,semi-preparative HPLC and preparative TLC chromatography and the 1H-NMR,13C-NMR spectroscopic analysis were employed for the structural elucidation.Results Fifteen compounds were isolated from the EtOAc extract of the whole plants of A.decumbens.They are ajugacumbin A(1),ajugacumbin B(2),ajuganipponin B(3),ajugamarin F4(4),ajugarin I(5),ajugamarin A1(6),ajugamarin A1 chlorhydrin(7),apigenin(8),luteolin(9),acacetin(10),methyl caffeate(11),4-hydroxy-4-(3-oxo-1-butenyl)-3,5,5-trimethylcyclohex-2-en-1-one(12),vanillic acid(13),loliolide(14)and(10E,15Z)-9,12,13-trihydroxyoctadeca-10,15-dienoic acid(15).Conclusions Compounds 11 and 12 are obtained from the genus Ajuga for the first time,compounds 7 and 15 are isolated from A.decumbens for the first time.

关键词(KeyWords)： 金疮小草;化学成分;新克罗烷型二萜;结构鉴定
Ajuga decumbens;chemical constituent;neo-clerodane diterpene;structure identification

Abstract:

Keywords:

基金项目(Foundation):

作者(Author): 孙占平,桂丽萍,郭远强,许婧,李玉山
SUN Zhan-ping1,GUI Li-ping2,GUO Yuan-qiang2,XU Jing2,LI Yu-shan1(1.School of Traditional Chinese Materia Medica

DOI: 10.14066/j.cnki.cn21-1349/r.2012.10.003

参考文献(References)：

• [1]南京中医药大学.中药大辞典[M].上海:上海科技出版社,2006:1035-1036.
• [2]COLL J.NMR shift data of neo-clerodane diterpenesfrom the genus Ajuga[J].Phytochem Anal,2002,13:372-380.
• [3]MIN Zhi-da,WANG Shi-qiang,ZHENG Qi-tai,et al.Four new insect anfifeedant neo-clerodane diterpe-noides,ajugacumbins A,B,C,D from Ajuga decum-bens[J].Chem Pharm Bull,1989,37(9):2505-2508.
• [4]COLL J,TANDRO Y A.Isolation and identificationof neo-clerodane diterpenes from Ajuga nipponensisMakino[J].Nat Prod Commun,2006,1(3):183-189.
• [5]SHIMOMURA H,SASHIDA Y,OGAWA K.Neo-clerodane diterpenes from Ajuga decumbens[J].ChemPharm Bull,1989,37(4):996-998.
• [6]SHIMOMURA H,SASHIDA Y,OGAWA K.Neo-clerodane diterpenes from Ajuga nipponensis[J].Chem Pharm Bull,1989,37(2):354-357.
• [7]陈建新,黄深惠,王英,等.半边莲化学成分研究[J].中药材,2010,33(11):1721-1724.
• [8]高美华,李华,张莉,等.野菊花化学成分的研究[J].中药材,2008,31(5):682-684.
• [9]HE Zheng-dan,YANG Chong-ren.Brandioside.Aphenylproanoid glycoside from Brandisia hancei[J].Phytochemistry,1991,30(2):701-702.
• [10]SENG T T,ALISTAIR L W,PATRICK T H,et al.Extractives from new Zealand Uniflorl honeys[J].JAgric Food Chem,1989,37:1217-1221.
• [11]高慧媛,隋安丽,陈艺红,等.中药黄独的化学成分[J].沈阳药科大学学报,2003,20(3):178-180.
• [12]FERNANDEZ I,PEDRO J R,VIDAL R.Norispre-noids from Centaurea aspera and C.salmantica[J].Phytochemistry,1993,34(3):733-736.
• [13]OUESLAT M H,BEN J H,MIGHRI Z,et al.Phyto-chemical constituents from Salsola tetrandra[J].J NatProd,2006,69:1366-1369.