没药中2个新倍半萜类化合物  

Two new sesquiterpenoids from resin of Commiphora myrrha

作　　者：梁乃允 黄惠铭 王超超 裴钰洁 王勃开 杜梦 霍会霞 宋月林[2] 郑姣[2] 赵云芳[2] 李军[1,2] LIANG Nai-yun;HUANG Hui-ming;WANG Chao-chao;PEI Yu-jie;WANG Bo-kai;DU Meng;HUO Hui-xia;SONG Yue-lin;ZHENG Jiao;ZHAO Yun-fang;LI Jun(School of Chinese Materia Medica,Beijing University of Chinese Medicine,Beijing 100029,China;Modern Research Center for Traditional Chinese Medicine,Beijing Research Institute of Chinese Medicine,Beijing University of Chinese Medicine,Beijing 100029,China)

机构地区：[1]北京中医药大学中药学院,北京100029 [2]北京中医药大学、北京中医药研究院、中药现代研究中心,北京100029

出　　处：《中草药》2023年第3期688-694,共7页Chinese Traditional and Herbal Drugs

基　　金：国家中医药管理局青年岐黄学者支持项目;国家重点研发计划“中医药现代化研究”重点专项资助项目(2019YFC1711000),国家重点研发计划“中医药现代化研究”重点专项资助项目(2018YFC1707300)。

摘　　要：目的研究没药(地丁树Commiphora myrrha的干燥树脂)的化学成分。方法采用硅胶、ODS、Sephadex LH-20柱色谱和半制备高效液相色谱技术对没药的化学成分进行分离纯化,结合理化性质和NMR、MS等谱学数据进行结构鉴定。结果从没药正己烷部位共分离得到了8个倍半萜类化合物,分别鉴定为(4R,5S)-呋喃杜松-6(1),7(8),9(10)-三烯-5-醇乙酸酯(1)、(1E,3S,4R,8S)-吉玛-3-甲氧基-8-羟基-1,10(15),7(11)-三烯-6-羰基-8,12-内酯(2)、gajutsulactone A(3)、1-hydroxyeudesma-3,7(11)-dien-8-one(4)、1-hydroxyeudesma-4(14),7(11)-dien-8-one(5)、5β-10α-hydroxy-2α-methoxy-6-oxoguaia-7(11),8-dien-8,12-olide(6)、(2R,4R,5S)-2-甲氧基-5-乙酰基-呋喃吉玛-1(10)E-烯-6-酮(7)、1(10)Z,4Z-蓬莪术二烯-6-酮(8)。结论化合物1和2为新化合物,命名为去甲氧基没药萜烯B和没药萜G。化合物3~5为首次从没药属植物中分离得到。化合物5对人肝癌HepG2细胞增殖具有明显的抑制作用,其半数抑制浓度(median inhibition concentration,IC50)为(4.43±1.39)μmol/L。Objective To investigate the chemical constituents from the resin of Commiphora myrrha.Methods The compounds were isolated by means of column chromatography on silica gel,ODS,Sephadex LH-20,and semi-preparative HPLC.Their structures were established on the basis of physicochemical properties and spectroscopic data(NMR,HRESIMS,IR,and UV).Results Eight sesquiterpenoids were isolated from the n-hexane extract from the resin of C.myrrha and their structures were identified as(4R,5S)-furanocadina-6-(1),7(8),9(10)-triene-5-ol acetate(1),(1E,3S,4R,8S)-germacra-3-methyoxy-8-hydroyl-1,10(15),7(11)-trien-6-oxo-8,12-olide(2),gajutsulactone A(3),1-hydroxyeudesma-3,7(11)-dien-8-one(4),1-hydroxyeudesma-4(14),7(11)-dien-8-one(5),5β-10α-hydroxy-2α-methoxy-6-oxoguaia-7(11),8-dien-8,12-olide(6),(2R,4R,5S)-2-methyoxy-5-acetoxy-furanogermacr-1(10)E-en-6-one(7),and 1(10)Z,4Z-furanodiene-6-one(8).Conclusion Compounds 1 and 2 are new compounds named demethoxycommiterpene B and myrrhterpenoid G.Compound 3—5 are isolated from Commiphora genus for the first time.Furthermore,compound 5 shows strong inhibitory activity against HepG2 cell proliferation with IC50 of(4.43±1.39)μmol/L.

关 键 词：没药属 没药 倍半萜 去甲氧基没药萜烯B 没药萜G gajutsulactone A 1-hydroxyeudesma-4(14) 7(11)-dien-8-one 

分 类 号：R284.1[医药卫生—中药学]