[关键词]
[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。
[Key word]
[Abstract]
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.
[中图分类号]
R284.1
[基金项目]
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)