俞雅芮, 刘梦影, 黄娇, 黄静*. 金桂花中的一个新单萜化合物J. 药学学报, 2022,57(4): 1080-1084. doi: 10.16438/j.0513-4870.2021-1418
引用本文: 俞雅芮, 刘梦影, 黄娇, 黄静*. 金桂花中的一个新单萜化合物J. 药学学报, 2022,57(4): 1080-1084. doi: 10.16438/j.0513-4870.2021-1418
YU Ya-rui, LIU Meng-ying, HUANG Jiao, HUANG Jing*. A new monoterpene from Osmanthus fragrans var. thunbergiiJ. Acta Pharmaceutica Sinica, 2022,57(4): 1080-1084. doi: 10.16438/j.0513-4870.2021-1418
Citation: YU Ya-rui, LIU Meng-ying, HUANG Jiao, HUANG Jing*. A new monoterpene from Osmanthus fragrans var. thunbergiiJ. Acta Pharmaceutica Sinica, 2022,57(4): 1080-1084. doi: 10.16438/j.0513-4870.2021-1418

金桂花中的一个新单萜化合物

A new monoterpene from Osmanthus fragrans var. thunbergii

  • 摘要: 为了解和掌握金桂花中的化学成分,并为其开发利用奠定基础,对金桂干花进行了化学成分研究。金桂干花的95%乙醇提取物,经硅胶、聚酰胺和反相制备高效液相等色谱方法分离纯化,得到了1个新单萜类化合物以及7个已知单萜、降倍半萜和苯乙醇类化合物。其化学结构经高分辨质谱、一维核磁共振(1H、13C NMR和DEPT)、二维核磁共振(HSQC、HMBC、1H-1H COSY和NOESY)、红外光谱以及紫外光谱等波谱技术,并结合其理化性质确定为:(RE)-2-(5-亚乙基-2-氧代四氢-2H-吡喃-4-基)丙烯酸甲酯methyl (RE)-2-(5-ethylidene-2-oxotetrahydro-2H-pyran-4-yl) acrylate,1、(RE)-2,6-二甲基-辛-3,7-二烯-2,6-二醇(2)、(6R)-2,6-二甲基-辛-7-烯-2,3,6-三醇(3)、2,4,4-三甲基-3-(3-氧代丁基)-环己-2-烯-1-酮(4)、(S)-2,4,4-三甲基-3-(3-羟基丁基)-环己-2-烯-1-酮(5)、(RE)-2,4,4-三甲基-3-(3-羟基丁基-1-烯-1-基)-环己-2-烯-1-酮(6)、(SE)-3,5,5-三甲基-4-羟基-4-(3-氧代丁基-1-烯-1-基)-环己-2-烯-1-酮(7)和对乙酰氧基苯乙醇(8)。化合物1为新化合物;其余化合物均为首次从金桂植物中分离得到。

     

    Abstract: In order to study the chemical composition of Osmanthus fragrans var. thunbergii, the chemical constituents of the dried flower of O. fragrans var. thunbergii were studied. From the 95% ethanol extract of the dried flower, a new monoterpene (1), along with seven known monoterpenes, sesquiterpenes and phenethyl alcohols (2-8), was isolated and purified by silica gel, polyamide, and preparative reversed-phase HPLC chromatography methods. Their structures were identified by 1D-NMR (1H NMR, 13C NMR, DEPT), 2D-NMR (HSQC, HMBC, 1H-1H COSY, NOESY), HR-ESI-MS, IR, UV, and its physical and chemical properties as:methyl (R,E)-2-(5-ethylidene-2-oxotetrahydro-2H-pyran-4-yl) acrylate (1), (R,E)-2,6-dimethyloct-3,7-dien-2,6-diol (2), (6R)-2,6-dimethyloct-7-en-2,3,6-triol (3), 2,4,4-trimethyl-3-(3-oxobutyl)-cyclohex-2-en-1-one (4), (S)-2,4,4-trimethyl-3-(3-hydroxybutyl)-cyclohex-2-en-1-one (5), (R,E)-2,4,4-trimethyl-3-(3-hydroxybut-1-en-1-yl)-cyclohex-2-en-1-one (6), (S,E)-3,5,5-trimethyl-4-hydroxy-4-(3-oxobut-1-en-1-yl)-cyclohex-2-en-1-one (7), and 2-p-acetoxyphenylethanol (8). 1 is a new compound, 2-8 were isolated from the plant of Osmanthus fragrans var. thunbergii for the first time.

     

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