重唇石斛地上部分化学成分及其生物活性研究

Chemical Constituents from Aerial Parts of Dendrobium hercoglossum (Orchidaceae) and Their Biological Activities

摘要:

为了解重唇石斛(Dendrobium hercoglossum)的化学成分，利用硅胶、Sephadex LH-20柱色谱和半制备高效液相色谱等方法，从其地上部分分离了14个化合物，经波谱分析，其结构分别鉴定为：3,4,5-三甲氧基苯酚 (1)、3-hydroxy-1-(4-hydroxy- 3,5-dimethoxyphenyl)-propan-1-one (2)、methyl 3-(p-hydroxyphenyl) propionate (3)、justiciresinol (4)、榕醛 (5)、异落叶松脂素 (6)、threo-2,3-bis-(4-hydroxy-3-methoxyphenyl)-3-methoxypropanol (7)、(+)-松脂素 (8)、aloifol Ⅰ (9)、dendrocandin T (10)、3-甲氧基-4-羟基苯丙酮 (11)、1,3,5-三甲氧基苯酚 (12)、香草醇 (13)和丁香脂素 (14)，其中化合物1~12, 14均为首次从重唇石斛中分离得到，化合物7、10和14为首次从石斛属植物中分离得到。化合物4、8和10具有显著的酪氨酸酶抑制活性, IC₅₀值分别为(10.40±0.36)、(12.16±0.18)和(9.46±0.78) μmol/L。

Abstract:

In order to understand the chemical constituents of Dendrobium hercoglossum, fourteen compounds were isolated from the aerial parts of D. hercoglossum by using various column chromatography with silica gel, sephadex LH-20, and semi-preparative HPLC. Based on spectroscopic data, their structures were identified as 3,4,5-trimethoxyphenol (1), 3-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-propan-1-one (2), methyl 3-(p-hydro- xyphenyl) propionate (3), justiciresinol (4), ficusal (5), meso-secoisolariciresinol (6), threo-2,3-bis-(4-hydroxy- 3-methoxyphenyl)-3-methoxypropanol (7), (+)-pinoresinol (8), aloifol Ⅰ (9), dendrocandins T (10), 3-hydroxy- 1-(4-hydroxy-3-methoxyphenyl)-propan-1-one (11), 1,3,5-trimethoxybenzene (12), homovanillyl alcohol (13) and (−)-syringaresinol (14). Compounds 1−12, 14 were obtained from D. hercoglossum for the first time, and compounds 7, 10, and 14 were isolated from Dendrobium species for the first time. The compounds 4, 8 and 10 showed significant inhibitory activity, with IC₅₀ of (10.40±0.36), (12.16±0.18) and (9.46±0.78) μmol/L, respectively.