Meng Wei-Tong, Meng Xiao, Niu Li-Ting, Zhang Si-Si, Ouyang Chun-Jie, Ding Chun-Hua, Zhu Ling-Juan, Zhang Xue
School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University Shenyang 110016, China.
Xiamen Eagledon Pharmaceutical Co., Ltd. Xiamen 361000, China.
Zhongguo Zhong Yao Za Zhi. 2023 Feb;48(3):700-706. doi: 10.19540/j.cnki.cjcmm.20220517.201.
Eleven compounds were isolated from the 95% ethanol extract of the stems of Dendrobium officinale after water extraction by various modern chromatographic techniques, such as silica gel column chromatography(CC), octadecyl-silica(ODS) CC, Sephadex LH-20 CC, preparative thin layer chromatography(PTLC) and preparative high performance liquid chromatography(PHPLC). According to spectroscopic analyses(MS, 1D-NMR, 2D-NMR) combined with optical rotation data and calculated electronic circular dichroism(ECD), their structures were identified as dendrocandin Y(1), 4,4'-dihydroxybibenzyl(2), 3-hydroxy-4',5-dimethoxybibenzyl(3), 3,3'-dihydroxy-5-methoxybibenzyl(4), 3-hydroxy-3',4',5-trimethoxybibenzyl(5), crepidatin(6), alternariol(7), 4-hydroxy-3-methoxypropiophenone(8), 3-hydroxy-4,5-dimethoxypropiophenone(9), auriculatum A(10) and hyperalcohol(11). Among them, compound 1 was a new bibenzyl derivative; compounds 2 and 7-11 have not been previously reported from Dendrobium plants; compound 6 was reported from D.officinale for the first time. Compounds 3-6 exhibited potent antioxidant activity with IC_(50) values of 3.11-9.05 μmol·L(-1) in ABTS radical scavenging assay. Compound 4 showed significant inhibitory effect on α-glucosidase, with IC_(50) value of 17.42 μmol·L(-1), indicating that it boasted hypoglycemic activity.
采用硅胶柱色谱(CC)、十八烷基硅胶(ODS)CC、葡聚糖凝胶LH-20 CC、制备型薄层色谱(PTLC)和制备型高效液相色谱(PHPLC)等多种现代色谱技术,对铁皮石斛茎的水提取物经水提取后的95%乙醇提取物进行分离,得到11种化合物。通过光谱分析(MS、一维NMR、二维NMR),结合旋光数据和计算电子圆二色光谱(ECD),确定它们的结构分别为石斛香豆素Y(1)、4,4'-二羟基联苄(2)、3-羟基-4',5-二甲氧基联苄(3)、3,3'-二羟基-5-甲氧基联苄(4)、3-羟基-3',4',5-三甲氧基联苄(5)、crepidatin(6)、链格孢酚(7)、4-羟基-3-甲氧基苯丙酮(8)、3-羟基-4,5-二甲氧基苯丙酮(9)、耳叶甲素A(10)和高醇(11)。其中,化合物1为新的联苄衍生物;化合物2和7-11此前未见从石斛属植物中报道;化合物6首次从铁皮石斛中报道。化合物3-6在ABTS自由基清除试验中表现出较强的抗氧化活性,IC50值为3.11-9.05 μmol·L-1。化合物4对α-葡萄糖苷酶有显著抑制作用,IC50值为17.42 μmol·L-1,表明其具有降血糖活性。