远志抗抑郁活性成分及高速逆流色谱制备远志糖酯和杨梅苷的研究
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摘要
远志抗抑郁活性成分及高速逆流色谱制备远志糖酯和杨梅苷的研究
本研究综合应用大孔树脂、正相硅胶、反相硅胶及凝胶等多种吸附材料,从远志抗抑郁活性部位中分离得到了7个化合物,通过各种波谱学技术(包括IR,UV,1HNMR,13CNMR,EI-MS等)鉴定了它们的化学结构,分别为：3,6'-芥子酰基蔗糖酯(3,6'-disinapoylsucrose),远志蔗糖酯A (tenuifoliside A),远志口山酮Ⅶ(polygalaxanthoneⅧ),远志口山酮Ⅲ(polygalaxanthoneⅢ), tenuifoliose A, tenuifoliose B, tenuifoliose J。
神经细胞再生是抑郁症治疗的关键环节。本研究采用H202损伤的神经细胞株(SH-SY5Y)模型对分得的单体成分进行活性筛选,结果表明3,6'-二芥子酰基蔗糖酯和远志蔗糖酯A在低剂量时具有神经细胞保护作用,但在高剂量时有损伤作用。
为了进一步研究3,6'-二芥子酰基蔗糖酯和远志蔗糖酯A作用机理及药代动力学规律,本研究采用液液分配色谱——高速逆流色谱(HSCCC)制备了这两个化合物。选择乙酸乙酯-正丁醇-水(4：1：5,v／v／v)为两相溶剂系统,主机转速1200r／min,流动相流速10.0 mL／min,检测波长280 nm,使用制备型HSCCC从400 mg远志样品中分离得到3,6'-二芥子酰基蔗糖酯34.6 mg和远志蔗糖酯A 65.2 mg,HPLC检测纯度分别为93%和95%。
本研究尚应用HSCCC对活性广泛但结构不稳定的杨梅苷进行了分离制备。选择石油醚-乙酸乙酯-甲醇-水(3：4：4：3,v／v／v／v)为溶剂系统,主机转速850 r／min,流动相流速3.5 mL／min,检测波长280 nm,使用制备型HSCCC从500 mg杨梅树皮的甲醇提取物中分离得到251.5 mg杨梅苷,HPLC检测纯度为大于98%
此外,本文还对远志的化学成分、药理作用、质量控制等研究进行了综述,为远志的开发应用提供参考；还对高速逆流色谱技术在中药研究中的应用进行了总结,为该技术在中药研究中的推广应用提供依据。
Studies on antidepressant constituents of Radix Polygalae and preparative separation of yuan zhi oligosaccharide esters and myricitrin using HSCCC
Seven compounds were isolated from the part of Polygala tenuifolia with antidepressant effect by various column chromatographies. Their structures were elucidated on the basis of spectral data (including IR, UV,1HNMR,13CNMR, EI-MS etc.). There are five oligosaccharide esters and two xanthones. They are 3,6'-disinapoylsucrose, tenuifoliside A, tenuifoliose A, tenuifoliose B, tenuifoliose J, polygalaxanthoneⅦand polygalaxanthoneⅢ.
Nerve cell regeneration is the key to treatment of depression. The isolated compounds were subjected to bioactive screening assay by in vitro cell model using H2O2-induced SH-SY5Y cells. The result showed that 3,6'-disinapoylsucrose and tenuifoliside A exhibited protective effect of nerve cells in low dose, while injury in high dose.
In order to prepare enough sample to study the mechanism of pharmacology and pharmacokinetic of 3,6'-disinapoylsucrose and tenuifoliside A, a preparative HSCCC method was established. The isolation and purification procedure was performed using a two phase solvent system composed of ethylacetate-n-butanol-water (4:1:5, v/v/v) at a flow rate of 10.0 mL/min, when the rotation speed and the detection wavelength were set at 1200 r/min and 280 nm, respectively. From 400 mg of crude sample,3,6'-disinapoylsucrose (34.6 mg,93% in purity) and tenuifoliside A (65.2 mg,95% in purity) were obtained.
Myricitrin posses a variety of pharmacological activities, but its structure is unstable. HSCCC was also employed to isolate and purify myricitrin. Two-phase solvent system composed of petroleum ether-Ethy acetate-methanol-water (3:4:4:3, v/v/v/v) was used at a flow rate of 3.5 mL/min, while the apparatus rotated at 850 r/min and the effluent was detected at 280 nm.251.5 mg of myricitrin was obtained from 500 mg of the crude extract of Myrica ruba tree bark with purity of over 98% analyzed by HPLC.
In addition, advances in the research of chemical constituents, pharmacological activities and quality control of Polygala tenuifolia were reviewed. Furthermore, this paper also summarized the application of HSCCC in the reseach of Chinese traditional medicines.
本研究综合应用大孔树脂、正相硅胶、反相硅胶及凝胶等多种吸附材料,从远志抗抑郁活性部位中分离得到了7个化合物,通过各种波谱学技术(包括IR,UV,1HNMR,13CNMR,EI-MS等)鉴定了它们的化学结构,分别为：3,6'-芥子酰基蔗糖酯(3,6'-disinapoylsucrose),远志蔗糖酯A (tenuifoliside A),远志口山酮Ⅶ(polygalaxanthoneⅧ),远志口山酮Ⅲ(polygalaxanthoneⅢ), tenuifoliose A, tenuifoliose B, tenuifoliose J。
神经细胞再生是抑郁症治疗的关键环节。本研究采用H202损伤的神经细胞株(SH-SY5Y)模型对分得的单体成分进行活性筛选,结果表明3,6'-二芥子酰基蔗糖酯和远志蔗糖酯A在低剂量时具有神经细胞保护作用,但在高剂量时有损伤作用。
为了进一步研究3,6'-二芥子酰基蔗糖酯和远志蔗糖酯A作用机理及药代动力学规律,本研究采用液液分配色谱——高速逆流色谱(HSCCC)制备了这两个化合物。选择乙酸乙酯-正丁醇-水(4：1：5,v／v／v)为两相溶剂系统,主机转速1200r／min,流动相流速10.0 mL／min,检测波长280 nm,使用制备型HSCCC从400 mg远志样品中分离得到3,6'-二芥子酰基蔗糖酯34.6 mg和远志蔗糖酯A 65.2 mg,HPLC检测纯度分别为93%和95%。
本研究尚应用HSCCC对活性广泛但结构不稳定的杨梅苷进行了分离制备。选择石油醚-乙酸乙酯-甲醇-水(3：4：4：3,v／v／v／v)为溶剂系统,主机转速850 r／min,流动相流速3.5 mL／min,检测波长280 nm,使用制备型HSCCC从500 mg杨梅树皮的甲醇提取物中分离得到251.5 mg杨梅苷,HPLC检测纯度为大于98%
此外,本文还对远志的化学成分、药理作用、质量控制等研究进行了综述,为远志的开发应用提供参考；还对高速逆流色谱技术在中药研究中的应用进行了总结,为该技术在中药研究中的推广应用提供依据。
Studies on antidepressant constituents of Radix Polygalae and preparative separation of yuan zhi oligosaccharide esters and myricitrin using HSCCC
Seven compounds were isolated from the part of Polygala tenuifolia with antidepressant effect by various column chromatographies. Their structures were elucidated on the basis of spectral data (including IR, UV,1HNMR,13CNMR, EI-MS etc.). There are five oligosaccharide esters and two xanthones. They are 3,6'-disinapoylsucrose, tenuifoliside A, tenuifoliose A, tenuifoliose B, tenuifoliose J, polygalaxanthoneⅦand polygalaxanthoneⅢ.
Nerve cell regeneration is the key to treatment of depression. The isolated compounds were subjected to bioactive screening assay by in vitro cell model using H2O2-induced SH-SY5Y cells. The result showed that 3,6'-disinapoylsucrose and tenuifoliside A exhibited protective effect of nerve cells in low dose, while injury in high dose.
In order to prepare enough sample to study the mechanism of pharmacology and pharmacokinetic of 3,6'-disinapoylsucrose and tenuifoliside A, a preparative HSCCC method was established. The isolation and purification procedure was performed using a two phase solvent system composed of ethylacetate-n-butanol-water (4:1:5, v/v/v) at a flow rate of 10.0 mL/min, when the rotation speed and the detection wavelength were set at 1200 r/min and 280 nm, respectively. From 400 mg of crude sample,3,6'-disinapoylsucrose (34.6 mg,93% in purity) and tenuifoliside A (65.2 mg,95% in purity) were obtained.
Myricitrin posses a variety of pharmacological activities, but its structure is unstable. HSCCC was also employed to isolate and purify myricitrin. Two-phase solvent system composed of petroleum ether-Ethy acetate-methanol-water (3:4:4:3, v/v/v/v) was used at a flow rate of 3.5 mL/min, while the apparatus rotated at 850 r/min and the effluent was detected at 280 nm.251.5 mg of myricitrin was obtained from 500 mg of the crude extract of Myrica ruba tree bark with purity of over 98% analyzed by HPLC.
In addition, advances in the research of chemical constituents, pharmacological activities and quality control of Polygala tenuifolia were reviewed. Furthermore, this paper also summarized the application of HSCCC in the reseach of Chinese traditional medicines.
引文
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