[关键词]
[摘要]
目的 研究高寒植物钟花龙胆Gentiana nanobella干燥全株醇提物中的化学成分,并进行初步抗疟活性筛选。方法 采用硅胶、RP-18、Sephadex LH-20等多种柱色谱以及高效液相、半制备液相色谱分离手段,对钟花龙胆干燥全株进行分离纯化,根据理化性质及波谱数据鉴定化合物的结构。使用SYBR Green I方法筛选供试化合物对人体恶性疟原虫3D7株的体外抑制活性。结果 从钟花龙胆干燥全株75%乙醇提取物醋酸乙酯部位、正丁醇部位中分离鉴定了11个化合物,分别鉴定为2,3-二羟基苯甲酸甲酯-3-O-β-L-吡喃鼠李糖基-(1′′→2′)-β-D-吡喃葡萄糖苷(1)、2,3-二羟基苯甲酸-3-O-β-L-吡喃鼠李糖基-(1′′→2′)-β-D-吡喃葡萄糖苷(2)、2,3-二羟基苯甲酸甲酯-3-O-β-D-吡喃葡萄糖基-(1′′→6′)-β-D-吡喃葡萄糖苷(3)、苄基-β-D-吡喃木糖基-(1′′→6′)-β-D-葡萄糖苷(4)、芹菜素-5-O-β-D-吡喃葡萄糖苷(5)、salcolin B(6)、芹菜素-7-O-β-D-吡喃葡萄糖苷(7)、苯甲酸(8)、对羟基苯甲酸(9)、3-羟基-2-甲氧基苯甲酸(10)、异香草酸(11)。化合物6在50 μmol/L浓度下,体外对人体恶性疟原虫3D7株抑制率为98.48%,半数抑制浓度(median inhibition concentration,IC50)值为18.50 μmol/L。结论 化合物1和2为新酚苷类化合物,分别命名为钟花龙胆苷A和钟花龙胆苷B;化合物1~11均为首次从钟花龙胆中分离得到;钟花龙胆富含酚性成分,部分化合物具有一定的抗疟活性。
[Key word]
[Abstract]
Objective To study the chemical constituents fromdried whole plant of alpine herb Gentiana nanobella, and to conduct preliminary screening for antimalarial activity of the isolated constituents. Methods Ethyl acetate and n-butanol fractions of 75% ethanol extract of the whole plant of G. nanobella were isolated and purified by repeated column chromatography padded with silica gel, RP-18 and Sephadex LH-20, respectively. The structures of the isolated compounds were identified based on their physicochemical properties and spectral data. The in vitro inhibitory activity of the testing compound against human Plasmodium falciparum 3D7 strain was achieved with the SYBR Green I method. Results A total of 11 phenol compounds were obtained and identified as 2,3-dihydroxy benzoic acid methyl ester-3-O-β-L-rhamnosyl-(1''→2')-b-D-glucopyranoside (1), 2,3-dihydroxy benzoic acid-3-O-β-L-rhamnosyl-(1''→2')-b-D-glucopyranoside (2), 2,3-dihydroxy benzoic acid methyl ester-3-O-β-D-glucopyranosyl-(1''→6')-β-D-glucopyranoside (3), benzyl β-D-xylopyranosyl-(1''→6')-β-D-glucopyranoside (4), apigenin 5-O-β-D-glucopyranoside (5), salcolin B (6), apigenin-7-O-β-D-glucopyranoside (7), benzoic acid (8), p-hydroxybenzoic acid (9), 3-hydroxy-2-methoxybenzoic acid (10), and isovanillic acid (11). Compound 6 exhibited an in vitro antimalarial activity against Plasmodium falciparum 3D7 strain with IC50 18.50 μmol/L and inhibition rate of 98.48% at a concentration of 50 μmol/L. Conclusion Compounds 1 and 2 are new compounds, named gentinanoside A and gentinanoside B. Compounds 1—11 were isolated from G. nanobella for the first time. G. nanobella is abundant in phenolic compounds, and some compounds had certain antimalarial activity.
[中图分类号]
R284.1
[基金项目]
国家自然科学基金项目(81960637,82460689);云南省滇西抗病原植物资源筛选研究重点实验室建设项目及研究生开放课题项目(202305AG340015,APR2024Y17)