[关键词]
[摘要]
目的 研究麒麟竭Daemonorops draco果实的化学成分及其心肌细胞保护活性。方法 采用硅胶、ODS、Sephadex LH-20凝胶柱色谱以及半制备高效液相色谱技术进行分离、纯化,通过其理化性质及UV、IR、HRESIMS、NMR等谱学数据鉴定化合物的结构。采用缺糖缺氧(oxygen-glucosedeprivation,OGD)损伤的H9c2心肌细胞模型对分离得到的化合物进行心肌损伤保护活性筛选。结果 从麒麟竭果实乙醇提取物醋酸乙酯部位中共分离鉴定了3对新黄烷类化合物,分别为 (2S)-2-乙氧基-7-羟基-5-甲氧基-6-甲基黄烷(1a)、(2R)-2-乙氧基-7-羟基-5-甲氧基-6-甲基黄烷(1b)、(2S,3S)-2-乙氧基-3,7-二羟基-5-甲氧基-6-甲基黄烷(2a)、(2R,3R)-2-乙氧基-3,7-二羟基-5-甲氧基-6-甲基黄烷(2b)、(2R,3S)-2-乙氧基-3,7-二羟基-5-甲氧基-6-甲基黄烷(3a)和 (2S,3R)-2-乙氧基-3,7-二羟基-5-甲氧基-6-甲基黄烷(3b)。化合物1b和2b在20 μmol/L的浓度下对OGD损伤的H9c2细胞存活率分别提高了(6.36±1.26)%和(10.78±0.76)%。结论 化合物1a/1b、2a/2b和3a/3b为3对对映异构体,均为新化合物,分别命名为麒麟竭素I1、麒麟竭素I2、麒麟竭素J1、麒麟竭素J2、麒麟竭素K1和麒麟竭素K2,其中化合物1b和2b有一定的保护心肌细胞损伤活性。
[Key word]
[Abstract]
Objective To investigate the chemical constituents and their myocardial cell protective activity from the fruits of Daemonorops draco. Methods Compounds were isolated and purified using a combination of silica gel, RP-C18, Sephadex LH-20 and semi-preparative HPLC. Their structures were elucidated through comprehensive spectroscopic analysis, UV, IR, HRESIMS and NMR. The protective effects of all isolates on the H9c2 myocardial cells injury induced by oxygen-glucose deprivation (OGD) were evaluated. Results Three pairs of new flavans were purified and elucidated as (2S)-2-ethoxy-7-hydroxy-5-methoxy-6-methylflavan (1a), (2R)-2-ethoxy-7-hydroxy-5-methoxy-6-methylflavan (1b), (2S,3S)-2-ethoxy-3,7-dihydroxy-5-methoxy-6-methylflavan (2a), (2R,3R)-2-ethoxy-3,7-dihydroxy-5-methoxy-6-methylflavan (2b), (2R,3S)-2-ethoxy-3,7-dihydroxy-5-methoxy-6-methylflavan (3a) and (2S,3R)-2-ethoxy-3,7-dihydroxy-5-methoxy-6-methylflavan (3b). Compounds 1b and 2b demonstrated protective effects against OGD-induced H9c2 cell injury, which increased cell viability by (6.36 ±1.26)% and (10.78 ±0.76)% at a concentration of 20 μmol/L, respectively. Conclusion Compounds 1a/1b, 2a/2b, and 3a/3b are three pairs of enantiomers, and they are all new compounds, named as dracoropin I1, dracoropin I2, dracoropin J1, dracoropin J2, dracoropin K1, dracoropin K2. Among them, compounds 1b and 2b exhibited protective effects on myocardial cells.
[中图分类号]
R284.1
[基金项目]
国家自然科学基金重点项目(82030114);国家中医药管理局青年岐黄学者培养项目([2022]256)