黄花棘豆中1个新的喹诺里西啶生物碱

A new quinolizidine alkaloid from Oxytropis ochrocephala

目的 研究黄花棘豆Oxytropis ochrocephala的生物碱成分。方法 采用硅胶、反相RP-18、Sephadex LH-20柱色谱、半制备高效液相色谱等分离方法对黄花棘豆生物碱进行分离纯化,通过波谱技术和化学计算对化学结构进行鉴定;采用浸虫浸叶法对含量相对较大的化合物4、7进行抗斜纹夜蛾杀虫试验,采用MTT法对化合物1进行抗乙型肝炎病毒(hepatitis B virus,HBV)活性试验。结果 从黄花棘豆生物碱分离得到10个化合物,分别鉴定为黄花棘豆碱H(1)、sophoridine(2)、allomatrine(3)、isosophoridine(4)、sophoramine(5)、7α-hydroxysophoramine(6)、oxylupanine(7)、lehmannine(8)、flavesine G(9)、13β-hydroxymatrine(10),化合物4、7杀斜纹夜蛾的半数致死浓度(50%lethal concentration,LC50)分别为44.02、8.72mg/mL。浓度为1×10-4mol/L时,化合物1对乙肝表面抗原分泌的抑制率为(33.87±3.20)%。结论 化合物1为1个新的喹喏里西啶二聚体生物碱,化合物7~10为首次从黄花棘豆中分离得到。化合物7对斜纹夜蛾幼虫表现出较强的杀虫活性,化合物1表现出较强的抗HBV生物活性。

Objective To study the alkaloids from Oxytropis ochrocephala. Methods The compounds were isolated and purified by silica gel column, reverse-phase column chromatography, Sephadex LH-20 column chromatography and semi-preparative-HPLC,and the chemical structures were identified by extensive spectroscopic analysis and electronic circular dichroism(ECD) calculations.The activities against Spodoptera litura of compounds 4 and 7 were evaluated on the insect-dipping and leaf-dipping method and the activities against HBV of compound 1 were evaluated by the MTT method. Results Ten alkaloids were obtianed and identified as ochrocephalamine H(1), sophoridine(2), allomatrine(3), isosophoridine(4), sophoramine(5), 7α-hydroxysophoramine(6),oxylupanine(7), lehmannine(8), flavesine G(9) and 13β-hydroxymatrine(10), respectively. Compounds 4 and 7 indicated bioactivities against Spodoptera litura with LC50of 44.02 and 8.72 mg/mL. When the concentration was 1×10-4mol/L, the inhibition rates of compound 1 on HBs Ag secretion were(33.87±3.20)%. Conclusion Ochrocephalamine H(1) is a new quinolizidine dimeric alkaliod, while compounds 7—10 were obtained from O. ochrocephala for the first time. Compound 7 showed significant insecticidal activity against the third-instar larvae of Spodoptera litura. Compound 1 showed strong anti-HBV biological activity.