天然产物研究与开发 ›› 2021, Vol. 33 ›› Issue (12): 2035-2041.doi: 10.16333/j.1001-6880.2021.12.007

• 研究简报 • 上一篇    下一篇

菊状千里光化学成分及抗真菌活性研究

谢小燕,王睿睿,邹秋萍,苏刘艳,李艳平*,何红平*   

  1. 云南中医药大学 中药学院,昆明 650500
  • 出版日期:2021-12-28 发布日期:2021-12-29
  • 基金资助:
    云南省应用基础研究项目(2017FF116(-003),2018FF 001(-029),2019FF002(-005));云南省教育厅科学研究基金(2015Y316)

Chemical constituents and antifungal activity of Senecio laetus Edgew.

XIE Xiao-yan,WANG Rui-rui,ZOU Qiu-ping,SU Liu-yan,LI Yan-ping*,HE Hong-ping*   

  1. College of Traditional Chinese Medicine,Yunnan University of Traditional Chinese Medicine,Kunming 650500,China
  • Online:2021-12-28 Published:2021-12-29

摘要:

研究菊状千里光的化学成分,为进一步探讨其药理作用提供理论依据。菊状千里光乙醇提取物经大孔树脂初步分离后,采用凝胶色谱、硅胶色谱、MCI等方法分离纯化化合物,通过化合物的理化性质与波谱数据分析鉴定其结构。使用MTT法测定分离得到的两个生物碱对正常肝细胞L-02的毒性,并通过琼脂平板打孔法对菊状千里光中得到的部分化合物进行抗真菌活性检测。从菊状千里光全草的乙醇浸膏中分离得到11个化合物,分别鉴定为othosenine(1)、2-(4-O-β-D-glucopyranosyl) syringylpropane-1,3-diol(2)、刺五加苷E(3)、紫丁香苷(4)、异鼠李素-3-O-β-D-半乳糖苷(5)、槲皮素-3-O-β-D-鼠李糖苷(6)、Δ5,22-豆甾烯醇(7)、奥索千里光碱(8)、异鼠李素(9)、槲皮素(10)、咖啡酸乙酯(11)。其中,化合物12为首次从该属植物中分离得到,化合物3、4、7和11为首次从该种中分离得到。化合物1为一个新的天然产物,其核磁数据为首次报道,两个吡咯里西啶类生物碱18对人正常肝细胞L-02无毒性,化合物1、78与氟康唑联用,对白色念珠菌耐药株有显著协同抑菌作用。

关键词: 菊状千里光, 化学成分, 生物碱, 肝细胞毒性, 抗真菌活性

Abstract:

In order to provide the reference for the further studies of Senecio laetus Edgew.,we dovote to investigate the chemical constituents from the whole plant of S. laetus.The silica gel,sephadex LH-20 and MCI gel were used for the isolation and the purification of compounds of the ethanol extract of S. laetus.Afterwards,the spectroscopic methods (1H NMR,13C NMR) were used for the structural identification.The toxicity of two alkaloids 1 and 8 to hepatocytes were evaluated by MTT.And the antifungal activity was evaluated by agar plate drilling method.Eleven compounds were isolated from ethanol extract of the S. laetus and identified as othosenine (1),2-(4-O-β-D-glucopyranosyl) syringylpropane-1,3-diol (2),eleutheroside E (3),syringin (4),isorhamnetin-3-O-β-D-galactoside (5),quercetin-3-O-β-D-rhamnoside (6),stigmasta-5,22-dien-3β-ol (7),otosenine (8),isorhamnetin (9),quercetin (10),caffeoyl acetate (11).Compounds 1 and 2 were isolated for the first time from the genus Senecio,and compounds 3,4,7 and 11 were isolated from S. laetus firstly.Compound 1 is a new natural product and it′s NMR data was reported for the first time.The two pyrrolizidine alkaloids 1 and 8 showed no toxicity to normal hepatocytes cell line L-02.Compounds 1,7 and 8 showed excellent synergistic antibacterial effect on Candida albicans resistant strains when combined with fluconazole.

Key words: Senecio laetus Edgew., chemical composition, alkaloids, hepatotoxicity, antifungal activity

中图分类号:  R962