Cardioactive C19-Diterpenoid Alkaloids from the Lateral Roots of Aconitum carmichaeli "Fu Zi"

被引:88
|
作者
Liu, Xiu-Xiu [1 ]
Jian, Xi-Xian [2 ]
Cai, Xiu-Feng [1 ]
Chao, Ruo-Bing [1 ]
Chen, Qiao-Hong [2 ]
Chen, Dong-Lin [2 ]
Wang, Xiao-Liang [3 ]
Wang, Feng-Peng [1 ,2 ]
机构
[1] Sichuan Univ, W China Coll Pharm, Dept Med Anal, Chengdu 610041, Peoples R China
[2] Sichuan Univ, W China Coll Pharm, Dept Chem Med Nat Prod, Chengdu 610041, Peoples R China
[3] Chinese Acad Med Sci, Inst Mat Med, Dept Pharmacol, Beijing 100050, Peoples R China
关键词
Aconitum carmichaeli; cardioactive constituent; Fu Zi; N-deethylaconine; beiwutinine; IONIZATION MASS-SPECTROMETRY; LIPO-ALKALOIDS; C-20-DITERPENOID ALKALOIDS; NORDITERPENOID ALKALOIDS; DITERPENIC ALKALOIDS; PROCESSED TUBERS; DEBX; COMPONENTS; PRINCIPLE;
D O I
10.1248/cpb.60.144
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Bioassay-guided fractionation of an n-BuOH extract of the lateral roots of Aconitum carmichaeli DEUX. led to the isolation of 5 cardioactive C-19-diterpenoid alkaloids: N-deethylaconine (1), beiwutinine (2), hypaconine (3), mesaconine (4), and 15 alpha-hydroxyneoline (5). N-Deethylaconine and beiwutinine are new aconitine-type C-19-diterpenoid alkaloids. Hypaconine was isolated from this species for the first time. Among them, mesaconine, hypaconine, and beiwutinine showed the strongest cardiac actions on the isolated perfused bullfrog heart. Furthermore, mesaconine has protective effects, including improved inotropic effect and left ventricular diastolic function, on myocardial ischemia-reperfusion injury in rat at a dose of 10(-9) mol/L. However, mesaconine has almost no effect on heart rate.
引用
收藏
页码:144 / 149
页数:6
相关论文
共 48 条
  • [41] Brunonianines D-F, three new C19-diterpenoid alkaloids from the Delphinium brunonianum , with therapeutic effect on ovarian cancer in vitro and in vivo
    Li, Qing
    Gu, Min-Min
    Wu, Hong-Wei
    Xu, Chen-Sen
    Yu, Hao-Lin
    Zhang, Yu
    Su, Yun-Yun
    Han, Hong-Ping
    Liao, Zhi-Xin
    BIOORGANIC CHEMISTRY, 2024, 148
  • [42] Generating Skeletal Diversity from the C19-Diterpenoid Alkaloid Deltaline: A Ring-Distortion Approach
    Chen, Qi-Feng
    Wang, Feng-Peng
    Liu, Xiao-Yu
    CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (24) : 8946 - 8950
  • [43] Further studies on CAB approach toward chemical conversion of C19-diterpenoid alkaloids to taxoids: synthesis of the vital intermediate C-nor-aconanone
    Shen, Xiang-Li
    Chen, Qiao-Hong
    Wang, Feng-Peng
    JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2009, 11 (02) : 97 - 109
  • [44] Neutral Fragment Filtering for Rapid Identification of New Diester-Diterpenoid Alkaloids in Roots of Aconitum carmichaeli by Ultra-High-Pressure Liquid Chromatography Coupled with Linear Ion Trap-Orbitrap Mass Spectrometry
    Zhang, Jing
    Huang, Zhi Hai
    Qiu, Xiao Hui
    Yang, Yi Ming
    Zhu, Da Yuan
    Xu, Wen
    PLOS ONE, 2012, 7 (12):
  • [45] Karaconitine, a new C19-norditerpenoid alkaloid from Aconitum karakolicum roots
    S. K. Usmanova
    H. A. Aisa
    Chemistry of Natural Compounds, 2011, 47 : 265 - 267
  • [46] New Access to 7,17-seco C19-Diterpenoid Alkaloids via Vacuum Pyrolysis of N-Deethyl-8-acetyl Derivatives
    Wang, Ling
    Chen, Qi-Feng
    Wang, Feng-Peng
    NATURAL PRODUCT COMMUNICATIONS, 2013, 8 (12) : 1701 - 1704
  • [47] Construction of functionalized B/C/D ring system of C19-diterpenoid alkaloids via intramolecular Diels-Alder reaction followed by Wagner-Meerwein rearrangement
    Cheng, Hang
    Xu, Liang
    Chen, De-Lin
    Chen, Qiao-Hong
    Wang, Feng-Peng
    TETRAHEDRON, 2012, 68 (04) : 1171 - 1176
  • [48] A Novel Conversion of C19-Diterpenoid Alkaloids into Aconane-Type Diterpenes with Eight-Membered Ring System via Skeletal Rearrangement of Corresponding Diazonium Derivatives
    Ji, Hong
    Chen, Qiao-Hong
    Wang, Feng-Peng
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2009, 57 (03) : 233 - 239