Synthesis and Aminomethylation of A-Azepane-Fused Uvaol and Betulin Derivatives

被引:1
|
作者
Petrova, A. V. [1 ]
机构
[1] Russian Acad Sci, Ufa Fed Res Ctr, Ufa Inst Chem, Ufa 450054, Russia
关键词
triterpenoids; azepanobetulin; azepanouvaol; alkylation; Mannich reaction; HYDROXYPROPARGYLAMINES; CYTOTOXICITY;
D O I
10.1134/S1070428023010232
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Stepwise conjugation of biologically active A-azepanobetulin and A-azepanouvaol with succinic anhydride and propargylamine, followed by copper-catalyzed Mannich reaction, afforded new hybrid com-pounds containing an N-methylpiperazine fragment with an average yield of 73%. The product structure was determined by NMR spectroscopy.
引用
收藏
页码:202 / 206
页数:5
相关论文
共 50 条
  • [1] Synthesis and Aminomethylation of A-Azepane-Fused Uvaol and Betulin Derivatives
    A. V. Petrova
    Russian Journal of Organic Chemistry, 2023, 59 : 202 - 206
  • [2] Synthesis and Cytotoxicity of Indole Derivatives of Betulin, Erythrodiol, and Uvaol
    E. F. Khusnutdinova
    A. V. Petrova
    G. N. Apryshko
    O. S. Kukovinets
    O. B. Kazakova
    Russian Journal of Bioorganic Chemistry, 2018, 44 : 322 - 329
  • [3] Synthesis and Cytotoxicity of Indole Derivatives of Betulin, Erythrodiol, and Uvaol
    Khusnutdinova, E. F.
    Petrova, A. V.
    Apryshko, G. N.
    Kukovinets, O. S.
    Kazakova, O. B.
    RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2018, 44 (03) : 322 - 329
  • [4] Synthesis and Antitumor Activity of Aminopropoxy Derivatives of Betulin, Erythrodiol, and Uvaol
    Kazakova, O. B.
    Giniyatullina, G. V.
    Tolstikov, G. A.
    Baikova, I. P.
    Zaprutko, L.
    Apryshko, G. N.
    RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2011, 37 (03) : 369 - 379
  • [5] Synthesis and antitumor activity of aminopropoxy derivatives of betulin, erythrodiol, and uvaol
    O. B. Kazakova
    G. V. Giniyatullina
    G. A. Tolstikov
    I. P. Baikova
    L. Zaprutko
    G. N. Apryshko
    Russian Journal of Bioorganic Chemistry, 2011, 37 : 369 - 379
  • [6] Synthesis of quinoxalines fused with triterpenes, ursolic acid and betulin derivatives
    A. V. Korovin
    A. V. Tkachev
    Russian Chemical Bulletin, 2001, 50 : 304 - 310
  • [7] Synthesis of quinoxalines fused with triterpenes, ursolic acid and betulin derivatives
    Korovin, AV
    Tkachev, AV
    RUSSIAN CHEMICAL BULLETIN, 2001, 50 (02) : 304 - 310
  • [8] SYNTHESIS AND ANTIULCER ACTIVITY OF UVAOL HEMIPHTHALATE DERIVATIVES
    CRISTONI, A
    NIZZOLA, R
    MALANDRINO, S
    PIFFERI, G
    FARMACO, 1994, 49 (04): : 281 - 284
  • [9] Synthesis of fluorinated piperidine and azepane β-amino acid derivatives
    Abrahami, Renata Anita
    Kiss, Lorand
    Barrio, Pablo
    Fulop, Ferenc
    TETRAHEDRON, 2016, 72 (47) : 7526 - 7535
  • [10] Synthesis of betulin derivatives containing triazole fragments
    W. F. Chi
    L. Jin
    F.-Y. Piao
    R.-B. Han
    Chemistry of Natural Compounds, 2013, 49 : 264 - 267