Synthesis of new combretastatin A-4 analogues and study of their anti-inflammatory activity

被引:0
|
作者
M. P. Davydova
I. V. Sorokina
T. G. Tolstikova
V. I. Mamatyuk
D. S. Fadeev
S. F. Vasilevsky
机构
[1] Russian Academy of Sciences,Voevodsky Institute of Chemical Kinetics and Combustion, Siberian Branch
[2] Russian Academy of Sciences,Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch
[3] Novosibirsk State University,undefined
关键词
combretastatin A-4; α-acetylenic ketones; β-vinylamines; anti-inflammatory activity; vasoactive properties;
D O I
暂无
中图分类号
学科分类号
摘要
A new approach to the synthesis of natural combretastatin A-4 analogues based on the interaction of α-acetylenic ketones with secondary amines (diethyl amine, pyrrolidine, piperidine, morpholine) was proposed. Previously unknown analogues of combretastatin A-4 containing the β-aminovinylcarbonyl bridges were synthesized. Anti-inflammatory activity of the obtained compounds was studied on models of exudative inflammation caused by histamine or concanavalin A.
引用
收藏
页码:70 / 76
页数:6
相关论文
共 50 条
  • [41] New Efficient Synthesis of Combretastatin A-4 via Colvin Rearrangement
    Petrov, Ognyan I.
    Gerova, Mariana S.
    Chanev, Christo D.
    Petrova, Katya V.
    SYNTHESIS-STUTTGART, 2011, (22): : 3711 - 3715
  • [42] Synthesis and Biological Evaluations of 1,2-Diaryl Pyrroles as Analogues of Combretastatin A-4
    Sun, Jun
    Chen, Lei
    Liu, Chunjiang
    Wang, Zhan
    Zuo, Daiying
    Pan, Jiatong
    Qi, Huan
    Bao, Kai
    Wu, Yingliang
    Zhang, Weige
    CHEMICAL BIOLOGY & DRUG DESIGN, 2015, 86 (06) : 1541 - 1547
  • [43] Design, synthesis, and evaluation of anti-breast cancer activity of colchicine - combretastatin A-4 analogues containing quinoline as microtubule-targeting agents
    Doan, Nam Q. H.
    Tran, Hoan N.
    Nguyen, Nhu T. M.
    Nguyen, Khang D. T.
    Tao, Vu M.
    Lai, Nhu N.
    Tran, Huong T. T.
    Luu, Phu H. T.
    JOURNAL OF MOLECULAR STRUCTURE, 2024, 1312
  • [44] Novel sulfonate analogues of combretastatin A-4: Potent antimitotic agents
    Gwaltney, SL
    Imade, HM
    Barr, KJ
    Li, Q
    Gehrke, L
    Credo, RB
    Warner, RB
    Lee, JY
    Kovar, P
    Wang, JY
    Nukkala, MA
    Zielinski, NA
    Frost, D
    Ng, SC
    Sham, HL
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (07) : 871 - 874
  • [45] Synthesis, Antiproliferative and Antioxidant Activity of 3-Mercapto-1,2,4-Triazole Derivatives as Combretastatin A-4 Analogues
    Sadiq Al-Mansury
    Asim A. Balakit
    Fatin Fadhel Alkazazz
    Rana A. Ghaleb
    Pharmaceutical Chemistry Journal, 2021, 55 : 556 - 565
  • [46] Lonazolac analogues: molecular modeling, synthesis, and in vivo anti-inflammatory activity
    Ismail, Mohamed A. H.
    Lehmann, Jochen
    Abou El Ella, Dalal A.
    Albohy, Amgad
    Abouzid, Khaled A. M.
    MEDICINAL CHEMISTRY RESEARCH, 2009, 18 (09) : 725 - 744
  • [47] Lonazolac analogues: molecular modeling, synthesis, and in vivo anti-inflammatory activity
    Mohamed A. H. Ismail
    Jochen Lehmann
    Dalal A. Abou El Ella
    Amgad Albohy
    Khaled A. M. Abouzid
    Medicinal Chemistry Research, 2009, 18 : 725 - 744
  • [48] Synthesis and Antiproliferative Evaluation of 3-Chloroazetidin-2-ones with Antimitotic Activity: Heterocyclic Bridged Analogues of Combretastatin A-4
    Malebari, Azizah M.
    Wang, Shu
    Greene, Thomas F.
    O'Boyle, Niamh M.
    Fayne, Darren
    Khan, Mohemmed Faraz
    Nathwani, Seema M.
    Twamley, Brendan
    McCabe, Thomas
    Zisterer, Daniela M.
    Meegan, Mary J.
    PHARMACEUTICALS, 2021, 14 (11)
  • [49] Synthesis and Evaluation of 1,5-Disubstituted Tetrazoles as Rigid Analogues of Combretastatin A-4 with Potent Antiproliferative and Antitumor Activity
    Romagnoli, Romeo
    Baraldi, Pier Giovanni
    Salvador, Maria Kimatrai
    Preti, Delia
    Tabrizi, Mojgan Aghazadeh
    Brancale, Andrea
    Fu, Xian-Hua
    Li, Jun
    Zhang, Su-Zhan
    Hamel, Ernest
    Bortolozzi, Roberta
    Basso, Giuseppe
    Viola, Giampietro
    JOURNAL OF MEDICINAL CHEMISTRY, 2012, 55 (01) : 475 - 488
  • [50] Synthesis of Diaryl Pyrrolones Derivatives as Combretastatin A-4
    Wei, Li
    Lu, Guo-Yuan
    ADVANCES IN MATERIALS AND MATERIALS PROCESSING, PTS 1-3, 2013, 652-654 : 689 - 692