Recent advances of cytotoxic chalconoids targeting tubulin polymerization: Synthesis and biological activity

被引:82
作者
Mirzaei, Hassan [1 ]
Emami, Saeed [2 ,3 ]
机构
[1] Mazandaran Univ Med Sci, Pharmaceut Sci Res Ctr, Student Res Comm, Fac Pharm, Sari, Iran
[2] Mazandaran Univ Med Sci, Dept Med Chem, Fac Pharm, Sari, Iran
[3] Mazandaran Univ Med Sci, Pharmaceut Sci Res Ctr, Fac Pharm, Sari, Iran
关键词
Chalcones; 1,3-Diaryl-2-propen-1-ones; Anti-cancer; Cytotoxic activity; Tubulin polymerization; CELL-CYCLE ARREST; CHROMENE-BASED CHALCONES; ONE-POT SYNTHESIS; ANTICANCER AGENTS; ANTITUBULIN AGENTS; COMBRETASTATIN A-4; MILLEPACHINE DERIVATIVES; MEDICINAL CHEMISTRY; ANTIMITOTIC AGENTS; MOLECULAR DOCKING;
D O I
10.1016/j.ejmech.2016.05.067
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Since microtubules have an important role in mitosis and other vital cellular functions, tubulin-targeting chemotherapy has been received growing attention in anticancer drug design and development. It was found that a number of naturally occurring compounds including distinct chalcones exert their effect by inhibition of tubulin polymerization. After the identification of tubulin polymerization as potential target for chalcone-type compounds, extensive researches have been made to design and synthesis of new antitubulin chalconoids. Although diverse chalcones have found to be potent anticancer agents but in the present review, we focused on the recently reported tubulin polymerization inhibitors from chalcone origin and related synthetic compounds, and their detailed synthetic methods and biological activities. (C) 2016 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码:610 / 639
页数:30
相关论文
共 123 条
  • [21] Cytotoxic 1,3-diarylidene-2-tetralones and related compounds
    Dimmock, JR
    Padmanilyam, MP
    Zello, GA
    Quail, JW
    Oloo, EO
    Prisciak, JS
    Kraatz, HB
    Cherkasov, A
    Lee, JS
    Allen, TM
    Santos, CL
    Manavathu, EK
    De Clercq, E
    Balzarini, J
    Stables, JP
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2002, 37 (10) : 813 - 824
  • [22] Dimmock JR, 1999, CURR MED CHEM, V6, P1125
  • [23] Synthesis and identification of small molecules that potently induce apoptosis in melanoma cells through G1 cell cycle arrest
    Dothager, RS
    Putt, KS
    Allen, BJ
    Leslie, BJ
    Nesterenko, V
    Hergenrother, PJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (24) : 8686 - 8696
  • [24] Downing KH, 1999, CELL STRUCT FUNCT, V24, P269
  • [25] New insights into microtubule structure and function from the atomic model of tubulin
    Downing, KH
    Nogales, E
    [J]. EUROPEAN BIOPHYSICS JOURNAL WITH BIOPHYSICS LETTERS, 1998, 27 (05): : 431 - 436
  • [26] Quantitative structure-activity relationship (5D-QSAR) study of combretastatin-like analogues as inhibitors of tubulin assembly
    Ducki, S
    Mackenzie, G
    Lawrence, NJ
    Snyder, JP
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (02) : 457 - 465
  • [27] Potent antimitotic and cell growth inhibitory properties of substituted chalcones
    Ducki, S
    Forrest, R
    Hadfield, JA
    Kendall, A
    Lawrence, NJ
    McGown, AT
    Rennison, D
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1998, 8 (09) : 1051 - 1056
  • [28] Combretastatin-like chalcones as inhibitors of microtubule polymerization. Part 1: Synthesis and biological evaluation of antivascular activity
    Ducki, Sylvie
    Rennison, David
    Woo, Meiko
    Kendall, Alexander
    Chabert, Jeremie Fournier Dit
    McGown, Alan T.
    Lawrence, Nicholas J.
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (22) : 7698 - 7710
  • [29] Combretastatin-like chalcones as inhibitors of microtubule polymerisation. Part 2: Structure-based discovery of alpha-aryl chalcones
    Ducki, Sylvie
    Mackenzie, Grant
    Greedy, Ben
    Armitage, Simon
    Chabert, Jeremie Fournier Dit
    Bennett, Elizabeth
    Nettles, Jim
    Snyder, James P.
    Lawrence, Nicholas J.
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (22) : 7711 - 7722
  • [30] Antimitotic Chalcones and Related Compounds as Inhibitors of Tubulin Assembly
    Ducki, Sylvie
    [J]. ANTI-CANCER AGENTS IN MEDICINAL CHEMISTRY, 2009, 9 (03) : 336 - 347