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
  • [71] Discovery of 4-Substituted Methoxybenzoyl-aryl-thiazole as Novel Anticancer Agents: Synthesis, Biological Evaluation, and Structure-Activity Relationships
    Lu, Yan
    Li, Chien-Ming
    Wang, Zhao
    Ross, Charles R., II
    Chen, Jianjun
    Dalton, James T.
    Li, Wei
    Miller, Duane D.
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2009, 52 (06) : 1701 - 1711
  • [72] Synthesis, biological evaluation, and molecular modeling of cinnamic acyl sulfonamide derivatives as novel antitubulin agents
    Luo, Yin
    Qiu, Ke-Ming
    Lu, Xiang
    Liu, Kai
    Fu, Jie
    Zhu, Hai-Liang
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2011, 19 (16) : 4730 - 4738
  • [73] Microtubular structure and tubulin polymerization
    Mandelkow, E.
    Mandelkow, E. -M.
    [J]. CURRENT OPINION IN CELL BIOLOGY, 1989, 1 (01) : 5 - 9
  • [74] IPP51, a chalcone acting as a microtubule inhibitor with in vivo antitumor activity against bladder carcinoma
    Martel-Frachet, Veronique
    Keramidas, Michelle
    Nurisso, Alessandra
    DeBonis, Salvatore
    Rome, Claire
    Coll, Jean-Luc
    Boumendjel, Ahcene
    Skoufias, Dimitrios A.
    Ronot, Xavier
    [J]. ONCOTARGET, 2015, 6 (16) : 14669 - 14686
  • [75] Investigation of a new 1,3-diarylpropenone as a potential antimitotic agent targeting bladder carcinoma
    Martel-Frachet, Veronique
    Areguian, Julie
    Blanc, Madeleine
    Touquet, Bastien
    Lamarca, Arnaud
    Ronot, Xavier
    Boumendjel, Ahcene
    [J]. ANTI-CANCER DRUGS, 2009, 20 (06) : 469 - 476
  • [76] Isocombretastatins A versus Combretastatins A: The Forgotten isoCA-4 Isomer as a Highly Promising Cytotoxic and Antitubulin Agent
    Messaoudi, Samir
    Treguier, Bret
    Hamze, Abdallah
    Provot, Olivier
    Peyrat, Jean-Francois
    De Losada, Jordi Rodrigo
    Liu, Jian-Miao
    Bignon, Jerome
    Wdzieczak-Bakala, Joanna
    Thoret, Sylviane
    Dubois, Joelle
    Brion, Jean-Daniel
    Alami, Mouad
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2009, 52 (14) : 4538 - 4542
  • [77] Polyoxygenated cinnamoylcoumarins as conformationally constrained analogs of cytotoxic diarylpentanoids: Synthesis and biological activity
    Molaverdi, Fatemeh
    Khoobi, Mehdi
    Emami, Saeed
    Alipour, Masoumeh
    Firuzi, Omidreza
    Foroumadi, Alireza
    Dehghan, Gholamreza
    Miri, Ramin
    Shaki, Fatemeh
    Jafarpour, Farnaz
    Shafiee, Abbas
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 68 : 103 - 110
  • [78] Asymmetrical 2,6-bis(benzylidene)cyclohexanones: Synthesis, cytotoxic activity and QSAR study
    Nakhjiri, Maryam
    Safavi, Maliheh
    Alipour, Eskandar
    Emami, Saeed
    Atash, Amir Farzin
    Jafari-Zavareh, Mona
    Ardestani, Sussan K.
    Khoshneviszadeh, Mehdi
    Foroumadi, Alireza
    Shafiee, Abbas
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2012, 50 : 113 - 123
  • [79] Novel antileishmanial chalconoids: Synthesis and biological activity of 1- or 3-(6-chloro-2H-chromen-3-yl)propen-1-ones
    Nazarian, Zohreh
    Emami, Saeed
    Heydari, Samaneh
    Ardestani, Sussan K.
    Nakhjiri, Maryam
    Poorrajab, Fatemeh
    Shafiee, Abbas
    Foroumadi, Alireza
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (04) : 1424 - 1429
  • [80] Nepali Kunal, 2014, Recent Pat Anticancer Drug Discov, V9, P176