Colchicine-Binding Site Inhibitors from Chemistry to Clinic: A Review

被引:183
作者
McLoughlin, Eavan C. [1 ]
O'Boyle, Niamh M. [1 ]
机构
[1] Trinity Coll Dublin, Sch Pharm & Pharmaceut Sci, Trinity Biomed Sci Inst, Dublin D02, Ireland
关键词
anti-cancer; anti-tubulin; tubulin binding; microtubule-targeting agents; colchicine; colchicine binding site; combretastatin; CA-4; tubulin destabilizing; COMBRETASTATIN A4 PHOSPHATE; TUBULIN POLYMERIZATION INHIBITOR; VASCULAR TARGETING AGENT; COLON-CANCER CELLS; BIOLOGICAL EVALUATION; ANTITUMOR-ACTIVITY; ANTINEOPLASTIC AGENTS; ANTICANCER AGENTS; COVALENT INHIBITORS; TUMOR VASCULATURE;
D O I
10.3390/ph13010008
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
It is over 50 years since the discovery of microtubules, and they have become one of the most important drug targets for anti-cancer therapies. Microtubules are predominantly composed of the protein tubulin, which contains a number of different binding sites for small-molecule drugs. There is continued interest in drug development for compounds targeting the colchicine-binding site of tubulin, termed colchicine-binding site inhibitors (CBSIs). This review highlights CBSIs discovered through diverse sources: from natural compounds, rational design, serendipitously and via high-throughput screening. We provide an update on CBSIs reported in the past three years and discuss the clinical status of CBSIs. It is likely that efforts will continue to develop CBSIs for a diverse set of cancers, and this review provides a timely update on recent developments.
引用
收藏
页数:43
相关论文
共 171 条
[101]   Combination effect of AC-7700, a novel combretastatin A-4 derivative, and cisplatin against murine and human tumors in vivo [J].
Morinaga, Y ;
Suga, Y ;
Ehara, S ;
Harada, K ;
Nihei, Y ;
Suzuki, M .
CANCER SCIENCE, 2003, 94 (02) :200-204
[102]   ARQ 197, a Novel and Selective Inhibitor of the Human c-Met Receptor Tyrosine Kinase with Antitumor Activity [J].
Munshi, Neru ;
Jeay, Sebastien ;
Li, Youzhi ;
Chen, Chang-Rung ;
France, Dennis S. ;
Ashwell, Mark A. ;
Hill, Jason ;
Moussa, Magdi M. ;
Leggett, David S. ;
Li, Chiang J. .
MOLECULAR CANCER THERAPEUTICS, 2010, 9 (06) :1544-1553
[103]   Potent combretastatin A-4 analogs containing 1,2,4-triazole: Synthesis, antiproliferative, anti-tubulin activity, and docking study [J].
Mustafa, Muhamad ;
Anwar, Sirajudheen ;
Elgamal, Firgani ;
Ahmed, Esam R. ;
Aly, Omar M. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2019, 183
[104]   1,1-Diheterocyclic Ethylenes Derived from Quinaldine and Carbazole as New Tubulin-Polymerization Inhibitors: Synthesis, Metabolism, and Biological Evaluation [J].
Naret, Timothee ;
Khelifi, Ilhem ;
Provot, Olivier ;
Bignon, Jerome ;
Levaique, Helene ;
Dubois, Joelle ;
Souce, Martin ;
Kasselouri, Athena ;
Deroussent, Alain ;
Paci, Angelo ;
Varela, Paloma F. ;
Gigant, Benoit ;
Alami, Mouad ;
Hamze, Abdallah .
JOURNAL OF MEDICINAL CHEMISTRY, 2019, 62 (04) :1902-1916
[105]  
NCI National Cancer Institute, ANG INH
[106]  
Nguyen T.T.B., 2012, ACS MED CHEM LETT, V22, P7227, DOI DOI 10.1016/J.BMC1.2012.09.047
[107]   Structure Guided Design, Synthesis, and Biological Evaluation of Novel Benzosuberene Analogues as Inhibitors of Tubulin Polymerization [J].
Niu, Haichan ;
Strecker, Tracy E. ;
Gerberich, Jeni L. ;
Campbell, James W., III ;
Saha, Debabrata ;
Mondal, Deboprosad ;
Hamel, Ernest ;
Chaplin, David J. ;
Mason, Ralph P. ;
Trawick, Mary Lynn ;
Pinney, Kevin G. .
JOURNAL OF MEDICINAL CHEMISTRY, 2019, 62 (11) :5594-5615
[108]   Structure of the αβtubulin dimer by electron crystallography [J].
Nogales, E ;
Wolf, SG ;
Downing, KH .
NATURE, 1998, 391 (6663) :199-203
[109]  
O'Boyle NM, 2011, CURR MED CHEM, V18, P4722
[110]   Synthesis and evaluation of antiproliferative microtubule-destabilising combretastatin A-4 piperazine conjugates [J].
O'Boyle, Niamh M. ;
Ana, Gloria ;
Kelly, Patrick M. ;
Nathwani, Seema M. ;
Noorani, Sara ;
Fayne, Darren ;
Bright, Sandra A. ;
Twamley, Brendan ;
Zisterer, Daniela M. ;
Meegan, Mary J. .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (25) :6184-6200