Synthesis and evaluation of benzimidazole carbamates bearing indole moieties for antiproliferative and antitubulin activities.
作者： Qi Guan , Chunming Han , Daiying Zuo , Min'an Zhai , Zengqiang Li
DOI: 10.1016/J.EJMECH.2014.09.071
关键词:
摘要: A series of novel benzimidazole carbamates bearing indole moieties with sulphur or selenium atoms connecting the aromatic rings were synthesised and evaluated for their antiproliferative activities against three human cancer cell lines (SGC-7901, A-549 HT-1080) using an MTT assay. Compounds 10a, 10b, 7a, 7b 7f showed significant these lines. The most potent compound in this series, was selected to investigate its antitumour mechanism. In addition, molecular docking studies suggested that 10a interacts very closely nocodazole pose through hydrogen bonds at colchicine binding site tubulin.
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M. De Brabander, R. Van de Veire, F. Aerts, G. Geuens, L. Desplenter, J. De Crée, M. Borgers, P. A. J. Janssen, R 17934 : A New Synthetic Anti-cancer Drug Interfering with Microtubules Springer US. pp. 121- 128 ,(1976) , 10.1007/978-1-4613-4352-3_21
M.H Pourgholami, L Woon, R Almajd, J Akhter, P Bowery, D.L Morris, In vitro and in vivo suppression of growth of hepatocellular carcinoma cells by albendazole. Cancer Letters. ,vol. 165, pp. 43- 49 ,(2001) , 10.1016/S0304-3835(01)00382-2
Alaaeldin Shablak, Eribulin for advanced breast cancer: a drug evaluation. Journal of Breast Cancer. ,vol. 16, pp. 12- 15 ,(2013) , 10.4048/JBC.2013.16.1.12
Masaichi Hasegawa, Naohiko Nishigaki, Yoshiaki Washio, Kazuya Kano, Philip A. Harris, Hideyuki Sato, Ichiro Mori, Rob I. West, Megumi Shibahara, Hiroko Toyoda, Liping Wang, Robert T. Nolte, James M. Veal, Mui Cheung, Discovery of Novel Benzimidazoles as Potent Inhibitors of TIE-2 and VEGFR-2 Tyrosine Kinase Receptors. Journal of Medicinal Chemistry. ,vol. 50, pp. 4453- 4470 ,(2007) , 10.1021/JM0611051
Rodrigo Aguayo-Ortiz, Oscar Méndez-Lucio, José L. Medina-Franco, Rafael Castillo, Lilián Yépez-Mulia, Francisco Hernández-Luis, Alicia Hernández-Campos, Towards the identification of the binding site of benzimidazoles to β-tubulin of Trichinella spiralis: insights from computational and experimental data. Journal of Molecular Graphics & Modelling. ,vol. 41, pp. 12- 19 ,(2013) , 10.1016/J.JMGM.2013.01.007
Lilián Yépez-Mulia, José L. Medina-Franco, Alicia Hernández-Campos, Rodrigo Aguayo-Ortiz, Oscar Méndez-Lucio, Antonio Romo-Mancillas, Rafael Castillo, Molecular basis for benzimidazole resistance from a novel β-tubulin binding site model. Journal of Molecular Graphics & Modelling. ,vol. 45, pp. 26- 37 ,(2013) , 10.1016/J.JMGM.2013.07.008
Lloyd Kelland, Targeting Established Tumor Vasculature: A Novel Approach to Cancer Treatment Current Cancer Therapy Reviews. ,vol. 1, pp. 1- 9 ,(2005) , 10.2174/1573394052952456
Valérie Verones, Nathalie Flouquet, Marie Lecoeur, Amelie Lemoine, Amaury Farce, Brigitte Baldeyrou, Christine Mahieu, Nicole Wattez, Amélie Lansiaux, Jean-François Goossens, Pascal Berthelot, Nicolas Lebegue, Synthesis, antiproliferative activity and tubulin targeting effect of acridinone and dioxophenothiazine derivatives. European Journal of Medicinal Chemistry. ,vol. 59, pp. 39- 47 ,(2013) , 10.1016/J.EJMECH.2012.10.051
Gabriella De Martino, Giuseppe La Regina, Antonio Coluccia, Michael C. Edler, Maria Chiara Barbera, Andrea Brancale, Elizabeth Wilcox, Ernest Hamel, Marino Artico, Romano Silvestri, Arylthioindoles, Potent Inhibitors of Tubulin Polymerization Journal of Medicinal Chemistry. ,vol. 47, pp. 6120- 6123 ,(2004) , 10.1021/JM049360D
Tsuneaki Hirashima, Osamu Manabe, CATALYTIC REDUCTION OF AROMATIC NITRO COMPOUNDS WITH HYDRAZINE IN THE PRESENCE OF IRON(III) CHLORIDE AND ACTIVE CARBON Chemistry Letters. ,vol. 4, pp. 259- 260 ,(1975) , 10.1246/CL.1975.259