pmid: 31724435,   nlmid 101150203,  doi:10.1080/14756366.2019.1690479

Synthesis, biological evaluation, and molecular modelling of new naphthalene-chalcone derivatives as potential anticancer agents on MCF-7 breast cancer cells by targeting tubulin colchicine binding site.

Wang, Guangcheng Liu, Wenjing Gong, Zipeng Huang, Yong Li, Yongjun Peng, Zhiyun

Vol. 35, Issue 35, Dec.2020

Journal of enzyme inhibition and medicinal chemistry (J Enzyme Inhib Med Chem),  ISSN 1475-6374


A series of naphthalene-chalcone derivatives () were prepared and evaluated as tubulin polymerisation inhibitor for the treatment of breast cancer. All compounds were evaluated for their antiproliferative activity against MCF-7 cell line. The most of compounds displayed potent antiproliferative activity. Among them, compound displayed the most potent antiproliferative activity with an IC value of 1.42?▒?0.15?ÁM, as compared to cisplatin (IC?=?15.24?▒?1.27?ÁM). Additionally, the promising compound demonstrated relatively lower cytotoxicity on normal cell line (HEK293) compared to tumour cell line. Furthermore, compound was found to induce significant cell cycle arrest at the G/M phase and cell apoptosis. Compound displayed potent tubulin polymerisation inhibitory activity with an IC value of 8.4?ÁM, which was slightly more active than the reference compound colchicine (IC?=?10.6?ÁM). Molecular docking analysis suggested that interact and bind at the colchicine binding site of the tubulin.

MESH Headings

Article Keywords

Chalcone | anticancer | synthesis | tubulin inhibitor |


Similar Articles

Synthesis, molecular docking and biological evaluation of 1-phenylsulphonyl-2-(1-methylindol-3-yl)-benzimidazole derivatives as novel potential tubulin assembling inhibitors.
Wang, Yan-Ting Cai, Xun-Chao Shi, Tian-Qi Zhang, Ya-Liang Wang, Zhong-Chang Liu, Chang-Hong Zhu, Hai-Liang
Chemical biology & drug design ,vol(90), issue(1),  Jul.2017

Design, Synthesis and Cytotoxic Evaluation of Novel Chalcone Derivatives Bearing Triazolo[4,3-a]-quinoxaline Moieties as Potent Anticancer Agents with Dual EGFR Kinase and Tubulin Polymerization Inhibitory Effects.
Alswah, Mohamed Bayoumi, Ashraf H Elgamal, Kamal Elmorsy, Ahmed Ihmaid, Saleh Ahmed, Hany E A
Molecules (Basel, Switzerland) ,vol(23), issue(1),  Dec.2017

Inhibitors and promoters of tubulin polymerization: synthesis and biological evaluation of chalcones and related dienones as potential anticancer agents.
Dyrager, Christine Wickstr÷m, Malin FridÚn-Saxin, Maria Friberg, Annika DahlÚn, Kristian WallÚn, Erik A A Gullbo, Joachim Gr°tli, Morten Luthman, Kristina
Bioorganic & medicinal chemistry ,vol(19), issue(8),  Apr.2011

Synthesis of phenstatin/isocombretastatin-chalcone conjugates as potent tubulin polymerization inhibitors and mitochondrial apoptotic inducers.
Kamal, Ahmed Kumar, G Bharath Vishnuvardhan, M V P S Shaik, Anver Basha Reddy, Vangala Santhosh Mahesh, Rasala Sayeeda, Ibrahim Bin Kapure, Jeevak Sopanrao
Organic & biomolecular chemistry ,vol(13), issue(13),  Apr.2015

Design, synthesis and biological evaluation of 2-phenylquinoline-4-carboxamide derivatives as a new class of tubulin polymerization inhibitors.
Zhu, Li Luo, Kaixiu Li, Ke Jin, Yi Lin, Jun
Bioorganic & medicinal chemistry ,vol(25), issue(21),  Nov.2017

Synthesis, molecular modeling and biological evaluation of dithiocarbamates as novel antitubulin agents.
Qian, Yong Ma, Gao-Yuan Yang, Ying Cheng, Kui Zheng, Qing-Zhong Mao, Wen-Jun Shi, Lei Zhao, Jing Zhu, Hai-Liang
Bioorganic & medicinal chemistry ,vol(18), issue(12),  Jun.2010

(E)-N-Aryl-2-oxo-2-(3,4,5-trimethoxyphenyl)acetohydrazonoyl cyanides as tubulin polymerization inhibitors: Structure-based bioisosterism design, synthesis, biological evaluation, molecular docking and in silico ADME prediction.
Wang, Guangcheng Peng, Zhiyun Peng, Shanshan Qiu, Jie Li, Yongjun Lan, Yanyu
Bioorganic & medicinal chemistry letters ,vol(28), issue(20),  Nov.2018

Synthesis and biochemical activities of antiproliferative amino acid and phosphate derivatives of microtubule-disrupting ?-lactam combretastatins.
O'Boyle, Niamh M Greene, Lisa M Keely, Niall O Wang, Shu Cotter, Tadhg S Zisterer, Daniela M Meegan, Mary J
European journal of medicinal chemistry ,vol(62), issue(),  Apr.2013

Synthesis and biological evaluation of imidazopyridine-oxindole conjugates as microtubule-targeting agents.
Kamal, Ahmed Reddy, Vangala Santhosh Karnewar, Santosh Chourasiya, Sumit S Shaik, Anver Basha Kumar, G Bharath Kishor, Chandan Reddy, M Kashi Narasimha Rao, M P Nagabhushana, Ananthamurthy Ramakrishna, Kallaganti V S Addlagatta, Anthony Kotamraju, Srigiridhar
ChemMedChem ,vol(8), issue(12),  Dec.2013

Synthesis, biological evaluation and molecular docking studies of aminochalcone derivatives as potential anticancer agents by targeting tubulin colchicine binding site.
Wang, Guangcheng Peng, Zhiyun Zhang, Jiebing Qiu, Jie Xie, Zhenzhen Gong, Zipeng
Bioorganic chemistry ,vol(78), issue(),  Aug.2018

Medline data is available here.

The Search Enterprise

Contact Us