Synthesis, Docking and Biological Activities of Novel Hybrids Celecoxib and Anthraquinone Analogs as Potent Cytotoxic Agents

International Journal of Molecular Sciences

Maha S. Almutairi²  Gehan H. Hegazy⁴  Mogedda E. Haiba²  Hamed I. Ali⁵  Nagy M. Khalifa³  Abd El-mohsen M. Soliman¹ 

[1] Department of Therapeutical Chemistry, Pharmaceutical and Drug Industries Division, National Research Center, Dokki, Cairo 12622, Egypt; E-Mail:;Pharmaceutical Chemistry Department, Faculty of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia; E-Mails:;Pharmaceutical Chemistry Department, Drug Exploration & Development Chair (DEDC), College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia;Pharmaceutical Chemistry Department, Faculty of Pharmacy, Cairo University, Cairo 11562, Egypt; E-Mail:;Department of Pharmaceutical Sciences, Irma Lerma Rangel College of Pharmacy, Texas A&M Health Science Center, Kingsville, TX 78363, USA; E-Mail:

关键词: antitumor;    anthraquinone;    celecoxib;    HEPG2;    docking;    protein kinase activities;   

DOI  :  10.3390/ijms151222580

来源: mdpi

【 摘 要 】

Herein, novel hybrid compounds of celecoxib and 2-aminoanthraquinone derivatives have been synthesized using condensation reactions of celecoxib with 2-aminoanthraquinone derivatives or 2-aminoanthraquinon with celecoxib derivatives. Celecoxib was reacted with different acid chlorides, 2-chloroethylisocyanate and bis (2-chloroethyl) amine hydrochloride. These intermediates were then reacted with 2-aminoanthraquinone. Also the same different acid chlorides and 2-chloroethylisocyanate were reacted with 2-aminoanthraquinone and the resulting intermediates were reacted with celecoxib to give isomers for the previous compounds. The antitumor activities against hepatic carcinoma tumor cell line (HEPG2) have been investigated in vitro, and all these compounds showed promising activities, especially compound 3c, 7, and 12. Flexible docking studies involving AutoDock 4.2 was investigated to identify the potential binding affinities and the mode of interaction of the hybrid compounds into two protein tyrosine kinases namely, SRC (Pp60v-src) and platelet-derived growth factor receptor, PDGFR (c-Kit). The compounds in this study have a preferential affinity for the c-Kit PDGFR PTK over the non-receptor tyrosine kinase SRC (Pp60v-src).

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.