Design, synthesis, and in-silico study of new letrozole derivatives as prospective anticancer and antioxidant agents

被引：4
|
作者：
Jihad, Raad S. [2 ]
Abdul-Rida, Nabeel A. [3 ]
Al-Shamari, Amer M. J. [4 ]
Al-Masoudi, Najim A. [1 ]
Saeed, Bahjat A. [5 ]
机构：
[1] Univ Basrah, Coll Sci, Dept Chem, Basrah, Iraq
[2] Gen Directorate Muthana Educ, Muthana, Iraq
[3] Univ Al Qadisiya, Dept Chem, Al Qadisiya, Iraq
[4] Univ Kufa, Coll Sci, Dept Chem, Najaf, Iraq
[5] Univ Basrah, Coll Educ Pure Sci, Dept Chem, Basrah, Iraq
来源：
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES | 2023年 / 78卷 / 06期
关键词：
anticancer activity; breast cancer; chalcones; letrozole analogs; Suzuki cross-coupling reaction; BREAST-CANCER; CHALCONE DERIVATIVES; MOLECULAR DOCKING; TAMOXIFEN; INHIBITOR; APOPTOSIS; CELLS; CARCINOMA; LICORICE; GROWTH;
D O I：
10.1515/znb-2022-0151
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
A new series of derivatives (compounds 8-20) of the breast antihormonal drug letrozole tagged with additional aryl groups were synthesized starting from the letrozole analog 7 via Suzuki cross-coupling reaction. Treatment of the ketone 9with various aldehydes in base afforded the chalcone analogs 21-27. The structural assignments were done by IR, H-1, C-13 and 2D NMR spectra. Compounds 13, 21-23, 25 and 26 have been selected for their anticancer activity against MCF-7 andWRL-68 cell lines. Compounds 13 and 22 were found to be themost potent anticancer agents with IC50 values of 34.75 and 58.79 (mu g mL(-1)) (SI = 3.3 and 2.6, respectively). Molecular docking study of compounds 13 and 22 revealed hydrogen bond with the amino acids Arg115, Met374 and Met364 residues of the receptor 3EQM, respectively. Therefore, compounds 13 and 22 can be considered as promising anticancer agents due to their potent cytotoxic activity.
引用
收藏
页码：343 / 353
页数：11
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