Synthesis and biological evaluation of 4-(1H-1,2,4-triazol-1-yl)benzoic acid hybrids as anticancer agents

被引：18

作者：

Abuelizz, Hatem A. ^{[1
]}

Awad, Hanem M. ^{[2
]}

Marzouk, Mohamed ^{[3
]}

Nasr, Fahd A. ^{[4
]}

Alqahtani, Ali S. ^{[4
]}

Bakheit, Ahmed H. ^{[1
,5
,6
]}

Naglah, Ahmed M. ^{[7
,8
]}

Al-Salahi, Rashad ^{[1
]}

机构：

[1] King Saud Univ, Coll Pharm, Dept Pharmaceut Chem, POB 2457, Riyadh 11451, Saudi Arabia

[2] Natl Res Ctr, Dept Tanning Mat & Leather Technol, 33 El Bohouth St, Cairo 12622, Egypt

[3] Natl Res Ctr, Ctr Excellence Adv Sci, Chem Nat Prod Grp, 33 El Bohouth St, Cairo 12622, Egypt

[4] King Saud Univ, Coll Pharm, Med Aromat & Poisonous Plants Res Ctr, POB 2457, Riyadh 11451, Saudi Arabia

[5] King Saud Univ, Pharmacognosy Dept, Coll Pharm, POB 2457, Riyadh 11451, Saudi Arabia

[6] El Neelain Univ, Fac Sci & Technol, Dept Chem, POB 12702, Khartoum 11121, Sudan

[7] King Saud Univ, Coll Pharm, Dept Pharmaceut Chem, DEDC, Riyadh 11451, Saudi Arabia

[8] Natl Res Ctr, Chem Ind Res Div, Peptide Chem Dept, 33 El Bohouth St, Cairo 12622, Egypt

来源：

RSC ADVANCES | 2019年 / 9卷 / 33期

关键词：

CYTOTOXICITY EVALUATION; MOLECULAR DOCKING; 1,2,3-TRIAZOLES; DESIGN; ANTIBACTERIAL; APOPTOSIS;

D O I：

10.1039/c9ra03151k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of 4-(1H-1,2,4-triazol-1-yl)benzoic acid hybrids (1-17) was successfully synthesized and their structures were established by NMR and MS analysis. In vitro cytotoxic evaluation indicated that some of the hybrids exhibited potent inhibitory activities against MCF-7 and HCT-116 cancer cell lines, with IC50 values ranging from 15.6 to 23.9 mu M, compared with reference drug doxorubicin (19.7 and 22.6 mu M, respectively). Notably, the most potent compounds, 2, 5, 14, and 15, not only exhibited an obvious improvement in IC50 values, but demonstrated very weak cytotoxic effects toward normal cells (RPE-1) compared with doxorubicin. A further investigation showed that compounds 2 and 14 clearly inhibited the proliferation of MCF-7 cancer cells by inducing apoptosis. In addition, these hybrids showed acceptable correlation with bioassay results in regression plots generated by 2D QSAR models. Our results indicated that 1,2,4-triazole benzoic acid hybrids could be used as a structural optimization platform for the design and development of more selective and potent anticancer molecules.

引用

页码：19065 / 19074

页数：10

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