Aspirin-inspired organometallic compounds: Structural characterization and cytotoxicity

被引:25
作者
Ashraf, Adnan [1 ]
Hanif, Muhammad [1 ]
Kubanik, Mario [1 ]
Sohnel, Tilo [1 ]
Jamieson, Stephen M. F. [2 ]
Bhattacharyya, Arindam [3 ]
Hartinger, Christian G. [1 ]
机构
[1] Univ Auckland, Sch Chem Sci, Private Bag 92019, Auckland 1142, New Zealand
[2] Univ Auckland, Auckland Canc Soc, Res Ctr, Private Bag 92019, Auckland 1142, New Zealand
[3] Univ Calcutta, Dept Zool, Kolkata 700019, India
基金
奥地利科学基金会;
关键词
Anticancer activity; Aspirin; Osmium complexes; Ruthenium complexes; NSAIDs; ARENE ANTICANCER COMPLEXES; RUTHENIUM COMPLEXES; PRECLINICAL DEVELOPMENT; PICOLINAMIDE COMPLEXES; COLORECTAL-CANCER; TUMOR-GROWTH; IN-VITRO; PHASE-I; DRUG; LIGANDS;
D O I
10.1016/j.jorganchem.2017.01.016
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
We report here the preparation of 2-hydroxy-4-(picolinamido)benzoic acid and its aspirin analogue 2-acetoxy-4-(picolinamido)benzoic acid. Both ligands were used to synthesize organoruthenium and-osmium complexes. The compounds were characterized by NMR spectroscopy, electrospray ionization mass spectrometry and elemental analysis. The molecular structures of Ru and Os complexes of 2-hydroxy-4-(picolinamido) benzoic acid were determined by single crystal X-ray diffraction analysis. They showed a typical piano-stool configuration and the ligand coordinated as an N, N-bidentate chelator to the metal center. The cytotoxic potential of the selected compounds was evaluated in human colon (HCT116, SW480), non-small cell lung (NCI-H460) and cervical (SiHa) carcinoma cells. Surprisingly none of the compounds exhibited antiproliferative activity given the fact that other metal complexes of aspirin derivatives have shown promising anticancer activity. (C) 2017 Elsevier B.V. All rights reserved.
引用
收藏
页码:31 / 37
页数:7
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