Structural and spectroscopic studies of tripodal [MgL]2+ chelates containing only nitrogen donor atoms:: alkaline earth metal complexes as potential drug delivery agents

被引:13
作者
He, HS
Rodgers, KR
Arif, AM
机构
[1] N Dakota State Univ, Dept Chem, Fargo, ND 58105 USA
[2] Univ Utah, Dept Chem, Salt Lake City, UT 84112 USA
关键词
MMP inhibitor; drug delivery; magnesium; alkaline earth; tripodal ligand;
D O I
10.1016/j.jinorgbio.2004.02.018
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Several tripodal diimine ligands, tris(2-(2-thiazolyl)methyliminoethyl)amine, 2-Tatren, tris(2-(4-(5-methyl)imidazolyl)methyliminoethyl)amine, 5-Me-4-Imtren, tris(2-(4-imidazolyl)methyliminoethyl)amine, 4-Imtren, tris(2-(2-imidazolyl)methyliminoethyl)amine, 2-Imtren, and their Mg2+ complexes were prepared and characterized. X-ray diffraction studies show that the Mg2+ ions are six-coordinate, with three acyclic imine N atoms and three imidazolyl or thiazolyl N atoms coordinated with the general formula [Mg(L)](ClO4)(2) (L = 4-Imtren (1), 2-Imtren (2), 2-Tatren (3), and 5-Me-4-Imtren (4)). These complexes are chiral with both A and A isomers present in the unit cell. H-1 NMR titrations reveal that complexes also form in solution and that the chirality is maintained. Variable temperature H-1 NMR reveals that the Delta and Lambda isomers interconvert in the intermediate to slow time scale. The interconversion rate slows with increasing pK(a) of the ligand heterocycle, suggesting that interconversion proceeds through a partially dissociated state. These complexes undergo traus-metallation by Zn2+, indicating that their ligands can be released in a kinetically facile manner to form more stable metal ion complexes. (C) 2004 Elsevier Inc. All rights reserved.
引用
收藏
页码:667 / 676
页数:10
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