Chohan Zahid H, Arif M, Rashid A
Department of Chemistry, Bahauddin Zakariya University, Multan, Pakistan.
J Enzyme Inhib Med Chem. 2008 Dec;23(6):785-96. doi: 10.1080/14756360701450145.
A new series of asymmetric salicyl-, furanyl-, thienyl- and pyrrolyl-derived ONNO, NNNO, ONNS & NNNS donor antibacterial and antifungal Schiff-bases and their copper(II) and zinc(II) metal complexes have been synthesized and characterized. IR spectra indicated the ligands to act as quartdentate towards divalent metal ions via two azomethine-N, deprotonated-O of salicyl, furanyl-O, thienyl-S and/or pyrrolyl-N. The magnetic moments and electronic spectral data suggest octahedral geometry for Cu(II) and Zn(II) complexes. NMR spectral data of the ligands and their diamagnetic zinc(II) complexes well-define their proposed structures/geometries. Elemental analyses data of the ligands and metal complexes agree with their proposed structures/geometries. The synthesized ligands, along with their metal complexes were screened for their antibacterial activity against B. cereus, C. diphtheriae, E. coli, K. pneumoniae, P. mirabilis, P. aeruginosa, S. typhi, S. dysenteriae and S. aureus strains and for in-vitro antifungal activity against T. schoenleinii, C. glabrata, P. boydii, C. albicans, A. niger, M. canis and T. mentagrophytes. The results of these studies show the metal complexes to be more antibacterial/antifungal against one or more species as compared to the uncomplexed ligands. The brine shrimp bioassay was also carried out to study their in-vitro cytotoxic properties. Eight compounds, L(4), (1), (7), (8), (11), (17), (19) and (23) displayed potent cytotoxic activity with LD(50) = 1.445 x 10(- 3), 1.021 x 10(- 3), 7.478 x 10(- 4), 8.566 x 10(- 4), 1.028 x 10(- 3), 9.943 x 10(- 4), 8.730 x 10(- 4) and 1.124 x 10(- 3) M respectively, against Artemia salina.
已经合成并表征了一系列新的不对称水杨基、呋喃基、噻吩基和吡咯基衍生的ONNO、NNNO、ONNS和NNNS供体抗菌和抗真菌席夫碱及其铜（II）和锌（II）金属配合物。红外光谱表明，配体通过两个甲亚胺-N、水杨基去质子化的-O、呋喃基-O、噻吩基-S和/或吡咯基-N对二价金属离子起四齿作用。磁矩和电子光谱数据表明铜（II）和锌（II）配合物具有八面体几何结构。配体及其抗磁性锌（II）配合物的核磁共振光谱数据很好地确定了它们所提出的结构/几何形状。配体和金属配合物的元素分析数据与其所提出的结构/几何形状一致。对合成的配体及其金属配合物进行了针对蜡状芽孢杆菌、白喉棒状杆菌、大肠杆菌、肺炎克雷伯菌、奇异变形杆菌、铜绿假单胞菌、伤寒沙门氏菌、痢疾志贺氏菌和金黄色葡萄球菌菌株的抗菌活性以及针对申克氏孢子丝菌、光滑念珠菌、博伊德氏拟青霉、白色念珠菌、黑曲霉、犬小孢子菌和须癣毛癣菌的体外抗真菌活性筛选。这些研究结果表明，与未配位的配体相比，金属配合物对一种或多种菌种具有更强的抗菌/抗真菌活性。还进行了卤虫生物测定以研究它们的体外细胞毒性特性。八种化合物，L(4)、(1)、(7)、(8)、(11)、(17)、(19)和(23)分别对卤虫显示出强细胞毒性活性，LD(50) = 1.445×10⁻³、1.021×10⁻³、7.478×10⁻⁴、8.566×10⁻⁴、1.028×10⁻³、9.943×10⁻⁴、8.730×10⁻⁴和1.124×10⁻³ M。
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