Low May Lee, Maigre Laure, Tahir Mohamed Ibrahim M, Tiekink Edward R T, Dorlet Pierre, Guillot Régis, Ravoof Thahira Begum, Rosli Rozita, Pagès Jean-Marie, Policar Clotilde, Delsuc Nicolas, Crouse Karen A
Department of Chemistry, Universiti Putra Malaysia, 43400, Serdang, Selangor, Malaysia; École Normale Supérieure-PSL Research University, Département de Chimie, Sorbonne Universités - UPMC Univ Paris 06, CNRS UMR 7203 LBM, 24, rue Lhomond, 75005, Paris, France.
UMR-MD1, Aix-Marseille Université, IRBA, Faculté de Médecine, 27 boulevard Jean Moulin, 13385, Marseille, France.
Eur J Med Chem. 2016 Sep 14;120:1-12. doi: 10.1016/j.ejmech.2016.04.027. Epub 2016 Apr 20.
Copper (II) complexes synthesized from the products of condensation of S-methyl- and S-benzyldithiocarbazate with 2,5-hexanedione (SMHDH2 and SBHDH2 respectively) have been characterized using various physicochemical (elemental analysis, molar conductivity, magnetic susceptibility) and spectroscopic (infrared, electronic) methods. The structures of SMHDH2, its copper (II) complex, CuSMHD, and the related CuSBHD complex as well as a pyrrole byproduct, SBPY, have been determined by single crystal X-ray diffraction. In order to provide more insight into the behaviour of the complexes in solution, electron paramagnetic resonance (EPR) and electrochemical experiments were performed. Antibacterial activity and cytotoxicity were evaluated. The compounds, dissolved in 0.5% and 5% DMSO, showed a wide range of antibacterial activity against 10 strains of Gram-positive and Gram-negative bacteria. Investigations of the effects of efflux pumps and membrane penetration on antibacterial activity are reported herein. Antiproliferation activity was observed to be enhanced by complexation with copper. Preliminary screening showed Cu complexes are strongly active against human breast adenocarcinoma cancer cell lines MDA-MB-231 and MCF-7.
由S-甲基和S-苄基二硫代氨基甲酸盐与2,5-己二酮缩合产物（分别为SMHDH2和SBHDH2）合成的铜（II）配合物，已通过各种物理化学方法（元素分析、摩尔电导率、磁化率）和光谱方法（红外光谱、电子光谱）进行了表征。通过单晶X射线衍射确定了SMHDH2、其铜（II）配合物CuSMHD、相关的CuSBHD配合物以及一种吡咯副产物SBPY的结构。为了更深入了解配合物在溶液中的行为，进行了电子顺磁共振（EPR）和电化学实验。评估了抗菌活性和细胞毒性。溶解于0.5%和5%二甲基亚砜（DMSO）中的这些化合物，对10株革兰氏阳性和革兰氏阴性细菌表现出广泛的抗菌活性。本文报道了关于外排泵和膜穿透对抗菌活性影响的研究。观察到与铜络合可增强抗增殖活性。初步筛选表明，铜配合物对人乳腺腺癌细胞系MDA-MB-231和MCF-7具有很强的活性。
