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三唑并嘧啶铜(II)配合物的生物活性由辅助 N-N-螯合杂环配体调节。

Biological Activity of Triazolopyrimidine Copper(II) Complexes Modulated by an Auxiliary N-N-Chelating Heterocycle Ligands.

机构信息

Department of Organic Chemistry, Biochemistry and Catalysis, Faculty of Chemistry, University of Bucharest, 90-92 Panduri Str., 050663 Bucharest, Romania.

Department of Life and Environmental Physics, Horia Hulubei National Institute for Physics and Nuclear Engineering, 30 Reactorului Str., 077125 Măgurele, Romania.

出版信息

Molecules. 2021 Nov 9;26(22):6772. doi: 10.3390/molecules26226772.

DOI:10.3390/molecules26226772
PMID:34833864
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8620715/
Abstract

Novel complexes of type Cu(N-N)(dmtp)(OH)·dmtp (() N-N: 2,2'-bipyridine; () L: 1,10-phenantroline and dmtp: 5,7-dimethyl-1,2,4-triazolo[1,5-]pyrimidine) were designed in order to obtain biologically active compounds. Complexes were characterized as mononuclear species that crystallized in the space group P-1 of the triclinic system with a square pyramidal geometry around the copper (II). In addition to the antiproliferative effect on murine melanoma B16 cells, complex () exhibited low toxicity on normal BJ cells and did not affect membrane integrity. Complex () proved to be a more potent antimicrobial in comparison with (), but both compounds were more active in comparison with dmtp-both against planktonic cells and biofilms. A stronger antimicrobial and antibiofilm effect was noticed against the Gram-positive strains, including methicillin-resistant (MRSA). Both electron paramagnetic resonance (EPR) and studies indicated that the complexes were scavengers rather than reactive oxygen species promoters. Their DNA intercalating capacity was evidenced by modifications in both absorption and fluorescence spectra. Furthermore, both complexes exhibited nuclease-like activity, which increased in the presence of hydrogen peroxide.

摘要

为了获得具有生物活性的化合物,设计了[Cu(N-N)(dmtp)(OH)](ClO)·dmtp(()N-N:2,2'-联吡啶;()L:1,10-菲咯啉和 dmtp:5,7-二甲基-1,2,4-三唑并[1,5-]嘧啶)类型的新型配合物。配合物被表征为单核物种,其在空间群 P-1 中结晶,具有铜(II)周围的四面金字塔几何形状。除了对鼠黑色素瘤 B16 细胞的抗增殖作用外,()复合物对正常 BJ 细胞的毒性较低,并且不影响膜完整性。与()相比,()被证明是一种更有效的抗菌剂,但与 dmtp 相比,这两种化合物都更有效-无论是对浮游细胞还是生物膜。对革兰氏阳性菌株(包括耐甲氧西林金黄色葡萄球菌(MRSA))的抗菌和抗生物膜作用更强。电子顺磁共振(EPR)和研究表明,这些配合物是清除剂而不是活性氧物质促进剂。它们的 DNA 插入能力通过吸收和荧光光谱的变化得到证实。此外,这两种复合物都表现出核酸酶样活性,在存在过氧化氢的情况下会增加。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c24/8620715/ef0549a6fbdf/molecules-26-06772-g012.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c24/8620715/2f93a737f85b/molecules-26-06772-g008.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c24/8620715/ef0549a6fbdf/molecules-26-06772-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c24/8620715/e827d18a8b7c/molecules-26-06772-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c24/8620715/c68e2cdfa6d5/molecules-26-06772-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c24/8620715/edecb5265dfa/molecules-26-06772-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c24/8620715/ed3c2efd7da1/molecules-26-06772-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c24/8620715/c65d51011425/molecules-26-06772-g004.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c24/8620715/d0c00587cee0/molecules-26-06772-g007.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c24/8620715/ef0549a6fbdf/molecules-26-06772-g012.jpg

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