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Photoinduced reactivity and cytotoxicity of a series of zinc(II)–flavonolate derivative complexes
Transition Metal Chemistry ( IF 1.7 ) Pub Date : 2020-03-16 , DOI: 10.1007/s11243-020-00377-w
Si-Ying An , Yuan-Yuan Su , Xin Qi , Rong-Lan Zhang , Yan-Ling Ma , Jian-She Zhao

Abstract A series of Zn(II)-based complexes as photoinduced carbon-monoxide-releasing molecules (photoCORMs), viz. ( L )Zn( R )]ClO 4 with L = tris(pyridine-2-ylmethyl)amine (TPA), N , N -((5-estermethyl-2-pyridyl)methyl)-bis(2-pyridylmethyl) amine (5-COOCH 3 TPA), N , N -(bis(5-estermethyl-2-pyridyl)methyl)-(2-pyridylmethyl) amine [(5-COOCH 3 ) 2 TPA], or N , N -((6-estermethyl-2-pyridyl)methyl)-bis(2-pyridylmethyl) amine (6-COOCH 3 TPA) and R = 4-dimethylaminoflavonol [4-N(Me) 2 FLH], 4-diethylaminoflavonol [4-N(Et) 2 FLH], or 4-methoxyflavonol (4-MeOFLH), have been prepared and characterized. When dissolved in CH 3 CN or 1:1 H 2 O:dimethylsulfoxide (DMSO) in presence of O 2 , visible light ( λ max ranging from 417 to 462 nm) induced dioxygenase-type reactions to release CO quantitatively from these complexes. Moreover, the intracellular uptake and CO releasing reactivity were confirmed by the change of their fluorescent properties observed under fluorescence microscopy. The cytotoxicity of the complexes demonstrates that they exhibit good biocompatibility in the concentration range from 1 to 50 μM. The solid complexes are stable in air for more than 60 days, and their aqueous solutions are also stable for 96 h under anaerobic or dark condition. The remarkable stability and biocompatibility of the complexes are indispensable properties for use in pharmaceutical chemistry. Graphic abstract

中文翻译:

一系列锌(II)-黄酮酸衍生物复合物的光诱导反应性和细胞毒性

摘要 作为光诱导一氧化碳释放分子 (photoCORMs) 的一系列 Zn(II) 基复合物,即。( L )Zn( R )]ClO 4 其中 L = 三(吡啶-2-基甲基)胺(TPA),N,N -((5-酯甲基-2-吡啶基)甲基)-双(2-吡啶基甲基)胺(5-COOCH 3 TPA),N,N-(双(5-酯甲基-2-吡啶基)甲基)-(2-吡啶基甲基)胺[(5-COOCH 3 ) 2 TPA],或N,N-((( 6-酯甲基-2-吡啶基)甲基)-双(2-吡啶基甲基)胺(6-COOCH 3 TPA)和R = 4-二甲基氨基黄酮醇[4-N(Me) 2 FLH],4-二乙基氨基黄酮醇[4-N( Et) 2 FLH] 或 4-甲氧基黄酮醇 (4-MeOFLH) 已被制备和表征。当在 O 2 存在下溶解在 CH 3 CN 或 1:1 H 2 O:二甲基亚砜 (DMSO) 中时,可见光(λ max 范围为 417 至 462 nm)会诱导双加氧酶型反应以从这些复合物中定量释放 CO。而且,通过在荧光显微镜下观察到的荧光性质的变化证实了细胞内吸收和 CO 释放反应性。复合物的细胞毒性表明它们在 1 至 50 μM 的浓度范围内表现出良好的生物相容性。固体配合物在空气中可稳定60天以上,其水溶液在厌氧或避光条件下可稳定96小时。复合物显着的稳定性和生物相容性是药物化学中不可或缺的特性。图形摘要 固体配合物在空气中可稳定60天以上,其水溶液在厌氧或避光条件下可稳定96小时。复合物显着的稳定性和生物相容性是药物化学中不可或缺的特性。图形摘要 固体配合物在空气中可稳定60天以上,其水溶液在厌氧或避光条件下可稳定96小时。复合物显着的稳定性和生物相容性是药物化学中不可或缺的特性。图形摘要
更新日期:2020-03-16
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