Visible light-induced nitric oxide release from a novel nitrobenzene derivative cross-conjugated with a coumarin fluorophore

Visible light-induced nitric oxide release from a novel nitrobenzene derivative cross-conjugated with a coumarin fluorophore
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DOI:
10.1016/j.bmcl.2014.10.075
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发表时间:
2014-12-15
影响因子:
2.7
通讯作者:
Nakagawa, Hidehiko
Nakagawa, Hidehiko
中科院分区:
医学4区
文献类型:
--
作者:
Kitamura, Kai;Ieda, Naoya;Nakagawa, Hidehiko

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一氧化氮(NO)是一种内源性生物合成的自由基分子,在哺乳动物体内具有多种功能。为了研究NO的功能,光可控的NO供体,即响应于光而释放NO的化合物,预计是潜在有用的。然而,大多数传统的NO供体需要有害的紫外光来释放NO。本研究设计、合成了两种香豆素共轭的二甲基硝基苯衍生物,并对其作为光可控NO供体进行了评价。光诱导NO释放的光学性质和效率取决于共轭体系的性质。其中一种化合物Bhc-DNB(1)在暴露于细胞毒性较小的可见波长范围(400-430 nm)的光下时,在培养的细胞中显示出时空控制良好的NO释放。(C)2014爱思唯尔有限公司版权所有。
Nitric oxide (NO) is a well-known free-radical molecule which is endogenously biosynthesised and shows various functions in mammals. To investigate NO functions, photocontrollable NO donors, compounds which release NO in response to light, are expected to be potentially useful. However, most of the conventional NO donors require harmful ultra-violet light for NO release. In this study, two dimethylnitrobenzene derivatives conjugated with coumarins were designed, synthesized and evaluated as photocontrollable NO donors. The optical properties and efficiency of photo-induced NO release were dependent upon the nature of the conjugation system. One of these compounds, Bhc-DNB (1), showed spatiotemporally well-controlled NO release in cultured cells upon exposure to light in the less-cytotoxic visible wavelength range (400-430 nm). (C) 2014 Elsevier Ltd. All rights reserved.