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金属化色烯和色酮配合物:pH 可切换的金属-碳键合相互作用、光触发的色酮递送应用及抗氧化活性。

Metalated Chromene and Chromone Complexes: pH Switchable Metal-Carbon Bonding Interaction, Photo-triggerable Chromone Delivery Application, and Antioxidative Activity.

作者信息

Ng Sze-Wing, Chung Lai-Hon, Yeung Chi-Fung, Lo Hoi-Shing, Shek Hau-Lam, Kang Tian-Shu, Leung Chung-Hang, Ma Dik-Lung, Wong Chun-Yuen

机构信息

Department of Chemistry, City University of Hong Kong, Tat Chee Avenue, Hong Kong SAR, P.R. China.

State Key Laboratory of Millimeter Waves, City University of Hong Kong, Tat Chee Avenue, Kowloon, Hong Kong SAR, P.R. China.

出版信息

Chemistry. 2018 Feb 6;24(8):1779-1783. doi: 10.1002/chem.201705450. Epub 2017 Dec 7.

DOI:10.1002/chem.201705450
PMID:29160601
Abstract

The two families of Ru -chromene and -chromone complexes isolated in this work represent the first examples of metalated chromene and chromone complexes synthesized through transition-metal-mediated cyclization of phenol-tethered ynone. These unprecedented metalated heterocyclic compounds exhibit remarkable features, such as pH-switchable metal-carbon bonding interactions, photo-triggerable release of organic chromone upon visible-light irradiation, and superior antioxidative property to their organic analogue (1,4-benzopyrone). These findings not only offer mechanistic insights into metal-induced activation of functionalized alkynes, but also add a new dimension to rational design of antioxidants and photo-responsive drug delivery systems.

摘要

在本工作中分离得到的钌-色烯和-色酮配合物这两类化合物,是通过过渡金属介导的苯酚连接的炔酮环化反应合成的金属化色烯和色酮配合物的首例。这些前所未有的金属化杂环化合物展现出显著的特性,如pH可切换的金属-碳键相互作用、可见光照射下光触发有机色酮的释放,以及相较于其有机类似物(1,4-苯并吡喃酮)具有更优异的抗氧化性能。这些发现不仅为金属诱导的功能化炔烃活化提供了机理见解,也为抗氧化剂和光响应药物递送系统的合理设计增添了新的维度。

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