Department of Chemistry & Biochemistry, Utah State University, 0300 Old Main Hill, Logan, UT 84322-0300, USA.
Molecules. 2019 Mar 30;24(7):1252. doi: 10.3390/molecules24071252.
Carbon monoxide-releasing molecules (CORMs) that enable the delivery of controlled amounts of CO are of strong current interest for applications in biological systems. In this review, we examine the various conditions under which CO is released from 3-hydroxyflavones and 3-hydroxy-4-oxoquinolines to advance the understanding of how these molecules, or derivatives thereof, may be developed as CORMs. Enzymatic pathways from quercetin dioxygenases and 3-hydroxy-4-oxoquinoline dioxygenases leading to CO release are examined, along with model systems for these enzymes. Base-catalyzed and non-redox-metal promoted CO release, as well as UV and visible light-driven CO release from 3-hydroxyflavones and 3-hydroxy-4-oxoquinolines, are summarized. The visible light-induced CO release reactivity of recently developed extended 3-hydroxyflavones and a 3-hydroxybenzo[]quinolone, and their uses as intracellular CORMs, are discussed. Overall, this review provides insight into the chemical factors that affect the thermal and photochemical dioxygenase-type CO release reactions of these heterocyclic compounds.
一氧化碳释放分子（CORMs）能够控制 CO 的释放量，因此在生物系统中的应用受到了广泛关注。在本文中，我们研究了从 3-羟基黄酮和 3-羟基-4-喹啉酮中释放 CO 的各种条件，以深入了解这些分子或其衍生物如何被开发为 CORMs。我们研究了导致 CO 释放的槲皮素双加氧酶和 3-羟基-4-氧代喹啉双加氧酶的酶促途径，以及这些酶的模型系统。我们总结了碱催化和非氧化还原金属促进的 CO 释放，以及 3-羟基黄酮和 3-羟基-4-喹啉酮的可见光驱动的 CO 释放。我们还讨论了最近开发的扩展 3-羟基黄酮和 3-羟基苯并[]喹啉酮的可见光诱导 CO 释放反应及其作为细胞内 CORMs 的用途。总的来说，本综述深入了解了影响这些杂环化合物热和光化学型双氧酶 CO 释放反应的化学因素。
