Platform Technology Sciences, GlaxoSmithKline, Collegeville, PA, USA.
Structural Genomics Consortium, UNC Eshelman School of Pharmacy, University of North Carolina at Chapel Hill, Chapel Hill, NC, USA.
Sci Rep. 2019 Jul 10;9(1):9982. doi: 10.1038/s41598-019-46374-7.
Development of an efficient and scalable synthesis of 6-formylindolo[3,2-b]carbazole (FICZ), a naturally-occurring aryl hydrocarbon receptor (AhR) ligand, allowed its biological and physical properties to be studied. FICZ was shown to be the most potent among a series of 6-substituted indolo[3,2-b]carbazoles for activation of AhR in cells. Photostability studies of FICZ revealed a non-enzymatic mechanism for its conversion to a biologically active quinone. These results further support the hypothesis that FICZ is a light-dependent hormone that links sun exposure to regulation of biological pathways in peripheral tissues.
开发一种高效、可扩展的 6-甲酰基吲哚并[3,2-b]咔唑（FICZ）合成方法，FICZ 是一种天然存在的芳烃受体（AhR）配体，使其生物学和物理性质得到了研究。在一系列 6-取代的吲哚并[3,2-b]咔唑中，FICZ 被证明是细胞中 AhR 激活最有效的配体。FICZ 的光稳定性研究揭示了其转化为生物活性醌的非酶机制。这些结果进一步支持了 FICZ 是一种依赖于光的激素的假设，它将阳光暴露与外周组织中生物途径的调节联系起来。
