7143-46-6Relevant academic research and scientific papers
A novel one-pot synthesis of flavones
Chang, Meng-Yang,Tsai, Min-Chen,Lin, Chun-Yi
, p. 11655 - 11662 (2021/03/31)
In this paper, a one-pot facile route for the BiCl3/RuCl3-mediated synthesis of functionalized flavones is described, including: (i) intermolecularortho-acylation of substituted phenols with cinnamoyl chlorides, and (ii) intramolecular cyclodehydrogenation of the resultingo-hydroxychalcones. The reaction conditions are discussed herein.
Synthesis of 2′,3′,4′-trihydroxyflavone (2-D08), an inhibitor of protein sumoylation
Kim, Yeong Sang,Keyser, Samantha G.L.,Schneekloth Jr., John S.
supporting information, p. 1094 - 1097 (2014/03/21)
Protein sumoylation is a dynamic posttranslational modification involved in diverse biological processes during cellular homeostasis and development. Recently sumoylation has been shown to play a critical role in cancer, although to date there are few small molecule probes available to inhibit enzymes involved in the SUMO conjugation process. As part of a program to identify and study inhibitors of sumoylation we recently reported the discovery that 2′,3′,4′-trihydroxyflavone (2-D08) is a cell permeable, mechanistically unique inhibitor of protein sumoylation. The work reported herein describes an efficient synthesis of 2-D08 as well as a structurally related but inactive isomer. We also report an unanticipated Wessely-Moser rearrangement that occurs under vigorous methyl ether deprotection conditions. This rearrangement likely gave rise to 2-D08 during a deprotection step, resulting in 2-D08 appearing as a contaminant in a screening well from a commercial supplier.
Cyclodehydrogenation of 2'-Hydroxychalcones with DDQ: A Simple Route for Flavones and Aurones
Imafuku, Kimiaki,Honda, Masaaki,McOmie, J. F. W.
, p. 199 - 201 (2007/10/02)
The oxidation of 2'-hydroxychalcones with 2,3-dichloro-5,6-dicyano-p-benzoquinone provides a useful synthetic route for flavones and aurones.
