76182-89-3Relevant academic research and scientific papers
Synthesis and discovery of (I-3,II-3)-biacacetin as a novel non-zinc binding inhibitor of MMP-2 and MMP-9
Nanjan, Pandurangan,Nambiar, Jyotsna,Nair, Bipin G.,Banerji, Asoke
, p. 3781 - 3787 (2015/07/27)
Eleven biflavones (7a-b and 9a-i) were synthesised by a simple and efficient protocol and screened for MMP-2 and MMP-9 inhibitory activities. Amongst them, a natural product-like analog, (I-3,II-3)-biacacetin (9h) was found to be the most potent inhibitor
Synthesis of multi-functionalized chromeno[2, 3-c]pyrrol-9(2H)-ones: Investigation and application of Baker-Venkataraman rearrangement involved reactions catalyzed by 4-(Dimethylamino)pyridine
Yu, Yanjun,Hu, Yun,Shao, Weiyan,Huang, Jianing,Zuo, Yinglin,Huo, Yingpeng,An, Linkun,Du, Jun,Bu, Xianzhang
experimental part, p. 4551 - 4563 (2011/10/03)
An efficient one-pot synthesis of multi-functionalized chromeno[2, 3-c]pyrrol-9(2H)-ones from 1, 3-diaryl-1, 3-diket-ones and amino acids is described. The synthesis is based on the 4-(dimethylamino)pyridine-catalyzed Baker-Venkatara-man rearrangement and
Studies in the chemistry of chromone epoxides
Donnelly, John A.,Keegan, John R.,Quigley, Killian
, p. 1671 - 1680 (2007/10/02)
Chromones and isoflavones, but not flavones, were epoxidized by alkaline hydrogen peroxide. 3-Substituted chromone epoxides were considerably more stable than others; one isoflavone epoxide was converted into a fluorohydrin, another into a 1,2-diol. The latter is a 2-hydroxychromanone and a similarly structured compound was obtained by the cyclisation of 2'-benzoyloxy-2,2-dibromoacetophenone. Acid-catalysed ring-opening of chromone epoxides occurred regioselectively yielding 3-hydroxychromanones. Base-catalysed ring-opening also occurred regioselectively but at the 3-position. Acid- and base-catalysed hydrolysis of 2-methy-lisoflavone epoxide resulted in cleavage of both heterocyclic rings, yielding, respectively, a 1,3- and a 1,2-diketone. This epoxide formed a cyclic sulphate with sulphuric acid.
