92421-07-3Relevant academic research and scientific papers
Benzo[e]isoindole-1,3-diones as potential inhibitors of glycogen synthase kinase-3 (GSK-3). Synthesis, kinase inhibitory activity, zebrafish phenotype, and modeling of binding mode
Zou, Haixia,Zhou, Liyan,Li, Yuanzhen,Cui, Yi,Zhong, Hanbing,Pan, Zhengying,Yang, Zhen,Quan, Junmin
supporting information; experimental part, p. 994 - 1003 (2010/08/06)
Benzo[e]isoindole-1,3-dione derivatives were synthesized, and the effects on GSK-3β activity and zebrafish embryo growth were evaluated.Aseries of derivatives show obvious inhibitory activity against GSK-3β. The most potent inhibitor, 7,8-dimethoxy-5-methylbenzo[e]isoindole-1,3-dione (8a), shows nanomolar IC50 and obvious phenotype on zebrafish embryo growth associated with the inhibition of GSK-3β at low micromolar concentration. The interaction mode between 8a and GSK-3β was characterized by computational modeling. 2009 American Chemical Society.
Efficient synthesis of maleimides and carbazoles via Zn(OTf) 2-catalyzed tandem annulations of Lsonitriles and allenic esters
Li, Yuanzhen,Zou, Haixia,Gong, Jianxian,Xiang, Jing,Luo, Tuoping,Quan, Junmin,Wang, Guoxin,Yang, Zhen
, p. 4057 - 4060 (2008/02/11)
Lewis acid Zn(OTf)2-catalyzed tandem annulations of isonitriles and allenic esters which lead to efficient and flexible syntheses of a range of biologically significant maleimides and carbazoles and related compounds are reported. A mechanistic rationale is proposed to account for the observed reactivity.
Cycloaddition Reactions of Strained Ring Systems. Photochemistry of 1-Phenyl-2-carbomethoxy-3,3-dimethylcyclopropene
Padwa, Albert,Kennedy, G. Davon
, p. 4344 - 4352 (2007/10/02)
The sensitized irradiation of 1-phenyl-2-carbomethoxy-3,3-dimethylcyclopropene produced two novel photodimers.The minor product can be explained in terms of an initial bond formation to give a diradical intermediate.Collapse of the diradical furnishes a tricyclohexane which undergoes a subsequent cycloreversion to give a 1,4-cyclohexadiene derivative.The major photodimer is derived by cyclopropyl ring opening of the initially produced diradical followed by cyclization to give a bicyclobutane derivative.Direct irradiation of 1-phenyl-2-carbomethoxy-3,3-dimethylcyclopropene afforded a mixture of 1-carbomethoxy-3,3-dimethyl-1-phenylallene, 1-carbomethoxy-3-methyl-2-phenylbutadiene, and 2-carbomethoxy-3-methyl-1-phenylbutadiene.The formation of the three products can be rationalized in terms of a vinylcarbene intermediate which inserts into the adjacent methyl group.The product distribution favors cleavage of the carbomethoxy substituted ?-bond of the cyclopropene ring.This regioselectivity can be attributed to a funneling of the excited singlet state of the cyclopropene to the energy surface of the higher lying carbene state.The photochemical and thermal behavior of several hydroxyalkyl substituted cyclopropenes derived from 1-phenyl-2-carbomethoxy-3,3-dimethylcyclopropene was also studied and the results obtained were compared to the reactions in the carbomethoxy series.
