3421-19-0Relevant academic research and scientific papers
Synthesis of aryl-substituted 1,4-benzoquinone via water-promoted and In(OTf)3-catalyzed in situ conjugate addition-dehydrogenation of aromatic compounds to 1,4-benzoquinone in water
Zhang, Hai-Bo,Liu, Li,Chen, Yong-Jun,Wang, Dong,Li, Chao-Jun
, p. 229 - 235 (2006)
Mono- and diaryl-substituted 1,4-quinones were synthesized by the In(OTf)3-catalyzed conjugate addition of aromatic C-nucleophiles to 1,4-quinone derivatives followed by in situ dehydrogenation in water. Water was found to be beneficial to the reaction. The regioselectivity of the addition reaction in water was also examined.
Synthesis of 3-[(N-carboalkoxy)ethylamino]-indazole-dione derivatives and their biological activities on human liver carbonyl reductase
Berhe, Solomon,Slupe, Andrew,Luster, Choice,Charlier Jr., Henry A.,Warner, Don L.,Zalkow, Leon H.,Burgess, Edward M.,Enwerem, Nkechi M.,Bakare, Oladapo
experimental part, p. 134 - 141 (2010/04/06)
A series of indazole-dione derivatives were synthesized by the 1,3-dipolar cycloaddition reaction of appropriate substituted benzoquinones or naphthoquinones and N-carboalkoxyamino diazopropane derivatives. These compounds were evaluated for their effects on human carbonyl reductase. Several of the analogs were found to serve as substrates for carbonyl reductase with a wide range of catalytic efficiencies, while four analogs display inhibitory activities with IC50 values ranging from 3-5 μM. Two of the inhibitors were studied in greater detail and were found to be noncompetitive inhibitors against both NADPH and menadione with KI values ranging between 2 and 11 μM. Computational studies suggest that conformation of the compounds may determine whether the indazole-diones bind productively to yield product or nonproductively to inhibit the enzyme.
