245328-53-4Relevant academic research and scientific papers
Spiroheterocycles from reaction of nitrones with methylene-γ-butyrolactones and some of their rearrangements
Roussel, Christophe,Fihi, Rachid,Ciamala, Kabula,Vebrel, Joel,Zair, Touria,Riche, Claude
, p. 2689 - 2698 (2003)
Cycloaddition of nitrones 1 with methylene-γ-butyrolactones 2, 3 and 4 afforded spiroadducts 5, 6 and 7 with high selectivity. Mixtures of diastereoisomers were usually obtained, whose structures were established by 1H and 13C NMR spectroscopies or X-ray crystallography. Treatment of spiroadducts in acidic and alkaline media led to different, unexpected and novel rearrangements.
Stereoselective Synthesis of Diverse Lactones through a Cascade Reaction of Rhodium Carbenoids with Ketoacids
Massaro, Nicholas P.,Stevens, Joseph C.,Chatterji, Aayushi,Sharma, Indrajeet
, p. 7585 - 7589 (2018)
A convergent cascade approach for the stereoselective synthesis of diverse lactones is described. The Rh2(TFA)4-catalyzed cascade reaction proceeds via a carboxylic acid O-H insertion/aldol cyclization with high chemo-, regio-, and d
Preparation of 2-pyridone-containing tricyclic alkaloid derivatives as potential inhibitors of tumor cell proliferation by regioselective intramolecular N- and C-acylation of 2-pyridone
Wang, Shaozhong,Cao, Liya,Shi, Haijian,Dong, Yanmei,Sun, Jianwei,Hu, Yuefei
, p. 67 - 71 (2007/10/03)
A novel and practical preparation of 2-pyridone-containing tricyclic alkaloid derivatives was developed. By regioselective intramolecular N- and C-acylation of 2-(4-aryl-2-pyridon-6-yl)benzoic acid, a pair of structural isomers 2-aryl pyrido[2,1-a]isoindo
2'-Substituted chalcone derivatives as inhibitors of interleukin-1 biosynthesis
Batt,Goodman,Jones,Kerr,Mantegna,McAllister,Newton,Nurnberg,Welch,Covington
, p. 1434 - 1442 (2007/10/02)
A series of 2'-substituted chalcone derivatives has been found to show potent inhibition of the production of IL-1β from human peripheral blood monocytes stimulated with lipopolysaccharide (LPS), with IC50 values in the 0.2-5.0-μM range. Some members of the series have also shown inhibition of septic shock induced in mice by injection of LPS, although with low potency. Qualitative structure-activity relationships have shown that the enone is required for activity, which may be mediated by conjugate addition of a biological nucleophile to the chalcone. Electron-poor aromatic rings β to the ketone give enhanced potency. Although electronic effects in the other ring (directly attached to the ketone) are minimal, this ring must possess an ortho substituent for good activity without cytotoxicity, suggesting a degree of selectivity which would not be expected for simple, nonspecific alkylating agents.
