1968-71-4Relevant articles and documents
Synthesis of natural urolithin M6, a galloflavin mimetic, as a potential inhibitor of lactate dehydrogenase A
Rupiani, Sebastiano,Guidotti, Laura,Manerba, Marcella,Ianni, Lorenza Di,Giacomini, Elisa,Falchi, Federico,Stefano, Giuseppina Di,Roberti, Marinella,Recanatini, Maurizio
, p. 10981 - 10987 (2016/12/06)
Glycolysis is the main route for energy production in tumors. LDH-A is a key enzyme of this process and its inhibition represents an attractive strategy to hamper cancer cell metabolism. Galloflavin is a reliable LDH-A inhibitor as previously identified b
Aryl-β-C-glucosidation using glucal boronate: Application to the synthesis of tri-O-methylnorbergenin
Sakamaki, Shigeki,Kawanishi, Eiji,Nomura, Sumihiro,Ishikawa, Tsutomu
experimental part, p. 5744 - 5753 (2012/09/08)
Novel aryl-β-C-glucosidation method using glucal boronate was developed. This protocol can offer several advantages including use of non-toxic, easily handling glucal boronate as a crystalline solid and storable at room temperature for several months. Tri-O-methylnorbergenin (8,10-di-O-methylbergenin), an anti-HIV active bergenin derivative, was concisely synthesized by application of the aryl-β-C-glucosidation method.
Buttressing and Electronic Effects of meta- and para-Methoxy Substituents on the Configurational Stability of 5,7-Dihydro-1,11-dimethoxydibenzoxepine
Insole, Joan M.
, p. 2831 - 2867 (2007/10/02)
Three methoxy-substituted 5,7-dihydrodibenzoxepines have been prepared, each in both enantiomeric forms: (-)- and (+)-5,7-dihydro-1,3,9,11-tetramethoxydibenzoxepine (12) starting from, respectively, (+)- and (-)-4,4',6,6'-tetramethoxydiphenic acid (16); (+)- and (-)-5,7-dihydro-1,2,10,11-tetramethoxydibenzoxepine (13) from, respectively, (+)- and (-)-5,5',6,6'-tetramethoxydiphenic acid (25); and (R)-(+)- and (S)-(-)-5,7-dihydro-1,2,3,9,10,11-hexamethoxydibenzoxepine (14) from, respectively, (R)-(+)- and (S)-(-)-4,4',5,5',6,6'-hexamethoxydiphenic acid (30).The previously unpublished resolutions of 4,4',6,6'-tetramethoxydiphenic acid (16) and 5,5',6,6'-tetramethoxydiphenic acid (25) are described.Racemisation parameters for the three 5,7-dihydrodibenzoxepines have been determined and are compared with those for 5,7-dihydro-1,11-dimethoxydibenzoxepine (11).The buttressing effects of the meta-methoxy substituents, and the electronic effects of the para-methoxy substituents on the optical stabilities of the 5,7-dihydrodibenzoxepines are discussed, as are the u.v., and 1H and 13C n.m.r. spectra of these bridged biphenyls.
