NMR characterization of new 10-membered-ring macrolactones and dihydrobenzophenazine-5-one, oxidized derivatives of benzo[a]phenazines.
Peroxidation of the phenazine of beta-lapachone using m-ClC6H4CO3H-CH2Cl2 furnished a macrolactone with a rigid 10-membered ring, and the corresponding N-oxide, along with a dihydrobenzophenazine-5-one. All of the new compounds were fully characterized by spectroscopic methods, with the unambiguous assignment of the hydrogens and carbon NMR signals for the N-oxide, with the aid of 2-D NMR, mainly COSY, HMQC, HSQC and HMBC. For the other two compounds some signals could not be assigned owing to their own intrinsic features.
Goulart
Marília O F
MO
Departamento de Química, Universidade Federal de Alagoas, 57092-970 Maceió, Alagoas, Brazil. mofg@qui.ufal.br
Machado Reys
José Rui
JR
Emery
Flavio S
FS
Pinto
Antônio V
AV
de Souza Filho
José Dias
JD
D002247:Carbon Isotopes; D002681:China; D007783:Lactones / Q000032:analysis / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods* / Q000592:standards*; D008958:Models, Molecular; D008968:Molecular Conformation; D010084:Oxidation-Reduction; D010619:Phenazines / Q000032:analysis / Q000737:chemistry*; D011522:Protons; D012015:Reference Standards; D013237:Stereoisomerism
D002247:Carbon Isotopes; D007783:Lactones; D010619:Phenazines; D011522:Protons