Structure elucidation and NMR assignments of two new pyrrolidinyl quinoline alkaloids from chestnut honey.
The complete (1)H, (13)C and (15)N NMR spectral assignments of two new alkaloids isolated from chestnut honey and structurally related to kynurenic acid have been made using 1-D and 2-D NMR techniques, including COSY, HMQC and HMBC experiments. The new compounds have been identified as 3-(2'-pyrrolidinyl)-kynurenic acid and its gamma-lactam derivative.
Beretta
Giangiacomo
G
Department of Pharmaceutical Sciences Pietro Pratesi, University of Milan, via Mangiagalli 25, 20133 Milan, Italy. giangiacomo.beretta@unimi.it
Vistoli
Giulio
G
Caneva
Enrico
E
Anselmi
Cecila
C
Maffei Facino
Roberto
R
D031319:Aesculus / Q000737:chemistry*; D000470:Alkaloids / Q000032:analysis*; D002851:Chromatography, High Pressure Liquid; D006722:Honey / Q000032:analysis*; D007736:Kynurenic Acid / Q000031:analogs & derivatives* / Q000032:analysis / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D011759:Pyrrolidines / Q000032:analysis* / Q000737:chemistry; D011804:Quinolines / Q000032:analysis*; D021241:Spectrometry, Mass, Electrospray Ionization; D013056:Spectrophotometry, Ultraviolet
C540397:3-(2'-pyrrolidinyl)-kynurenic acid; D000470:Alkaloids; D011759:Pyrrolidines; D011804:Quinolines; D007736:Kynurenic Acid