3580-56-1Relevant articles and documents
MINOR ARISTOLOCHIC ACIDS FROM ARISTOLOCHIA ARGENTINA AND MASS SPECTRAL ANALYSIS OF ARISTOLOCHIC ACIDS
Priestap, Horacio A.
, p. 519 - 530 (2007/10/02)
The minor aristolochic acids isolated from Aristolochia argentina were identified as 6,7-dimethoxy, 6-hydroxy-7-methoxy, 2-hydroxy-8-methoxy and 7-hydroxy-8-methoxy disubstituted dervatives of the 3,4-methylenedioxy-10-nitro-1-phenanthroic acid, respectively.A. argentina also contains the previously reported aristoloside.The mass spectra of the aristolochic acids, their esters and decarboxylation products have been examined.A number of successive fragmentation process leading to the formation of aromatic hydrocarbons were observed.Cleavage of the nitro group is a prominent process in the mass spectra of the aristolochic acids and their esters.Evidence is presented that the formation of the + ion occurs by an intramolecular aromatic substitution reaction with participation of the CO2R group.The different behaviour of the decarboxylated aristolochic acids is also discussed.A mechanism is proposed for the favourable loss of CH2O in the 8-methoxy isomer. Key Word Index--Aristolochia argentina; Aristolochiaceae; aristolochic acids; aristoloside; mass spectrometry of aristolochic acids.