School of Chinese Medicine
Investigations of the fragmentation behavior of 11 isoflavones with ESI-IT-TOF-MSn
The fragmentation behavior of isoflavones was studied using electrospray ionization-ion trap-time of flight mass spectrometry (ESI-IT-TOF-MSn). It was found that the isoflavone glycoside bond was easily broken. The fragmentation occurred mostly on the C-ring, and the fragment ions of A1,3+ produced bythe RDA cracking will predict the hydroxylation replacement on A-ring or B-ring. In addition, four carbonyl groups on the C-ring were fragmented through neutral loss of 28 (-CO). A and B-rings primarily lose substituents which including a neutral losses of 32 (-CH3OH), 16 (-CH4), or 16 (-O), and 18 (-H2O). A-ring in the presence of adjacent hydroxylation, also easily made to be a neutral losses of 28 (-CO) or 18 (-H2O). It is likewise common to see methoxy replaced with a neutral losses of 16 (-CH4) or 32 (-CH3OH) in B-ring, also the hydroxylation on benzene ring can occasionally results with the neutral loss of 28 (-CO).
Isoflavone, Fragmentation behavior, ESI-IT-TOF-MSn
Source Publication Title
Journal of Chinese Pharmaceutical Sciences = 中国药学(英文版)
Beijing Medical University
Link to Publisher's Edition
Zhang, Yazhou, Feng Xu, Jianye Zhang, Tao Yi, Yina Tang, Jun Xu, Wanling Peng, and Hubiao Chen. "Investigations of the fragmentation behavior of 11 isoflavones with ESI-IT-TOF-MSn." Journal of Chinese Pharmaceutical Sciences = 中国药学(英文版) 23.9 (2014): 631-641.