TY - JOUR
T1 - Investigations of the fragmentation behavior of 11 isoflavones with ESI-IT-TOF-MSn
AU - Zhang, Yazhou
AU - Xu, Feng
AU - Zhang, Jianye
AU - YI, Tao
AU - Tang, Yina
AU - XU, Jun
AU - Peng, Wanling
AU - CHEN, Hubiao
N1 - Publisher Copyright:
© 2014 Journal of Chinese Pharmaceutical Sciences.
PY - 2014/9/23
Y1 - 2014/9/23
N2 - 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 -Cring, and the fragment ions of A1,3+ produced by the 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 Bring, also the hydroxylation on benzene ring can occasionally results with the neutral loss of 28 (-CO).
AB - 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 -Cring, and the fragment ions of A1,3+ produced by the 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 Bring, also the hydroxylation on benzene ring can occasionally results with the neutral loss of 28 (-CO).
KW - ESI-IT-TOF-MS
KW - Fragmentation behavior
KW - Isoflavone
UR - http://www.jcps.ac.cn/EN/10.5246/jcps.2014.09.081
UR - http://www.scopus.com/inward/record.url?scp=84929958773&partnerID=8YFLogxK
U2 - 10.5246/jcps.2014.09.081
DO - 10.5246/jcps.2014.09.081
M3 - Journal article
AN - SCOPUS:84929958773
SN - 1003-1057
VL - 23
SP - 631
EP - 641
JO - Journal of Chinese Pharmaceutical Sciences
JF - Journal of Chinese Pharmaceutical Sciences
IS - 9
ER -