Fragmentation Study of the C Ring in Flavone and Isoflavone Aglycones by Electrospray Ion Trap Time-of-Flight Mass Spectrometry

Chem. J. Chinese Universities

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Fragmentation Study of the C Ring in Flavone and Isoflavone Aglycones by Electrospray Ion Trap Time-of-Flight Mass Spectrometry

XU Ying¹, DONG Jing¹, WANG Hong¹, WAN Le-Ren², HASHI Yuki^2*, CHEN Shi-Zhong^1*

1. Department of Natural Medicines, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100083, China;
2. Shimadzu International Trading, Beijing 100020, China

Received:2007-12-24 Revised:1900-01-01 Online:2009-01-10 Published:2009-01-10
Contact: HASHI Yuki, CHEN Shi-Zhong

Abstract

Abstract: Our experiment analyzed the mass spectrometric behavior of four flavone and six isoflavone aglycones in negative ion mode using HPLC/ESI-IT-TOF. We summarized the relationship between their structural features and the corresponding characteristic fragmentation behavior. The fragmentation of A^1,3- was formed by Rretro-Diels-Alder(RDA) reaction on the C ring of flavone aglycones and the relative abundances were higher than other fragmentation types'. Furthermore, isoflavone aglycones appeared specific fragmentations of B^0,3- which derived from the C ring's breakage with high relative abundances. These results show that the various conjugated systems belong to flavone and isoflavone aglycones influenced the fragmentation behavior of C ring. In addition, the substitution patterns on A and B rings lead to different types of produce ions and the intensity of relative abundances, respectively. Our findings will be helpful in identifying the structures of flavone and isoflavone aglycones rapidly with the method of mass spectrometry.

Key words: Electrospray, Ion trap, Time-of-flight, Fragmentation of the C ring

CLC Number:

O657.63

TrendMD:

XU Ying¹, DONG Jing¹, WANG Hong¹, WAN Le-Ren², HASHI Yuki^2*, CHEN Shi-Zhong^1*. Fragmentation Study of the C Ring in Flavone and Isoflavone Aglycones by Electrospray Ion Trap Time-of-Flight Mass Spectrometry[J]. Chem. J. Chinese Universities, doi: .

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Fragmentation Study of the C Ring in Flavone and Isoflavone Aglycones by Electrospray Ion Trap Time-of-Flight Mass Spectrometry

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