Fragmentation Patterns of Diquaternary Dipiperaziniums Containing Dithiocarboxy lGroups by Electrospray Ionization Tandem Mass Spectrometry

• Full Papers • Previous Articles Next Articles

Fragmentation Patterns of Diquaternary Dipiperaziniums Containing Dithiocarboxy lGroups by Electrospray Ionization Tandem Mass Spectrometry

WANG Xin, GE Ze-mei, CHENG Tie-ming, LI Run-tao^*

School of Pharmaceutical Sciences, Peking University, Beijing 100083, China

Received:2003-11-05 Revised:2004-02-10 Online:2004-03-15 Published:2004-03-15
Contact: LI Run-tao*

Abstract

Abstract: Aim To analyze the fragmentation patterns of diquaternary dipiperaziniums containing dithiocarboxyl groups. Methods Positive ion electrospray ionization mass spectrometry in conjunction with tandem mass spectrometry (ESI-MSn) was used. Results The fragment ion [M²⁺Cl^-]⁺ showed characteristic double peaks with high intensity instead of the parent molecular ion being detected.And [M²⁺-CH3⁺]⁺ ion had relatively low intensity. Meanwhile, [M²⁺Cl^--Cl^--PhCH2⁺]⁺ species had the highest intensity as the base peak, which was originated from [M²⁺Cl^-]⁺. The detailed fragmentation mechanisms are supported with the tandem mass spectrometry.

Key words: diquaternary dipiperazinium, diquaternary dipiperazinium, dithiocarboxyl gro up, dithiocarboxyl gro up, ESI-MSn, ESI-MSn, fragmentation pathway, fragmentation pathway

CLC Number:

R917.03

R917.74

Supporting:

WANG Xin, GE Ze-mei, CHENG Tie-ming, LI Run-tao^*. Fragmentation Patterns of Diquaternary Dipiperaziniums Containing Dithiocarboxy lGroups by Electrospray Ionization Tandem Mass Spectrometry[J]. .

References

[1] Li RT, Chen HC, Yang JZ. Studies on antitumor drugs of piperazines: synthesis of dipiperazine diquaternary ammonium derivatives [J]. Acta Pharm Sin, 1995, 30 (1): 63-63.
[2] Li RT, Cui JL, Cheng TM, et al. Synthesis and biological activities of 1,1’-diacyl-4,4,4’,4’-tetraalkyl dipiperazinium derivatives [J]. Acta Pharm Sin, 1999, 34 (9): 666-668.
[3] Li RT, Cai JC, Tang XC, et al. Synthesis and biological activities of dibenzyl dipiperazine diquaternary ammonium salts [J]. Arch Pharm Pharm Med Chem, 1999, 332: 179-181.
[4] Ge ZM, Li RT, Cheng TM, et al. Synthesis and biological activities of diquaternary dipiperazinium salts containing dithiocarboxyl groups [J]. Arch Pharm Pharm Med Chem, 2001, 334: 173-176.
[5] Evans CS, Startin JR, Goodall DM, et al. Optimisation of ion trap parameters for the quantification of chlormequat by liquid chromatography/mass spectrometry and the application in the analysis of pear extracts [J]. Rapid Commun Mass Spectrom, 2000, 14 (2): 112-117.
[6] Taguchi VY, Jenkins SWD, Crozier PW, et al. Determination of diquat and paraquat in water by liquid chromatography-(electrospray ionization) mass spectrometry [J]. J Am Soc Mass Spectrom, 1998, 9 (8): 830-839.
[7] Marr JC, King JB. A simple high performance liquid chromatographyPionspray tandem mass spectrometry method for the direct determination of paraquat and diquat in water [J]. Rapid Commun Mass Spectrom, 1997, 11 (5): 479-483.
[8] Castro R, Moyano E, Galceran MT. Ion-pair liquid chromatography-atmospheric pressure ionization mass spectrometry for the determination of quaternary ammonium herbicides [J]. J Chromatogr A 1999, 830: 145-154.
[9] Song X, Budde WL. Capillary electrophoresis-electrospray mass spectra of the herbicides paraquat and diquat [J]. J Am Soc Mass Spectrom, 1996, 7 (9): 981-986.
[10] Moyano E, Games DE, Galceran MT. Determination of quaternary ammonium herbicides by capillary electrophoresis/mass spectrometry [J]. Rapid Commun Mass Spectrom, 1996, 10 (11): 1379-1385.