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Fragmentation patterns of novel dithiocarbamate derivatives with pharmaceutical activity under electrospray ionization tandem mass spectrometry conditions.
Rapid Commun Mass Spectrom. 2011 Jan 30; 25(2):349-54.RC

Abstract

The fragmentation patterns of a novel series of dithiocarbamate derivatives with pharmaceutical activity were investigated by positive ion electrospray ionization mass spectrometry in conjunction with tandem mass spectrometry (ESI-MS(n)). In the gas phase, the dithiocarbamate protonated molecules containing the piperazinium moiety undergo losses of bromide to form the piperazinium cation by ionization, followed by subsequent losses of methyl bromide, ring opening and rearrangement of piperazinium. Furthermore, the dithiocarbamate derivatives and their intermediates both undergo cleavage of the C-S bond to produce two common fragment ions. The different fragmentation observed for these compounds facilitated their identification and could be valuable in the further study of their metabolic pathways as prodrugs.

Authors+Show Affiliations

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

21192030

Citation

Wang, Xin, et al. "Fragmentation Patterns of Novel Dithiocarbamate Derivatives With Pharmaceutical Activity Under Electrospray Ionization Tandem Mass Spectrometry Conditions." Rapid Communications in Mass Spectrometry : RCM, vol. 25, no. 2, 2011, pp. 349-54.
Wang X, Sha Y, Ge Z, et al. Fragmentation patterns of novel dithiocarbamate derivatives with pharmaceutical activity under electrospray ionization tandem mass spectrometry conditions. Rapid Commun Mass Spectrom. 2011;25(2):349-54.
Wang, X., Sha, Y., Ge, Z., Wang, W., & Li, R. (2011). Fragmentation patterns of novel dithiocarbamate derivatives with pharmaceutical activity under electrospray ionization tandem mass spectrometry conditions. Rapid Communications in Mass Spectrometry : RCM, 25(2), 349-54. https://doi.org/10.1002/rcm.4847
Wang X, et al. Fragmentation Patterns of Novel Dithiocarbamate Derivatives With Pharmaceutical Activity Under Electrospray Ionization Tandem Mass Spectrometry Conditions. Rapid Commun Mass Spectrom. 2011 Jan 30;25(2):349-54. PubMed PMID: 21192030.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Fragmentation patterns of novel dithiocarbamate derivatives with pharmaceutical activity under electrospray ionization tandem mass spectrometry conditions. AU - Wang,Xin, AU - Sha,Yaowu, AU - Ge,Zemei, AU - Wang,Wei, AU - Li,Runtao, PY - 2010/12/31/entrez PY - 2010/12/31/pubmed PY - 2011/4/7/medline SP - 349 EP - 54 JF - Rapid communications in mass spectrometry : RCM JO - Rapid Commun Mass Spectrom VL - 25 IS - 2 N2 - The fragmentation patterns of a novel series of dithiocarbamate derivatives with pharmaceutical activity were investigated by positive ion electrospray ionization mass spectrometry in conjunction with tandem mass spectrometry (ESI-MS(n)). In the gas phase, the dithiocarbamate protonated molecules containing the piperazinium moiety undergo losses of bromide to form the piperazinium cation by ionization, followed by subsequent losses of methyl bromide, ring opening and rearrangement of piperazinium. Furthermore, the dithiocarbamate derivatives and their intermediates both undergo cleavage of the C-S bond to produce two common fragment ions. The different fragmentation observed for these compounds facilitated their identification and could be valuable in the further study of their metabolic pathways as prodrugs. SN - 1097-0231 UR - https://www.unboundmedicine.com/medline/citation/21192030/Fragmentation_patterns_of_novel_dithiocarbamate_derivatives_with_pharmaceutical_activity_under_electrospray_ionization_tandem_mass_spectrometry_conditions_ L2 - https://doi.org/10.1002/rcm.4847 DB - PRIME DP - Unbound Medicine ER -