全部 标题 作者
关键词 摘要


Prediction of the Fragmentation Pathway of Valsartan Protonated Ion

DOI: 10.4236/oalib.1104764, PP. 1-15

Subject Areas: Chemical Engineering & Technology

Keywords: Valsartan, Small Organic Molecules, Fragmentation Pathway, Protonated Ion, Fragmentation, Interpretation

Full-Text   Cite this paper   Add to My Lib

Abstract

Introduction: A fragmentation pathway of valsartan protonated ion proposed based on rational interpretation workflows. Method: The mass spectral data (MS, MS/MS, and MS3) of valsartan protonated ion, were attained by electrospray positive ionization with flow injection analysis; using liquid chromatography systems hyphenated with hybrid tandem mass spectrometer (Q-trap). Results: The pathway of fragmentation was established using product ions of the protonated ion; elemental composition, molecular structure and mechanism of formation for significant product ions were proposed. A pathway was proposed based on the MS/MS and MS3 spectral data in combination with basic interpretation rules and rational workflows. Conclusion: Workflow used for data interpretation can be useful for writing the fragmentation pathway, a mechanism for the formation of fragments, and can be applied for mass spectral data interpretation of similar small organic molecules.

Cite this paper

Shandilya, D. K. , Israni, R. and Joseph, P. E. (2018). Prediction of the Fragmentation Pathway of Valsartan Protonated Ion. Open Access Library Journal, 5, e4764. doi: http://dx.doi.org/10.4236/oalib.1104764.

References

[1]  Aksenov, A.A., da Silva, R., Knight, R., Lopes, N.P. and Dorrestein, P.C. (2017) Global Chemical Analysis of Biology by Mass Spectrometry. Nature Reviews Chemistry, 1, 54.
https://doi.org/10.1038/s41570-017-0054
[2]  Smith, R.M. (2005) Understanding Mass Spectra: A Basic Approach. John Wiley & Sons Inc., Hoboken, 2.
[3]  Pramanik, B.N., Bartner, P.L. and Chen, G. (1999) The Role of Mass Spectrometry in the Drug Discovery Process. Current Opinion in Drug Discovery & Development, 2, 401-417.
[4]  Nicolas, C.E. and Schoolz, T.H. (1998) Active Drug Substances Impurity Profiling Part II. LC-MS/MS Fingerprinting. Journal of Pharmaceutical and Biomedical Analysis, 16, 825-836.
https://doi.org/10.1016/S0731-7085(97)00132-5
[5]  Cooks, R.G., Chen, G., Wong, P. and Wollnik, H. (1997) Mass Spectrometers. In: Trigg, G.L., Ed., In Encyclopedia of Applied Physics, VCH Publishers, New York, 19, 289.
[6]  Chen, G., Pramanik, B.N., Liu, Y.-H. and Mirza, U.A. (2007) Applications of LC/MS in Structure Identifications of Small Molecules and Proteins in Drug Discovery. Journal of Mass Spectrometry, 42, 279-287.
https://doi.org/10.1002/jms.1184
[7]  Ermer, J. (1998) The Use of Hyphenated LC-MS Technique for Characterization of Impurity Profiles during Drug Development. Journal of Pharmaceutical and Biomedical Analysis, 18, 707-714.
https://doi.org/10.1016/S0731-7085(98)00267-2
[8]  McLafferty, F.W. and Turecek, F. (1993) Interpretation of Mass Spectra. University of Science Books, Mill Valley, CA.
[9]  Angelika, G., Harrison, M.W., Herniman, J.M., Skylaris, C.-K. and Langely, G.J. (2013) A Predictive Science Approach to Aid Understanding of Electrospray Ionization Trandem Mass Spectrometric Fragmentation Pathway of Small Molecules Using Density Functional Calculations. Rapid Communications in Mass Spectrometry, 27, 964-970.
https://doi.org/10.1002/rcm.6536
[10]  Holcapek, M., Jirasko, R. and Lísa, M. (2010) Basic Rules for the Interpretation of Atmospheric Pressure Ionization Mass Spectra of Small Molecules. Chromatography A, 1217, 3908-3921.
https://doi.org/10.1016/j.chroma.2010.02.049
[11]  Johnson, A.R. and Carlson, E.E. (2015) Collision-Induced Dissociation Mass Spectrometry: A Powerful Tool for Natural Product Structure Elucidation. Analytical Chemistry, 87, 10668-10678.
https://doi.org/10.1021/acs.analchem.5b01543
[12]  Guan, F.Y., Soma, L.R. and Luo, Y. (2006) Collision-Induced Dissociation Pathways of Anabolic Steroids by Electrospray Ionization Tandem Mass spectrometry. Journal American Society of Mass Spectrometry, 17, 477-489.
https://doi.org/10.1016/j.jasms.2005.11.021
[13]  Dermarque, D.P., Crotti, A.E.M., Vessecchi, R., Lopes, J.L.C. and Lopes, N.P. (2016) Fragmentation Reactions Using Electrospray Ionization Mass Spectrometry: And Important Tool for Structural Elucidation and Characterization of Synthetic and Natural Products. Natural Product Reports, 33, 432.
https://doi.org/10.1039/C5NP00073D
[14]  Shandilya, D.K., Israni, R., Joseph, P.E., Kumar, A. and Pillai, M. (2017) Identification of Oxidative Degradation Products of Lansoprazole by Using High Resolution Mass Spectrometry Spectral Data. International Journal of Analytical Mass Spectrometry and Chromatography, 5, 57-69.
https://doi.org/10.4236/ijamsc.2017.53004
[15]  Shandilya, D.K., Joseph, P.E. and Kantamreddi, V.S.S. (2017) Interpretation of Full Scan Atmospheric Pressure Ionization Mass Spectra (MS) and Collision Induced Dissociation Fragmentation Spectra (MS/MS) of Small Organic Molecules—A Mini Review. Systematic Reviews in Pharmacy, 8, 23-25.
https://doi.org/10.5530/srp.2017.1.9
[16]  Shandilya, D.K., Joseph, P.E. and Kantamreddi, V.S.S. (2017) Prediction of the Fragmentation Pathway of Atorvastatin by Using High Resolution Collision Induced Dissociation (HR-MS/MS) Spectral Data. Open Access Library Journal, 4, e3473.
[17]  https://en.wikipedia.org/wiki/Valsartan
[18]  https://www.drugs.com/cdi/valsartan-capsules.html
[19]  https://www.rxlist.com/diovan-drug.htm
[20]  Shandi-lya, D.K., Israni, R. and Joseph, P.E. (2018) Prediction of the Fragmentation Pathway of Atorvastatin De-Protonated Ion. Open Access Library Journal, 5, e3473.

Full-Text


comments powered by Disqus