Abstract
In this study, several anticancer drugs and their analogues consisting of organic and organometallic compounds were analyzed by electrospray ionization mass spectrometry (ESI/MS) using a quadrupole mass spectrometer. Protonated molecular ions [M+H]+ were observed for all of the compounds studied, and in the case of the two steroid sulfates, deprotonated molecular ions [M-H]− were obtained. Tandem mass spectrometry was performed on these quasimolecular ions, and the product ions formed provided useful fragmentation patterns that were characteristic for the compounds. This study provides evidence that ESI/MS is a sensitive technique for structure confirmation and identification of small organic and organometallic molecules.
Article PDF
Similar content being viewed by others
Avoid common mistakes on your manuscript.
References
Dole, M.; Mack, L. L.; Hines, R. L.; Mobley, R. C.; Ferguson, L. D.; Alice, M. B. J. Chem. Phys. 1968, 49, 2240–2249,
Yamashita, M.; Fenn, J. B. J. Phys. Chem. 1984, 88, 4451–4459.
Whitehouse, C. M.; Dreyer, R. N.; Yamashita, M.; Fenn, J. B. Anal Chem. 1985, 57, 675–679.
Feng R.; Konishi, Y. Anal. Chem. 1992, 64, 2090–2095.
Smith, R. D.; Loo, J. A.; Loo, R. R. O.; Busman, M.; Udseth, H. R. Mass S-pectrom. Rev. 1991, 10, 359–451.
Furr, B. J. A.; Jordan, V. C. Pharmacol Ther. 1984, 25, 127–205,
Lien, E. A.; Solheim, E.; Lea, O. A.; Lundgren, S.; Kvinnsland, S.; Ueland, P. M. Cancer Res. 1989, 49, 2175–2183.
Lien, E. A.; Solheim, E.; Kvinnsland, E.; Ueland, P. M. Cancer Res. 1988, 48, 2304–2308.
McCague, R.; Leclercq, G.; Legros, N.; Goodman, J.; Blackburn, G. M.; Foster, A. B.; Jarman, M. J. Med. Chem. 1989, 32, 2527–2533.
Brown, R. R.; Bain, R. R.; Jordan V. C. J. Chromatogr. 1983, 272, 351–358.
Langan-Fahey, S. M.; Douglass, C.; Tormey, D. C.; Jordan, V. C. Eur. J. Cancer 1990, 26, 883–888.
Wiebe, V. J.; Osborne, C. K.; McGuire W. L.; De Gregorio, M. W. J. Clin. Oncol. 1992, 10, 990–994.
Daniel, P.; Gaskell, S. J.; Bishop, H.; Campbell, C.; Nicholson, R. I. Eur. ]. Cancer Clin. Oncol. 1981, 37, 1183–1189.
Daniel, P.; Gaskell, S. J.; Bishop, H.; Nicholson, R. I. J. Endocrinol 1979, 53, 401–408.
Parr, I. B.; McCague, R.; Leclercq, G.; Stossel, S.; Biochem. Pharmacol. 1987, 36, 1513–1519.
Lonning, P. E.; Kvinnsland, S. Drugs 1988, 35, 685–710.
Coombes, R. C.; Goss, P.; Dowsett, M.; Gazet, J.-C.; Brodie, A. Lancet 1984, 2, 1237–1239.
Foster, A. B.; Jarman, M.; Leung C.; Rowlands, M.; Taylor, G.; Plevey, R.; Sampson, P. J. Med. Chem. 1985, 28, 200–204.
Jarman, M.; Foster, A. B.; Goes, P. E.; Griggs, L. J.; Howe, I.; Coombes, R. C. Biomed. Environ. Mass Spectrom. 1983, 10, 620–625.
Poon, G. K.; McCague, R.; Griggs, L. J.; Jarman, M.; Lewis, I. A. S., J. Chromatogr. 1991, 572, 143–157.
Poon, G. K.; Jarman, M.; Rowlands, M. G.; Dowsett, M.; Firth, J. J. Chromatogr. 1991, 565, 75–88.
Poon, G. K.; Jarman, M.; McCague, R.; Davies, J. H.; Heereman, C. E. M.; van der Hoeven, R. A. M.; Niessen W. M. A.; van der Greef, J. J. Chromatogr. 1992, 576, 2235–2244.
van Bakergem, E.; van der Hoeven, R. A. M.; Niessen, W. M. A.; Tjaden, U. R.; van der Greef, J.; Poon, G. K.; McCague, R. J. Chromatogr. 1992, 598, 189–194.
Weidolf, L. O. G.; Lee, E. D.; Henion, J. Biomed. Environ. Mass Spectrom. 1988, 15, 283–289.
Tomer, K.; Gross, M. L. Biomed. Environ. Mass Spectrom. 1988, 25, 89–98.
Poon, G. K.; Chui, Y. C.; Jarman, M.; Rowlands, M. G.; Kokkonen, P. S.; Niessen, W. M. A.; van der Greef, J. Drug Metab. Dispos. 1992, 20, 941–947.
Newell, D. R.; Maxwell, R. J.; Bisset, G. M. F.; Jodrell, D. L.; Griffiths, J. R. Br. J. Cancer 1990, 62, 766–772.
Bisset, G. M. F.; Pawelczak, K.; Jackman, A. L.; Calvert, A. H.; Hughes, L. R. J. Med. Chem. 1992, 35, 859–866.
Jackman, A. L.; Taylor, G. A.; Gibson, W.; Kimbell, R.; Brown, M.; Calvert, A. H.; Judson, I. R.; Hughes, L. R. Cancer Res. 1991, 51, 5579–5586.
Bisset, G. M. F.; Jackman, A. L.; O’Connor, B.; Jones, T. R.; Calvert, A. H.; Hughes, L. R. In: Chemistry and Biology of Pteridines 1989; Curtuis, H-Ch.; Ghisla, S.; Blau, N., Eds.; Walter de Gruyter: Berlin, 1990; pp 114–117.
Rosenberg, B. Cancer 1985, 55, 2303–2316.
Giandomenico, C. M.; Abrams, M. J.; Murrer, B. A.; Vollano, J. F.; Harrap, K. R.; Goddard, P. M.; Kelland, L. R.; Morgan, S. E. In: Platinum and Other Metal Coordination Complexes; Howell, S. B., Ed.; Plenum: New York, 1991; pp 93–100.
Ryoichi, R.; Higashi, S.; Miyazaki, M. Chem. Pharm. Bull. (Tokyo) 1985, 33, 4614.
Dominici, C.; Alimonti, A.; Caroli, S.; Petrucci, F.; Castekki, M. A. Clin. Chem. Acta 1986, 158, 207–215.
Siegel, M. M.; Bith, P.; Child, R. G.; Hlavka, J. J.; Lin, Y.-L.; Chang, T. T. Biomed. Environ. Mass Spectrom. 1986, 33, 25–32.
MacDonald, F.; Saddler, P. J. In: Biochemical Mechanisms of Platinum Antitumour Drugs; McBrien, D. C. H.; Slater, T. F., Ed.; IRL Press: Oxford, 1986; p 361.
Poon, G. K.; Mistry, P.; Lewis, S. Biol. Mass Spectrom. 1991, 20, 687–692.
Meng, C. K.; Fenn, J. B. Org. Mass Spectrom. 1991, 26, 542–549.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Poon, G.K., Bisset, G.M.F. & Mistry, P. Electrospray ionization mass spectrometry for analysis of low-molecular-weight anticancer drugs and their analogues. J Am Soc Mass Spectrom 4, 588–595 (1993). https://doi.org/10.1016/1044-0305(93)85020-X
Received:
Revised:
Accepted:
Issue Date:
DOI: https://doi.org/10.1016/1044-0305(93)85020-X