A series of organophosphorus compounds related to PB-1 toxin [O,O-diphenyl N-cyclooctylphosphoramidate] occurring in dinoflagellate algae as fish toxin have been synthesized and subjected to mass spectral studies under electron ionization. The fragmentation pattern obtained for the compounds has been substantiated by performing tandem mass spectrometry experiments in product ion scan mode.
AlamM.OshimaY.ShimizuY., “About Gonyautoxins-I, II, III and IV”, Tetrahedron Lett.23, 321 (1982).
2.
SpikesJ.J.RayS.M.AldrichD.V.NashJ.B., “Toxicity variations of Gymnodium breve cultures”, Toxicon5, 171 (1968).
3.
ShimizuY., in Marine Natural Products, Vol. 1, Ed by SchuterP.J., Academic Press, New York, USA, Chapter 1 (1978).
4.
PadillaG.M.KimY.S.RauckmanE.J.RosenG.M., in “Toxic Dinoflagellate Blooms”, Ed by TaylorD.L.SeligerH.H., Elsevier North Holland, New York, USA, pp. 351–354 (1979).
5.
ShimizuY., “Recent progress in marine toxin research”, Pure Appl. Chem.54, 1973 (1982).
6.
PoliM.A.MendeT.J.BadenD.G., “Brevetoxins, unique activators of voltage-sensitive sodium channels, bind to specific sites in rat brain synaptosomes”, Mol. Pharmacol.30, 129 (1986).
7.
KaushikM.P.ParasharB.D.VaidyanathaswamyR., “Synthesis of Gymnodinium breve Toxins”, Ind. J. Chem.27B, 1150 (1988).
8.
DinoviM.TrainerD.A.NakanishiK., “The structure of PB-1, an unusual toxin isolated from the red tide dinoflagellate Ptychodiscus brevis”, Tetrahedron Lett.24, 855 (1983).
9.
KoleyJ.SinhaS.BasakA.K.DasM.DubeS.N.MazumderP.K.GuptaA.K.DasguptaS.KoleyB.N., “Cardiovascular and respiratory changes following exposure to a synthetic toxin of Ptychodiscus brevis”, Eur. J. Pharmacol.293, 483 (1995).
10.
GuptaA.K.RazaS.K.DubeyD.K.SwamyR.V., “Mass spectral studies on synthetic analogs of organophosphorus toxins isolated from Ptychodiscus brevis,”Phosphorus, Sulfur and Silicon156, 203 (2000).
11.
BeynonJ.H., Mass Spectrometry and its Applications to Organic Chemistry.Elsevier Publishing Co., Amsterdam, The Netherlands, p. 235 (1960).
12.
CooksR.G.GerardA.F., “Electron impact-induced rearrangements in compounds having the P = S bond”, J. Chem. Soc. B1327 (1968).
13.
Identification of Potential Organophosphorus Warfare Agents.The Ministry of Foreign Affairs of Finland, Helsinki, Finland (1979).
