Research Publications

 

1.       "Mechanism of Cholinesterase Inhibition by Methamidophos," Thompson, C.M.; Fukuto, T.R. J. Agric. Food Chem. 1982, 30, 282-284.

2.       "Distribution and Excretion of Methamidophos (14CH3S-) After Intravenous Administration and the Relationship with Anticholinesterase Activity," Gray, A.J.; Thompson, C.M.; Fukuto,T.R. Pestic. Biochem. Physiol. 1982, 18, 28-37.

3.       "Determination of the Electron Impact Fragmentation Pattern of Methamidophos via Stable Isotope Enrichment," Thompson, C.M.; Nishioka, T.; Fukuto, T.R. J. Agric. Food Chem. 1983, 31, 696-700.

4.       "13C-NMR Studies on an Organophosphate.  Formation and Characterization of Methamidophos S-Oxide," Thompson, C.M.; Castellino, S.; Fukuto, T.R. J. Org. Chem. 1984, 49, 1696-1699.

5.       "Utilization of Carbon-13 and Carbon-14 Isotopes in Toxicological Studies with Organophosphorus Compounds," Fukuto, T.R.; Thompson, C.M. Synth. Appl. Isot. Labeled Cmpd. Proc. Int. Symp. (2nd) 1986, 421-426.

6.       "Synthesis and Radiolabeling of Heterocyclic Food Mutagens," Rapoport, H.; Waterhouse, A.L.; Thompson, C.M.; O'Connell, J.F. Environ. Health Perspect. 1986, 67, 41-45.

7.       "Bis-Heterene Cyclizations in the Total Synthesis of DiMeIQx," Thompson, C.M.; Rapoport, H. Kemia-Kemi 1986, 11, 31-32.

8.       "Remote Dianions I. Utility of 4-Phenylsulfonyl Butanoic acid in the Mild Conversion of Aldehydes and Ketones to Lactones," Thompson, C.M. Tetrahedron Lett. 1987, 28, 4243-4246.

9.       "Remote Dianions II. Synthesis of Sulcatole," Thompson, C.M.; Frick, J.A.; Woytowicz, C.E. Synthetic Commun. 1988, 18, 889-892.

10.   "Remote Dianions III. Novel Synthesis of Substituted 2-Piperidones from Imines," Thompson, C.M.; Green, D.L.C.; Kubas, R. J. Org. Chem. 1988, 53, 5389-5390.

11.   "Lewis Acid Promoted Photocyclization of Arylimines.  Studies Directed Towards the Synthesis of Pentacyclic Natural Products," Thompson, C.M.; Docter, S. Tetrahedron Lett. 1988, 29, 5213-5216.

12.   "4-Phenylsulfonylbutanoic Acid.  Preparation, Dianion Generation and Application to Four Carbon Chain Extension," Thompson, C.M.; Frick, J.A. J. Org. Chem. 1989, 54, 890-896.

13.   "Preparation, Analysis and Anti-Cholinesterase Properties of O,O-Dimethylphosphorothioate Isomerides," Thompson, C.M.; Frick, J.A.; Natke, B.E.; Hansen, L.K. Chem. Res. Toxicol. 1989, 2, 386-391.

14.    "Synthesis, Configuration and Chemical Shift Correlation of Chiral 1,3,2-Oxazaphospholidin-2-ones Derived from Serine," Thompson, C.M.; Frick, J.A.; Green, D. J. Org. Chem. 1990, 55, 111-116.

15.   "Recent Advances in Dianion Methodology," Thompson, C.M.; Green, D.L.C. Tetrahedron 1991, 47, 4223-4285.

16.   "Methanolysis of Phosphoramidates with Boron Trifluoride-Methanol Complex," Ryu, S.; Jackson, J.A.; Thompson, C.M. J. Org. Chem. 1991, 56, 4999-5002.

17.   "Comparative Anticholinesterase Potency of Chiral Isoparathion Methyl," Ryu, S.; Lin, J.; Thompson, C.M. Chem. Res. Toxicol. 1991, 5, 517-520.

18.    "Remote Dianions V: Synthesis of d-Coniceine," Green, D.L.C.; Thompson, C.M. Tetrahedron Lett. 1991 32, 5051-5054.

19.   "Preparation of Oxepan-2-ones (e-lactones) via the Dianion of 4-(Phenylsulfonyl)-Butanoic Acid,” Williams, K.; Thompson, C.M. Synth. Commun. 1992, 22, 239-244.

20.   "Preparation, Analysis and Toxicity of Phosphorothiolates." Thompson, C.M. In Organophosphorus Insecticides: Chemistry, Fate and Effects. (J. Chambers and P. Levi, Eds.); Academic Press, San Diego, 1992, p. 19-46.

21.   "Synthesis of Chiral Malathion and Isomalathion," Berkman, C.E.; Thompson, C.M. Tetrahedron Lett. 1992, 33, 1415-1418.

22.   "Regiospecific Synthesis of the Amino Imidazoquinoxaline (IQx) Mutagens from Cooked Foods." Bierer, D.E.; O'Connell, J.F.; Parquette, J.R.; Thompson, C.M.; Rapoport, H. J. Org. Chem. 1992, 57, 1390-1405.

23.   "A Route to 1-Azaspirans Related to Perhydrohistrionicotoxin," Thompson, C.M. Heterocycles 1992, 34, 979-990.

24.   "Stereoselective and Chemoselective Oxidation of Phosphorothionates Using MMPP." Jackson, J.A.; Berkman, C.E.; Thompson, C.M. Tetrahedron Lett. 1992, 33, 6061-6064.

25.   "Synthesis of Chiral, Phosphorus Mustards Derived from Serine," Jackson, J.A.; Frick, J.A.; Thompson, C.M. BioMed. Chem. Lett. 1992, 2, 1547-1550.

26.   "Chiral, Piperidine-Based Analogues of AF64A and Acetylcholine," Huh, N.; Thompson, C.M. Bioorg. Med. Chem. Lett. 1992, 2, 1551-1554. 

27.   "Consequence of Phosphorus Stereochemistry upon the Post-Inhibitory Reaction Kinetics of Acetylcholinesterase Poisoned by Phosphorothiolates," Thompson, C.M.; Ryu, S.; Berkman, C.E. J. Am. Chem. Soc. 1992, 114, 10710-10715.

28.   "Kinetics of the Post-Inhibitory Reactions of AChE Poisoned by Chiral Isomalathion: A Surprising Non-Reactivation Induced by the RP-Stereoisomers," Berkman, C.E.; Ryu, S.; Quinn, D.; Thompson, C.M. Chem. Res. Toxicol. 1993, 6, 28-32.

29.   "N-Methyl Strychninium (S)-[S-1, (R), 2-dicarbethoxyethyl]-O-methylphosphorodithioate," Berkman, C.E.; Fernandez, E.J.; Thompson, C.M.; Pavkovic, S.F. Acta. Crys. 1993, C49, 554-556.

30.   "Stereochemical Aspects of Organophosphate Toxicity," Thompson, C.M.; Berkman, C.E.; Ryu, S.; Jackson, J.A.; Quinn, D.A.; Larsen, A.  In Rev. Pestic. Toxicol. (Roe, M.R. and Kuhr, R.J., Eds.), Toxicology Communications Inc., 1993, 2, 131-146.

31.   "Synthesis, Absolute Configuration and Analysis of Isomalathion, Malaoxon and Malathion Enantiomers," Berkman, C. E.; Perrin, S.; Thompson, C. M. Chem. Res. Toxicol. 1993, 6, 718-723.

32.   "Interaction of AChE with the Enantiomers of Isomalathion and Malaoxon," Berkman, C. E.; Quinn, D. A.; Thompson, C. M. Chem. Res. Toxicol. 1993, 6, 724-730.

33.   "Synthesis of Phosphorylated Tripeptides Representing Poisoned Acetylcholinesterase," Thompson, C. M.; Lin, J.; Suarez, A. I; Jackson, J. A. Tetrahedron Lett. 1993, 34, 6529-6532.

34.   "The Synthesis of Biologically Relevant 4(5)-Phosphono-4(5)-aminoimidazoles Using a Pd-Catalyzed Coupling Reaction," Lin, J.; Thompson, C.M. J. Heterocyclic Chem. 1994, 31, 1701-1705.

35.   "Dianion Chemistry in Organic Synthesis," Thompson, C.M., CRC Press, Boca Raton, Florida, 1994, 250 pages.

36.   "Enantioenriched Phosphorothiolates: Synthesis, Analysis and Interaction with Acetylcholinesterase," Thompson, C.M.; Berkman C.E.; Suarez, A.I. In Progress and Prospects of Organophosphorus Agrochemicals, (M. Eto and J. E. Casida, Eds.); Kyushu University Press, Japan, 1995 pp. 71-88.

37.   "Synthesis of 5-Substituted Indolizidines and Approaches to 3- and 8-Substituted Indolizidines from a Common Intermediate Accessed via the Remote Dianion of 4-PSBA," Kiddle, J.; Green, D.L.C.; Thompson, C.M. Tetrahedron 1995 51, 2851-2864.

38.   "Stereochemistry of Remote Dianion Addition to Imines.  Application to the Synthesis of (1S, 8aS)-1-Hydroxyindolizidine," Green, D.L.C.; Kiddle, J.J.; Thompson, C.M. Tetrahedron 1995 51, 2865-2874.

39.   "Enantioenriched N-(2-Chloroalkyl)-3-acetoxypiperidines as Potential Cholinotoxic Agents. Synthesis and Preliminary Evidence for Spirocyclic Aziridinium Formation," Huh, N.; Thompson, C.M. Tetrahedron 1995 51, 5935-5950.

40.   "1-Benzyl-5-methoxycarbonylmethylthio-4-nitroimidazole," Saadeh, H.; Thompson, C.M.; Fernandez, E.; Pavkovic, S.F. Acta. Crys. 1995 C51, 950-952.

41.   "Synthesis and pKa Evaluation of Model Phosphonamidic, Phosphonamidothioic, and Phosphonamidodithioic Acids," Suarez, A.I.; Lin, J.; Thompson, C.M. Tetrahedron 1996, 52, 6117-6124.

42.   "Relative Potencies of the Four Stereoisomers of Isomalathion for Inhibition of Hen Brain Acetylcholinesterase and Neurotoxic Esterase In Vitro," Jianmongkol, S.; Berkman, C.E.; Thompson, C.M.; Richardson, R.J. Toxicol. Appl. Pharmacol. 1996 139, 342‑348.

43.   "Synthesis and 31P Chemical Shift Identification of Tripeptide Active Site Models that Represent Human Serum Acetylcholinesterase Covalently Modified at Serine by Certain Organophosphates," Thompson, C.M.; Suarez, A.I.; Rodriguez, O.P. Chem. Res. Toxicol. 1996 9, 1325‑1332.

44.   "An Investigation of Psychedelic Plants and Compounds for Activity in Serotonin Receptor Assays for Headache treatment and Prophylaxis," Russo, E.; Parker, K.; Thompson, C.M. and Medora, R. MAPS, 1996, 7, 4-8.

45.   "Synthesis of P-Chiral Phosphorothioic Acid Analogs of N-Phospholeucinamide," Thompson, C.M.; Lin, J. Tetrahedron Lett. 1996, 37, 8979-8982.

46.   "Inhibition of Various Cholinesterases with the Enantiomers of Malaoxon," Rodriguez, O.P.; Muth, G.W.; Berkman, C.E.; Kim, K.J.; Thompson, C.M. B  Bull. Environ. Contam. Toxicol. 1997 58, 171‑176.

47.   "Stereoselective inhibition of erythrocyte AChE from three species by isomalathion," Jianmongkol, S.; Berkman, C.E.; Thompson, C.M.; Richardson, R.J. Fundam. Appl. Toxicol. 1997,36, 346‑347.

48.   "Synthesis of Sterically Hindered Phosphonamidothiolates and Phosphonamidodithioates," Rodriguez, O.; Thompson, C.M. Phosphorus and Sulfur 1997, 117, 101-110.

49.   "Stereochemistry of the Wacker Reaction - Modes of Addition of Hydroxide, Methoxide and Phenyl at High and Low [Cl-].  A Study Using Chirality Transfer,"  Hamed, O., Thompson, C.M. and Henry, P.M. J. Org. Chem. 1997, 62, 7082-7083.

50.   "Substituted Quinolines as Inhibitors of L-Glutamate Transport into Synaptic Vesicles," Bartlett, R.D.; Esslinger, C.S.; Thompson, C.M.; Bridges, R.J. Neuropharmacology 1998, 37, 839-846.

51.   "Isomalathion Stereoisomers:  Insecticide Impurities or New Probes of Cholinesterase," Talley, T. T.; Jianmongkol, S., Richardson, R.; Thompson, C. M. Cholinesterases '98 (Doctor, B. P.; Quinn, D. and Taylor, P. eds.); Plenum Press, 1998, pp. 531-538.

52.   "Structural Determinants of Substrates and Inhibitors: Probing Glutamate Transporters with meso-2,4-Methano-2,4-pyrrolidine Dicarboxylate," Esslinger, C.S.; Koch, H. P.; Kavanagh, M. P.;  Philips, D.; Chamberlin, A.R.; Thompson, C.M.; Bridges, R. J. Bioorg. Med. Chem. Lett. 1998, 8, 3101‑3106.

53.   "Cleavage of a 23R rRNA Pseudoknot by Phenanthroline-Cu (II)," Muth, G. W.; Thompson, C. M.; Hill, W. E.  Nucleic Acids Res. 1999, 27, 1906-1911.

54.   "Kinetic Evidence of Different Mechanisms of Acetylcholinesterase Inhibition by (1R)- and (1S)-Stereoisomers of Isomalathion," Jianmongkol, S.; Marable, B.R.; Berkman, C.E.; Talley, T.T.; Thompson, C.M. and Richardson, R.J. Toxicol. Appl. Pharmacol. 1999, 155, 43-53.

55.   “Quinoline-2,4-Dicarboxylic Acids: Synthesis and Evaluation as Inhibitors of the Glutamate Vesicular Transporter,” Carrigan, C.N.; Esslinger, C.S.; Bartlett, R.D.; Bridges, R.J.; Thompson, C.M. Bioorg. Med. Chem. Letter 1999, 9, 2607-2612.

56.   “Palladium(II)-Catalyzed Exchange and Isomerization Reactions.  17.  Exchange of Chiral Allyl Alcohols with Hydroxide, Methoxide, and Phenyl at High [Cl-]. Stereochemistry of the Wacker Reaction. Hamed, O.; Henry, P. M.; Thompson, C.M. J. Org. Chem. 1999, 64, 7745-7750.

57.   “Synthesis of Fluorescent Probes Directed to the Active Site Gorge of Acetylcholinesterase,” Saltmarsh, J.R.; Boyd, A.E.; Rodriguez, O.P.; Radic, Z.; Taylor, P.; Thompson, C.M.  Bioorg. Med. Chem. Lett. 2000, 10, 1523-1526.

58.   “Chemical Cleavage as a Probe of Ribosomal Structure,” Hill, W.E.; Muth, G.W.; Bullard, J.M.; Hennelly, S.P.; Yuan, J.; Grace, W.T.; Bucklin, D.J.; Van Waes, M.A.; Thompson, C.M. The Ribosome: Structure, Function, Antibiotics, and Cellular Interactions. Garrett, R.A., Douthwaite, A., Liljas, A., Matheson, A.T., Moore, P.B. and Noller, H.F., Eds.); ASM Press, Washington DC, 2000: pp. 257-269.

59.   “Inhibition of Acetylcholinesterase by (1S,3S)-Isomalathion Proceeds with Loss of Thiomethyl: Kinetic and Mass Spectral Evidence for an Unexpected Primary Leaving Group,” Doorn, J.A.; Gage, D.A.; Schall, M.; Talley, T.T.; Thompson, C.M.; Richardson, R.J. Chem. Res. Toxicol. 2000, 13, 1313-1320.

60.    “Analysis of a-Ketoglutaric Acid Analogs as Substrates of Dehydrogenases and Transaminases,”Denton, T.T.; Thompson, C.M.; Cooper, A.J.L. Analytical Biochem. 2001, 298, 265-274.

61.   “Probing the Active Sites of Butyrylcholinesterase and Cholesterol Esterase with Isomalathion: Conserved Stereoselective Inactivation of Serine Hydrolases Structurally Related to Acetylcholinesterase,” Doorn, J.A.; Talley, T.T.; Thompson, C.M.; Richardson, R.J.  Chem. Res. Tox. 2001, 14, 807-813.

62.   “Identification of Butyrylcholinesterase Adducts after Inhibition with Isomalathion using Mass Spectrometry: Difference in Mechanism Between (1R)- and (1S)‑Stereoisomers” Doorn, J.A.; Schall, M.; Gage, D.A.; Talley, T.T.; Thompson, C.M.; Richardson, R.J.  Toxicol. Appl. Pharmacol. 2001, 176, 73-80.

63.   “Examination of Cross-Antigenicity of Acetylcholinesterase and Butyrylcholinesterase using Anti-Acetylcholinesterase Antibodies,” George, K. M.; Montgomery, M.A.; Sandoval, L.E.; Thompson, C.M. Tox.Letters 2001, 126, 99-105.

64.   “A Facile Route to Substituted Phosphorothionates Using Dimethyl Phosphite,” Trautmann, J.; Suarez, A.I.; Tongcharoensirikul, P.; Muth, G. W.; Thompson, C.M. Phosphorus Sulfur Silicon Relat. Elem. 2002, 177, 471-477.

65.   “Synthesis and in Vitro Pharmacology of Substituted Quinoline-2,4-Dicarboxylic Acids as Inhibitors of Glutamate Vesicular Transport (VGLUT),” Carrigan, C.N.; Bartlett, R.D.; Esslinger, C.S.; Cybulski, K.A.; Tongcharoensirikul, P.; Bridges, R.J.; Thompson, C.M. J. Med. Chem. 2002, 45, 2260-2276.

66.   “Synthesis and Preliminary Biological Evaluation of trans-3,4-Conformationally-Restricted Glutamate and Pyroglutamate Analogs as Novel EAAT2 Inhibitors,” Denton, T.D.; Seib, T.; Bridges, R.J.; Thompson, C.M.  Bioorg. Med. Chem. Lett. 2002, 12, 3209-3213.

67.   “Anticholinesterase Insecticides,” Thompson, C. M.; Richardson, R.J. In Pesticide Toxicology  (T.Marrs, Ed.): John Wileys and Sons, 2002; pp. xx-xx (in press).

68.   “Effect of Chiral Auxiliaries on the Stereoselective Addition of Dimethyl Thiophosphite to Imines.” Tongcharoensirikul, P.; Suarez, A.I.; Voelker, T. Thompson, C.M. J. Org. Chem. 2002 (submitted).

69.   “Inhibitors of Glutamate Vesicular Transport (VGLUT),” Thompson, C.M.; Coughenour, H.; Carrigan, C.N.; Bridges, R.J. Current. Med. Chem. 2002 (in preparation).

70.   “Development of a LC-MS Assay for Thermolysin Activity based on Single Ion Monitoring,” Tongcharoensirikul, P.; Fussell, K.; Williamson, D. Thompson, C.M. Analytical Biochem. 2001 (in preparation).