Actions of cyclic eaters, S-esters, and amides of phenyl- and phenylthiophosphonic acids on mammalian and insect GABA-gated chloride channels

Bioorganic and Medicinal Chemistry

Volumn 6, Issue 1, 1998, Pages 73-83

  Ozoe, Yoshihisa ^a   Niina, Ken Ichiro ^a   Matsumoto, Ken Ichi ^a,c   Ikeda, Izumi ^a   Mochida, Kazuo ^a   Ogawa, Chizuru ^a   Matsuno, Akira ^a   Miki, Misao ^b   Yanagi, Kazunori ^b  

^a SHIMANE UNIVERSITY   (Japan)

^b SUMITOMO CHEMICAL CO LTD   (Japan)

^c Research Department   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

4 AMINOBUTYRIC ACID; 4 AMINOBUTYRIC ACID RECEPTOR; CHLORIDE CHANNEL; PHOSPHOROTHIOIC ACID DERIVATIVE; 1 (4 ETHYNYLPHENYL) 4 PROPYL 2,6,7 TRIOXABICYCLO(2.2.2)OCTANE; 1-(4-ETHYNYLPHENYL)-4-PROPYL-2,6,7-TRIOXABICYCLO(2.2.2)OCTANE; 4 AMINOBUTYRIC ACID RECEPTOR BLOCKING AGENT; AMIDE; ESTER; FUSED HETEROCYCLIC RINGS; INSECTICIDE; PHOSPHONIC ACID DERIVATIVE;

ANIMAL TISSUE; ARTICLE; BINDING SITE; BRAIN SYNAPTOSOME; CHLORIDE TRANSPORT; DRUG SYNTHESIS; INSECT; MAMMAL; MOUSE; NONHUMAN; RAT; STEREOISOMERISM; AFFINITY LABELING; ANIMAL; BRAIN CORTEX; CHEMISTRY; DRUG ANTAGONISM; DRUG EFFECT; ELECTRON MICROSCOPY; HOUSE FLY; MALE; METABOLISM; STRUCTURE ACTIVITY RELATION; SYNAPTOSOME; ULTRASTRUCTURE; X RAY CRYSTALLOGRAPHY;

ANIMALIA; INSECTA; MAMMALIA;

AFFINITY LABELS; AMIDES; ANIMALS; BICYCLO COMPOUNDS, HETEROCYCLIC; CEREBRAL CORTEX; CHLORIDE CHANNELS; CRYSTALLOGRAPHY, X-RAY; ESTERS; GABA ANTAGONISTS; HOUSEFLIES; INSECTICIDES; MALE; MICE; MICROSCOPY, ELECTRON; PHOSPHONIC ACIDS; RATS; RECEPTORS, GABA; STRUCTURE-ACTIVITY RELATIONSHIP; SYNAPTOSOMES;

EID: 0031594603     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0968-0896(97)00177-6     Document Type: Article

References (39)

1. [1] Eto M. Organophosphorus Pesticides: Organic and Biological Chemistry; CRC Press: Cleveland, Ohio, 1974.
2. [2] Gant DB, Eldefrawi ME, Eldefrawi AT. Fundam. Appl. Toxicol. 1987;9:698.
3. [3] Rocha ES, Swanson KL, Aracava Y, Goolsby JE, Maelicke A, Albuquerque EX. J. Pharmacol. Exp. Ther. 1996;278:1175.
4. [4] Ozoe Y, Mochida K, Nakamura T, Eto M. J. Pesticide Sci. 1992;17:55.
5. [5] Eto M, Ozoe Y, Fujita T, Casida JE. Agric. Biol. Chem. 1976;40:2113.
6. [6] Bowery NG, Collins JF, Hill RG. Nature 1976;261:601.
7. [7] Korenaga S, Ito Y, Ozoe Y, Eto M. Comp. Biochem. Physiol. 1977;57C:95.
8. [8] Ticku MK, Olsen RW. Neuropharmacology 1979;18:315.
9. [9] Ozoe Y, Mochida K, Eto M. Agric. Biol. Chem. 1982; 46:2521.
10. [10] Squires RF, Casida JE, Richardson M, Saederup E. Mol. Pharmacol. 1983;23:326.
11. [11] Van Renterghem C, Bilbe G, Moss S, Smart TG, Constanti A, Brown DA, Barnard EA. Mol. Brain Res. 1987; 2:21.
12. [12] Ozoe Y, Sawada Y, Mochida K, Nakamura T, Matsumura F. J. Agric. Food Chem. 1990;38:1264.
13. [13] Ozoe Y, Matsumoto K, Mochida K, Nakamura T. Biosci. Biotech. Biochem. 1995;59:2314.
14. A Receptors and Anxiety: From Neurobiology to Treatment; Advances in Biochemical Psychopharmacology. Raven Press: New York, 1995;48:1-16.
15. [15] Johnston GAR. Pharmacol. Ther. 1996;69:173.
16. [16] Sattelle DB. Adv. Insect Physiol. 1990;22:1.
17. [17] Clark JM, editor. Molecular Action of Insecticides on Ion Channels; ACS Symposium Series 591; American Chemical Society. Washington, DC., 1995.
18. [18] Akamatsu M, Ozoe Y, Ueno T, Fujita T, Mochida K, Nakamura T, Matsumura F. Pestic. Sci. 1997;49:319.
19. [19] Moffat AS. Science 1993;261:550.
20. [20] Snyder SE, Kume A, Jung Y-W, Connor SE, Sherman PS, Albin RL, Wieland DM, Kilbourn MR. J. Med. Chem. 1995;38:2663.
21. [21] Maryanoff BE, McPhail AT, Hutchins RO. J. Am. Chem. Soc. 1981;103:4432.
22. [22] Wacher VJ, Toia RF, Casida JE. J. Agric. Food Chem. 1992;40:497.
23. [23] Ozoe Y, Takayama T, Sawada Y, Mochida K, Nakamura T, Matsumura F. J. Agric. Food Chem. 1993;41:2135.
24. [24] Zhang H-G, ffrench-Constant RH, Jackson MB. J. Physiol. 1994;479:65.
25. [25] Xu M, Covey DF, Akabas MH. Biophys. J. 1995;69:1858.
26. [26] Gurley D, Amin J, Ross PC, Weiss DS, White G. Recept. Channels 1995;3:13.
27. [27] Inoue M, Akaike N. Neurosci. Res. 1988;5:380.
28. [28] Dillon GH, Im WB, Carter DB, McKinley DD. Br. J. Pharmacol. 1995;115:539.
29. [29] Smart TG, Constanti A. Proc. R. Soc. Lond. B 1986;227: 191.
30. [30] Newland CF, Cull-Candy SG. J. Physiol. 1992;447:191.
31. [31] Palmer CJ, Cole LM, Larkin JP, Smith IH, Casida JE. J. Agric. Food Chem. 1991;39:1329.
32. [32] Wismer, M. U.S. Patent 3 294 745, 1966; Chem. Abstr. 1967;66:5372.
33. [32] Wismer, M. U.S. Patent 3 294 745, 1966; Chem. Abstr. 1967;66:5372.
34. [33] Eliel EL, Hutchins RO. J. Am. Chem. Soc. 1969;91:2703.
35. [34] Hutchins RO, Maryanoff BE. Organic Syntheses. New York: Wiley, Coll. 1988;6:223-225.
36. [35] Deng Y, Palmer CJ, Casida JE. Pestic. Biochem. Physiol. 1993;47:98.
37. [36] Schwartz RD, Suzdak PD, Paul SM. Mol. Pharmacol. 1986;30:419.
38. [37] Cole LM, Casida JE. Pestic. Biochem. Physiol. 1992;44:1.
39. [38] Bradford MM. Anal. Biochem. 1976;72:248.