Abstract
The anticholinesterase effect in vitro of 14 derivatives of oxaphosfolanol (2-P-2-oxo(thioxo)-3.5.5-trimethyl-1,2-oxophosfolan-3-ol) on brain homogenate, blood serum, and purified enzyme preparations of acetylcholinesterase and butyrylcholinesterase (BuChE) was studied. Some representatives of these compounds exhibited a weak anticholinesterase effect in a concentration of 10 mliter/liter, The cholinesterase (ChE) of the brain homogenate inhibited by 50% by the thiophosphoryl analogue of the ethyl ether of oxaphosfolanol was not reactivated by dipyroxime. In experiments involving blood serum and BuChE, the degree of inhibition of the enzyme by oxaphosfolanol ethers was correlated with the hydrophobicity of the compounds. The possibility was postulated of inhibiting ChE by oxaphosfolanol derivatives as a result of hydrophobic reactions without phosphorylation of the esterase center of the enzyme.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
S. N. Golikov and V. I. Rozengart.Cholinesterases and Anticholinesterase Agents [in Russian]. Leningrad (1964).
Yu. S. Kagan,The Toxicology of Organophosphorus Pesticides [in Russian], Moscow (1977).
R. D. O'Brien.Insecticides. Action and Metabolism, New York (1967).
V. B. Prozorovskii and N. V. Savateev,Non-Anticholinesterase Mechanisms of Action of Anticholinesterase Agents [in Russian]. Leningrad (1976).
B. A. Arbuzov, A. O. Vizel', I. V. Zaikonnikova. et al.,Dokl. Akad. Nauk SSSR,165(1), 91 - 94 (1965).
I. A. Studentsova, I. V. Zaikonnikova, A. O. Vizel'. and R. S. Garaev,Kazan. Med. Zh., No. 2, 118 - 120 (1989).
R. Kh. Khafiz'yanova, I. A. Studentsova, V. I. Danilov, et al.,Kazan. Med. Zh., No. 1, 8 - 12 (1993).
R. S. Garaev, I. V. Zaikonnikova, A. G. Ovchinnikova. et al.,Khim.-Farm. Zh.,21(2), 163 - 167 (1987).
N. I. Rizpolozhenskii and F. S. Mukhametov,Izv. Akad. Nauk SSSR. Ser. Khim., No. 1, 175 - 176 (1972).
R. R. Shagidullin, E. P. Trutneva, and F. S. Mukhametov.Izv. Akad. Nauk SSSR. Ser. Khim., No. 3. 667 - 670 (1978).
S. Hestrin.J. Biol. Chem.,180(1), 879 - 881 (1949).
M. I. Kabachnik, A. P. Brestkin, N. N. Godovikov, et al.,Usp. Khimii. 39(6). 1050- 1074 (1970).
M. T. Kabachnic. A. P. Brestkin, N. N. Godovikov. et al.,Pharmacol. Rev.,22(2), 355 - 388 (1970).
R. N. Khazipov, Kh. S. Khamitov, R. A. Giniyatullin, and R. S. Garaev,Biol. Membrany. 7(9), 1001 - 1007 (1990).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Garaev, R.S. Features of the anticholinesterase effect of oxaphopholanol derivatives. Pharm Chem J 29, 87–88 (1995). https://doi.org/10.1007/BF02226515
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02226515