Abstract
A total of 18 derivatives of O,O-dialkylthio- and O,O-dialkyldithiophosphoric acids were tested for antimicrobial activity using strains ofStaphylococcus aureus, Bacillus subtilis, Escherichia coli andCandida albicans. The activity was found to depend on the length of the alkyl substituent and/or the cation size. All derivatives were ineffective withE. coli andC. albicans.
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References
Albert A.:Selective Toxicity, 6th ed., p. 456. Chapman & Hall, London 1979.
Baker Z., Harrison R.W., Milles B.F.: Action of synthetic detergents on the metabolism of bacteria.J. Exp. Med. 73, 249 (1941a).
Baker Z., Harrison B. W., Miller B.F.: The bactericidal action of synthetic detergents.J. Exp. Med. 74, 611 (1941b).
Birkeland J.M., Steinhaus E.A.: Selective bacteriostatic action of sodium lauryl sulfate and of “Dreff”.Proc. Soc. Exp. Biol. Med. 40, 86 (1939).
Cowles P.B.: Alkylsulfates: Their selective bacteriostatic action.Yale J. Biol. Med. 11, 33 (1938).
Dychdala G.R.: Acid-anionic surfactant sanitizers, p. 319 inS.S. Block (Ed.):Disinfection, Sterilization and Preservation, 2nd ed. Lea & Febiger, Philadelphia 1977.
Gregáň F., Konečný V., Kmec J.: Preparation and IR-spectra of some salts of dialkylthiophosphoric acids.Chem. Zvesti (in press), 1982.
Koerlein G., Sabeck G., Bock K.D., Emmel L.: Pesticidal O,O-dialkyl-S-(4-thiochromanyl)phosphorodithioates and phosphorothioates. Ger. Pat. 2 148 879 (1973).
Komkov I.P., Levitskaya V.M.: Surface-active organophosphorus compounds. II. Sals of O,O-dialkyldithiophosphoric acids. (In Russian)Izv. Vyssh. Ucheb. Zaved., Khim. i Khim. Tekhnol. 9, 254 (1966).
Kosolapoff G.M., Mayer L.:Organic Phosphorus Compounds, Vols. 1 – 7. Wiley Interscience, New York 1973.
Lacko I., Devínsky F., Mlynarčík D., Krasnec L’.: Organic ammonium salts. I. 1,1-Dialkylpiperidinebromides, synthesis and antimicrobial activity. (In Slovak)Česk. farm,26, 150 (1977a).
Lacko I., Devínsky F., Mlynarčík D., Krasnec L’.: Diammoniumsalze. I. Synthese und antimicrobielle Wirkung der Derivate von 1,6-Hexandiamin und l,4-Diazabicyklo (2,2,2)-octan.Acta Fac. Pharm. Bohemoslov. 30, 109 (1977b).
Lacko I., Děvinsky F., Krasnec L’., Mlynarčík D.: Antimicrobial activity of quaternary ammonium salts of some saturated heterocycloalkyl amines.Z. Naturforsch. 34c, 485 (1979).
Marrs G.J.: Herbicidal bipyridinium quaternary salts with corrosion inhibitor.Brit. Pat. 1 170 643 (1969).
Mlynarčík D., Čupková V., Devínsky F., Lacko I.: Antimicrobial efficiency of saturated heterocyclic amine oxides.Folia Microbiol. 23, 493 (1978).
Mlynarčík D., Devínsky F., Lacko I.: Antimicrobial efficacy of some N,N’-dialkyl-N,N’-dimethyl-1,6- -hexanediamine dioxides.Folia Microbiol. 24, 188 (1979a).
Mlynarčík D., Lacko I., Devínsky F.: Antimicrobial effect of bis-quaternary ammonium salts derived from 1,3-propanediamine.Experientia 35, 1044 (1979b).
Osborn C.W., Goodhue L.D.: Thiophosphoric acid derivatives as defoliants.U.S. Pat. 2 841 486 (1958).
Schrader G.: Esters of thiophosphoric acid.U.S.Pat. 2 597 534 (1952).
Šubík J., Takácsová G., Pšenák M., Devínsky F.: Antimicrobial activity of amine oxides: Mode of action and structure-activity correlation.Antimicr. Agents &Chemother. 12, 139 (1977).
Toy A.D.F.:Phosphorus Chemistry in Everyday Living. American Chemical Society, Washington 1976.
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Devínsky, F., Gregáň, F., Bittererová, F. et al. Antimicrobial activity of some salts of dialkylthiophosphoric acids. Folia Microbiol 27, 178–181 (1982). https://doi.org/10.1007/BF02877397
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DOI: https://doi.org/10.1007/BF02877397