Alkyl and aromatic amines and their salts were evaluated for inhibitory activity against Streptococcus mutans 6715. Antiplaque activity was correlated with the physicochemical properties, lipophilicity and basicity. The results indicate that the basicity of the amine is the primary requirement for activity. The lipophilic character then exerts a modulating effect on amines with the proper pKa values.
Get full access to this article
View all access options for this article.
References
1.
Fuller, A.T.: Antibacterial Action and Chemical Constitution in Long-Chain Aliphatic Bases , Biochem J36: 548, 1942.
2.
Green, R.W., and Walsh, J.P.: The Protection of the Wet Enamel Surface by Absorbed Films, J Dent Res30: 218, 1951.
3.
Muhlemann, H.R. ; Schmid, H.; and Konig, K.G.: Enamel Solubility Reduction Studies with Inorganic and Organic Fluorides, Helv Odontol Acta1:23, 1957.
4.
Marthaler, T.M. : Caries-Inhibition After Seven Years of Unsupervised Use of an Amine Fluoride Dentifrice, Br Dent J124: 510, 1968.
5.
Shern, R.; Swing, K.W.; and Crawford, J.J.: Prevention of Plaque Formation by Organic Fluorides, J Oral Med25:93, 1970.
6.
Depalma, P.D. ; Dolan, M.M.; Hutchman, J.; and Yankell, S.L.: Acute Toxicity of an Amine Fluoride Mouth Rinse by Systemic and Topical Routes, J Dent Res53 (Special Issue) : Abstract No. 711, 1974.
7.
Lobene, R.R. , and Soparkar, P.M.: The Effect of Amine Fluorides on Human Plaque and Gingivitis, J Dent Res53 (Special Issue) : Abstract No. 369, 1974.
8.
Turesky, S.; Glickman, I.; and Sandberg, R.: In Vitro Chemical Inhibition of Plaque Formation, J Periodontol43:263, 1972.
9.
Warner, V.D. ; Mirth, D.B.; Pastore, M.P.; Turesky, S.; Glickman, I.; and Soloway, B.: 8-Hydroxyquinolines: In Vitro Inhibition of Plaque Formation and Partition Coefficients, J Periodontol45: 564, 1974.
10.
Warner, V.D. ; Sane, J.N.; Mirth, D.B.; Turesky, S.S.; and Soloway, B.: Synthesis and In Vitro Evaluation of 8-Hydroxyquinoline Analogs as Inhibitors of Dental Plaque, American Dental Society Meeting, MEDI-80, 1974 (abstract) .
11.
Fujita, T., and Hansch, C.: Analysis of the Structure-Activity Relationship of the Sulfonamide Drugs Using Substituent Constants, J Med Chem10:991, 1967.
12.
Fujita, T.; Iwasa, T.; and Hansch, C.: A New Substituent Constant, π, Derived from Partition Coefficients, J Am Chem Soc86: 5175, 1964.
