chiniofon and Dental-Plaque

Topics: Anti-Infective Agents, Local; Chlorhexidine; Chlorides; Dental Plaque; Gingivitis; Humans; Hydroxyquinolines; Zinc; Zinc Compounds

Topics: Actinomyces; Animals; Bacteria; Chlorhexidine; Chloroquinolinols; Dental Plaque; Hydroxyquinolines; Iodine; Rats; Rats, Inbred Strains; Streptococcus mutans; Streptococcus sanguis; Time Factors

Three 8-hydroxyquinoline derivatives, assessed using an in vitro preformed dental plaque model system, were differentially inhibitory for four plaque-forming microorganisms.

Topics: Actinomyces; Dental Plaque; Hydroxyquinolines; Oxyquinoline; Streptococcus mutans; Streptococcus sanguis

8-Hydroxyquinolyl benzoate and 8-hydroxyquinolyl para-(fluorosulfonyl)benzoate have been synthesized and evaluated in vitro as antimicrobial and antiplaque agents. Both compounds inhibited the growth of cultures of the following genera: Streptococcus, Staphylococcus, Actinomyces, Lactobacillus, Veillonella, and Candida. Minimum inhibitory concentrations ranged from 0.98 to 62 microgram/ml. Extracted human teeth pretreated with 1% solutions of either compound and rinsed with distilled water exhibited reduced in vitro plaque formation for 48 hours. These results indicate that the in vitro antiplaque activity of 8-hydroxyquinolines can be enhanced by attaching the appropriate side chain in the 8-position.

Topics: Bacteria; Binding Sites; Cariostatic Agents; Chemical Phenomena; Chemistry; Delayed-Action Preparations; Dental Plaque; Humans; Hydroxyquinolines; Oxyquinoline; Time Factors; Tooth

Fourteen 8-hydroxyquinolines were tested for antiplaque activity by measuring their minimum inhibitory concentrations [MIC (M)] against Streptococcus mutans No. 6715. Linear regression analysis was conducted with the MIC (M) values and hydrophobic (log P), electronic (beta, pKaOH, pKaN), and steric [molar refractivity (MR), molecular weight (mol wt)] parameters. The best correlation (r2 = 0.90) was obtained with MR, log P, and beta. The smaller the steric contribution of the 5-substituent, the more active the compound. The parent 8-hydroxyquinoline was the most active. The negative contribution toward activity by 5-substituents larger than hydrogen can be overcome by the positive contributions of groups that are lipophilic and electron withdrawing; for example, the 5-chloro derivative is as active as the parent 8-hydroxyquinolines.

Topics: Dental Plaque; Hydroxyquinolines; Oxyquinoline; Regression Analysis; Streptococcus mutans; Structure-Activity Relationship

A group of 5-substituted 8-hydroxyquinolines with predicted log P values in the 1-4 range has been prepared from either 8-hydroxyquinoline or its appropriate derivative. 5-Formyl-, 5-iodo-, 5-fluoro-, 5-acetyl-, and 5-methoxymethyl-8-hydroxyquinoline in addition to methyl-5(8-hydroxyquinolyl)acetate and ethyl 5-(8-hydroxyquinolyl)acetate displayed greater in vitro antiplaque activity than 8-hydroxyquinoline.

Topics: Dental Plaque; Humans; Hydroxyquinolines; In Vitro Techniques; Oxyquinoline; Streptococcus mutans

Some 4- and 5-substituted 8-hydroxyquinolines, with predicted log P values in the range of 1.48-2.90, were synthesized by modified Skraup reactions or thermal cyclization. These hydroxyquinolines include the 5-methyl, 4,5-dimethyl, 4-methyl, 5-hydroxy-4-methyl, 5-methoxy, 5-methoxy-4-methyl, 4-hydroxy, 4-chloro, 4-amino, and 5-amino analogs. Partition coefficients, antibacterial activity, and antiplaque activity were determined. Four analogs showed in vitro antiplaque activity. None of the derivatives with ionizable functions was active.

Topics: Dental Plaque; Hydroxyquinolines; Oxyquinoline; Streptococcus mutans; Time Factors