pyrophosphate and maleic-acid

A six-month, double blind, clinical study was conducted to determine the effect on supragingival calculus formation of a dentifrice containing 1.30% soluble pyrophosphate (from 2.0% tetrasodium pyrophosphate) and 1.50% of a copolymer of methoxyethylene and maleic acid, as compared to a dentifrice containing the same amount of soluble pyrophosphate but without the copolymer. This pyrophosphate/copolymer dentifrice contained the optimal ratio of pyrophosphate anion to copolymer required for obtaining a comparable anticalculus effect to a clinically proven anticalculus dentifrice containing 3.3% soluble pyrophosphate and 1.0% of a copolymer. The optimal pyrophosphate/copolymer ratio was determined by a series of in vitro laboratory and in vivo animal studies. Male and female adult subjects were stratified into three balanced groups according to baseline calculus scores. They received an oral prophylaxis and were assigned to the use of either the dentifrice containing soluble pyrophosphate and the copolymer, or to the dentifrice containing soluble pyrophosphate but without the copolymer, or to a placebo dentifrice that did not contain an anticalculus ingredient. The results of the three-month calculus examination indicated that the dentifrice containing soluble pyrophosphate and the copolymer provided a 33.66% reduction in supragingival calculus formation after an oral prophylaxis as compared to the placebo dentifrice. This reduction was statistically significant at the 99 percent level of confidence. The results of the six-month calculus examination indicated that the dentifrice containing the soluble pyrophosphate and the copolymer provided a 36.10% reduction in supragingival calculus formation after an oral prophylaxis, as compared to the placebo dentifrice. This reduction was also statistically significant at the 99% level of confidence.(ABSTRACT TRUNCATED AT 250 WORDS)

Topics: Adult; Analysis of Variance; Animals; Dental Calculus; Dentifrices; Diphosphates; Double-Blind Method; Ethylenes; Female; Humans; Longitudinal Studies; Male; Maleates; Rats; Rats, Inbred Strains

A two phase, six month, double blind clinical study was conducted to compare the effect on supragingival calculus deposits of a dentifrice containing 1.30% soluble pyrophosphate (from 2.0% tetrasodium pyrophosphate) with and without the presence of 1.50% of a copolymer of methoxyethylene and maleic acid. In Phase I of the study, male and female adult subjects were stratified into two balanced groups according to baseline calculus scores. They received an oral prophylaxis and were assigned to the use of either a dentifrice containing 1.30% soluble pyrophosphate and 1.50% copolymer or to a placebo dentifrice that did not contain the anticalculus ingredients. After three months use of the products, the subjects received a calculus examination. The subjects were then entered into Phase II of the study where they were restratified into two balanced groups. They again received an oral prophylaxis and were assigned to the use of either a dentifrice containing 1.30% soluble pyrophosphate with no copolymer or to a placebo dentifrice. The results from the three month calculus examination indicated that the dentifrice containing soluble pyrophosphate and a copolymer reduced supragingival calculus deposits by 29.54%, as compared to the placebo dentifrice (less than 99% level of confidence). The results from the six month calculus examinations indicated that the dentifrice containing soluble pyrophosphate without the copolymer did not provide a statistically significant reduction in supragingival calculus after an oral prophylaxis. Thus, it is concluded that the presence of the copolymer in the soluble pyrophosphate dentifrice was essential for obtaining a statistically significant anticalculus effect.

Topics: Adult; Dental Calculus; Dentifrices; Diphosphates; Double-Blind Method; Ethylenes; Female; Humans; Longitudinal Studies; Male; Maleates; Middle Aged

A series of analogues of isopentenyl diphosphate (IPP) having a dicarboxylate moiety in place of the diphosphate were synthesized and investigated as inhibitors of undecaprenyl diphosphate (UPP) synthase and protein farnesyltransferase (PFTase). PFTase is involved in control of cell proliferation and is known to be inhibited by certain maleic acid derivatives bearing long alkyl substituents (> or =12 carbons, e.g., chaetomellic acid). UPP synthase is a potential target for antimicrobial agents and utilizes isopentenyl diphosphate (IPP) as a substrate. A number of dicarboxylate-containing IPP analogues were prepared in 2-5 steps from commercially available starting materials with good overall yield (20-78%). These syntheses involved the conjugate addition of an organocuprate to dimethyl acetylenedicarboxylate (DMAD) followed by basic ester hydrolysis. The E-pentenylbutanedioic acid 32 showed inhibition of UPP synthase with an IC(50) of 135 microM. Compound 30 displays competitive inhibition of PFTase with a K(i) of 287 microM.

Topics: Alkyl and Aryl Transferases; Diphosphates; Farnesyltranstransferase; Hemiterpenes; Inhibitory Concentration 50; Maleates; Molecular Structure; Organophosphorus Compounds

Topics: Adult; Dental Calculus; Diphosphates; Double-Blind Method; Female; Humans; Male; Maleates; Mouthwashes; Polyethylenes

Topics: Adult; Dental Calculus; Diphosphates; Double-Blind Method; Female; Humans; Male; Maleates; Middle Aged; Mouthwashes; Polyethylenes

Topics: Adolescent; Adult; Aged; Dental Calculus; Dentifrices; Diphosphates; Female; Humans; Male; Maleates; Middle Aged; Sodium Fluoride