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EP-4223287-B1 - COMPOSITION COMPRISING CETYLPYRIDINIUM CHLORIDE AND A QUATERNARY AMMONUM SALT HAVING A C10 TO C14 ALKYL GROUP FOR USE IN INHIBITING DENTAL PLAQUE FORMATION AND IN STERILIZING BACTERIA OF THE GENUS FUSOBACTERIUM

EP4223287B1EP 4223287 B1EP4223287 B1EP 4223287B1EP-4223287-B1

Inventors

  • NISHIMURA, KEISUKE
  • INUBUSHI, Junya

Dates

Publication Date
20260506
Application Date
20210930

Claims (6)

  1. A composition for use in inhibiting dental plaque formation, the composition comprising cetylpyridinium chloride and a quaternary ammonium salt having a C10 to C14 alkyl group.
  2. The composition for use in inhibiting dental plaque formation according to claim 1, wherein the quaternary ammonium salt having a C10 to C14 alkyl group is at least one member selected from the group consisting of: a compound represented by formula (1): wherein R represents a C10 to C14 linear alkyl group, and X represents Cl or Br, and a compound represented by formula (2): wherein R 1 represents a C10 to C14 linear alkyl group, R 2 and R 3 are identical or different, and each represents a C1 to C4 alkyl group, and X represents Cl or Br.
  3. The composition for use in inhibiting dental plaque formation according to claim 2, wherein the quaternary ammonium salt having a C10 to C14 alkyl group is at least one member selected from the group consisting of: a compound represented by formula (1a): wherein R is as defined above, and a compound represented by formula (2a): wherein R 1 is as defined above.
  4. A composition for use in sterilizing bacteria of the genus Fusobacterium, the composition comprising cetylpyridinium chloride and a quaternary ammonium salt having a C10 to C14 alkyl group.
  5. The composition for use in sterilizing bacteria of the genus Fusobacterium according to claim 4, wherein the quaternary ammonium salt having a C10 to C14 alkyl group is at least one member selected from the group consisting of: a compound represented by formula (1): wherein R represents a C10 to C14 linear alkyl group, and X represents Cl or Br, and a compound represented by formula (2): wherein R 1 represents a C10 to C14 linear alkyl group, R 2 and R 3 are identical or different, and each represents a C1 to C4 alkyl group, and X represents Cl or Br.
  6. The composition for use in sterilizing bacteria of the genus Fusobacterium according to claim 5, wherein the quaternary ammonium salt having a C10 to C14 alkyl group is at least one member selected from the group consisting of: a compound represented by formula (1a): wherein R is as defined above, and a compound represented by formula (2a): wherein R 1 is as defined above.

Description

Technical Field The present disclosure relates to a composition for use in inhibiting dental plaque formation as well as for use in sterilizing bacteria of the genus Fusobacterium. Background Art Plaque (dental plaque) is a biofilm of aggregated oral microorganisms and is considered to be a potential cause of dental caries and periodontal disease. Plaque control, in particular, inhibiting plaque formation, is thus important. Briefly, plaque is formed as follows. Specifically, a thin film of protein derived from saliva or physiological gingival crevicular fluid, called "pellicle," is first formed on the tooth surface, and through the pellicle, facultative anaerobic bacteria (early adherent bacteria), such as streptococci, adhere to the tooth surface. Then, to the early adherent bacteria, bridge bacteria such as Fusobacterium, which coaggregate with various oral bacteria, adhere, and additionally, late adherent bacteria, such as Porphyromonas gingivalis and Treponema denticola, which are anaerobic bacteria, adhere and aggregate via the bridge bacteria, whereby plaque matures. In particular, late adherent bacteria are known to cause periodontal disease and known to be directly and indirectly involved in the destruction of periodontal tissue. Besides, NPL 2 relates to in vitro evaluation of seven cationic detergents as antiplaque agents. PTL 1 describes active delivery system formulations. PTL 2 discloses two-phase compositions containing alcohol. PTL 3 relates to mouth rinse emulsions. PTL 4 describes a dental strip for administration of oral treatment. PTL 5 discloses oral care regimens and kits. PTL 6 discloses an anticalculus composition. PTL 7 describes oral compositions. Citation List Non-patent Literature NPL 1: A. H. Noobs, J. Dent. Res., 2011, vol. 90, p. 1271-1278NPL 2: J. M. Tanzer et al., Antimicrob. Agents Chemother., 1979, vol. 15, p. 408-414 Patent Literature PTL 1: WO 2010/019680 A1PTL 2: US 2005/255072 A1PTL 3: WO 2013/192382 A2PTL 4: WO 2011/094613 A1PTL 5: US 2007/237726 A1PTL 6: US 4 022 880 APTL 7: US 4 472 373 A Summary of Invention Technical Problem In view of the above, inhibiting the formation of dental plaque on the tooth surface, in particular, inhibiting the adhesion and aggregation of late adherent bacteria, and the maturation of dental plaque, is important for the prevention of periodontal disease. Solution to Problem The present inventors focused on Fusobacterium, i.e., bridge bacteria, and conducted research. This is because it is believed that if inhibition of the action of Fusobacterium, i.e., bridge bacteria, capable of coaggregating with various bacteria is possible, then inhibition of the adhesion and aggregation of late adherent bacteria on the tooth surface is possible, which in turn will make it possible to inhibit the maturation of dental plaque formation. Accordingly, the inventors continued to study techniques for sterilizing Fusobacterium. However, although various sterilizers typically used for oral compositions were studied, no sterilizers capable of efficiently sterilizing Fusobacterium could be found. Cetylpyridinium chloride, an example of a sterilizer typically used for oral compositions, was no exception, and an efficient sterilization effect on Fusobacterium was not observed. However, the inventors conducted further study. Cetylpyridinium chloride is a C16 alkylpyridinium chloride, and the inventors found the possibility that the alkyl length thereof affects the sterilization effect on Fusobacterium. The inventors then conducted further modification. The present invention is as set out in the appended claims 1 to 6. Advantageous Effects of Invention Provided is a technique for efficiently sterilizing Fusobacterium, i.e., bridge bacteria in dental plaque formation. This also allows for efficient inhibition of dental plaque formation. Brief Description of Drawings Fig. 1 is a graph showing study results of the sterilization effect of a quaternary ammonium salt having a C10 to C14 alkyl group (CPC and/or DPC) on Fusobacterium.Fig. 2 is a graph showing study results of the sterilization effect of a quaternary ammonium salt having a C10 to C14 alkyl group (CPC and/or OPC) on Fusobacterium.Fig. 3 is a graph showing study results of the sterilization effect of a quaternary ammonium salt having a C10 to C14 alkyl group (CPC and/or BKC12, BKC14, or BKC16) on Fusobacterium.Fig. 4a is a graph showing study results of the sterilization effect of alkylpyridinium chloride (CPC and DPC) on Fusobacterium.Fig. 4b is a graph showing study results of the sterilization effect of alkylpyridinium chloride (CPC and OPC) on Fusobacterium.Fig. 5 is a graph showing study results of the sterilization effect of a composition comprising CPC and/or DPC on Fusobacterium.Fig. 6 is a graph showing study results of the sterilization effect of a composition comprising CPC and/or DPC on Fusobacterium.Fig. 7a is a graph showing study results of the sterilization effect of alkylpyridinium chloride