Antimicrobially active compounds for treating bad breath

1 . An antimicrobial agent comprising a compound of the Formula 1 or of a mixture of two or more different compounds of the Formula 1

in which for the compound of the Formula 1 or for each compound of the Formula 1 in the mixture,

m=0, 1, 2 or 3,

p=0, 1 or 2,

n=0, 1 or 2,

in which if n=1 or 2 then in each case the pair R 1 and R 2 in each case denote H or together form a further chemical bond,

in which if m=1, 2 or 3 each X, independently of the other, denotes OH, Oalkyl or Oacyl,

in which if p=1 or 2 each Y, independently of the other, denotes OH, Oalkyl or Oacyl,

in which E=H or denotes a radical —COOR 3 ,

R 3 ═H or alkyl, in which R 3 ═H also for the corresponding pharmaceutically acceptable salts and solvates.

2 . The antimicrobial agent according to claim 1 , in which the agent is an agent (i) for inhibiting and/or preventing the growth and/or for destroying organisms causing bad breath, and/or (ii) for controlling or preventing bad breath.

3 . The antimicrobial agent according to claim 2 , in which the microorganisms causing bad breath are selected from the group consisting of: eubacterium, fusobacterium, haemophilus, neisseria, porphyromonas, prevotella, treponema and veillonella species.

4 . The antimicrobial agent according to claim 1 , in which for the compound or one of the compounds of the Formula 1:

n=1 or 2 and the sum p+m>0

and/or p+m>0 and X or Y is selected at least once from the group consisting of OH and OAcyl.

5 . The antimicrobial agent according to claim 1 , in which for the compound or one of the compounds of the Formula 1:

n=1,

p+m≧2,

with the proviso that X and Y are chosen at least twice from the group consisting of OH and OAcyl.

6 . The antimicrobial agent according to claim 1 , in which for the compound or one of the compounds of the Formula 1:

n=1,

m=1, 2 or 3,

with the proviso that X is chosen at least once from the group consisting of OH or OAcyl

and/or

p=1 or 2,

with the proviso that Y is chosen at least once from the group consisting of OH and OAcyl.

7 . The antimicrobial agent according to claim 1 , in which for the compound or one of the compounds of the Formula 1:

n=

and

R 1 and R 2 in each case denote H or together form a further chemical bond.

8 . The antimicrobial agent according to claim 1 , in which the compound or one of the compounds of the Formula 1 is selected from the group consisting of:

9 . The antimicrobial agent according to claim 1 , in which for the compounds of Formula 1:

n=0.

10 . The antimicrobial agent according to claim 9 , in which for the compounds of Formula 1:

m+p> 2,

with the proviso that at least two of the substituents X and Y are selected from the group consisting of OH and OAcyl.

11 . The antimicrobial agent according to claim 9 , in which the compound or one of the compounds of the Formula 1 is selected from the group consisting of:

12 . The antimicrobial agent according to claim 9 , in which for the compounds or one of the compounds of the Formula 1:

n=0,

m=1,

p≦0,

X═OH and

E=H

13 . The antimicrobial agent according to claim 12 , in which the compound or one of the compounds of the Formula 100 is:

14 . The antimicrobial agent according to claim 1 , in which:

R 3 ═CH 3 or linear or branched alkyl with 2 to 30 C atoms.

15 . Method for inhibiting and/or preventing the growth and/or for destroying microorganisms causing bad breath, comprising the following step:

contacting microorganisms responsible for bad breath with an amount, antimicrobially effective against these microorganisms, of a compound of the Formula 1 or a mixture of two or more compounds of the Formula 1

in which for the compound of the Formula 1 or for each compound of the Formula 1 in the mixture:

m=0, 1, 2 or 3,

p=0, 1 or 2,

n=0, 1 or 2,

in which if n=1 or 2 then in each case the pair R 1 and R 2 in each case denote H or together form a further chemical bond,

in which if m=1, 2 or 3 each X, independently of the other, denotes OH, Oalkyl or Oacyl,

in which if p=1 or 2 each Y, independently of the other, denotes OH, Oalkyl or Oacyl,

in which E=H or denotes a radical —COOR 3 ,

R 3 ═H or alkyl, in which R 3 ═H also for the corresponding pharmaceutically acceptable salts and solvates.

16 . Method for controlling and/or preventing bad breath, comprising the following step:

introducing an amount that is antimicrobially effective against microorganisms causing bad breath, of a compound of the Formula 1 or a mixture comprising two or more compounds of the Formula 1

into the oral cavity and/or the pharynx, wherein for the compound of the Formula 1 or each compound of the Formula 1 in the mixture:

m=0, 1, 2, or 3,

p=0, 1 or 2,

n=0, 1 or 2,

in which if n=0 or 2 then in each case the pair R 1 and R 2 in each case denote H or together form a further chemical bond;

in which if m=1, 2 or 3 each X, independently of the other, denotes OH, Oalkyl or Oacyl,

in which if p=1 or 2 each Y, independently of the other, denotes OH, Oalkyl or Oacyl,

in which E=H or denotes a radical —COOR 3 ,

R 3 ═H or alkyl, in which R 3 ═H also for the corresponding pharmaceutically acceptable salts and solvates.

17 . A product that is intended to be introduced into the human oral cavity, to remain there for a specific time and then either to be swallowed or to be removed from the oral cavity, in which the product comprises a compound of the Formula 1 or a mixture of two or more compounds of the Formula 1 according to claim 1 in a sufficient amount to control and/or prevent bad breath.

18 . The product according to claim 17 , in which the product is a foodstuff or a chewing gum.

19 . An oral hygiene product comprising a compound of the Formula 1 or a mixture comprising two or more compounds of the Formula 1

in which for the compound of the Formula 1 or for each compound of the Formula 1 in the mixture,

m=0, 1, 2 or 3,

p=0, 1 or 2,

n=0, 1 or 2,

in which if n=1 or 2 then in each case the pair R 1 and R 2 in each case denote H or together form a further chemical bond,

in which if m=1, 2 or 3 each X, independently of the other, denotes OH, Oalkyl or Oacyl,

in which if p=1 or 2 each Y, independently of the other, denotes OH, Oalkyl or Oacyl,

in which E=H or denotes a radical —COOR 3 ,

R 3 ═H or alkyl, in which R 3 ═H also for the corresponding pharmaceutically acceptable salts and solvates,

in an amount sufficient to control and/or prevent bad breath.

20 . The oral hygiene product according to claim 19 , where the product consists essentially of a compound of Formula 1.

21 . The oral hygiene product according to claim 19 , in which the product is selected from the group consisting of dental cremes, toothpastes, tooth gels, mouthwashes, mouth rinses, liquids for gargling, mouth or throat sprays (pump-action or aerosol sprays), sucking lozenges, sucking tablets, sweets, chewing gums, chewing sweets and dental care chewing gums.

22 . A mouthwash containing a mixture comprising:

(a) one or more compounds of the Formula 1A,

in which for the compound or each compound of the Formula 1A:

m=0, 1, 2 or 3,

p=0, 1 or 2,

n=0, 1 or 2,

in which if n=1 or 2 then in each case the pair R 1 and R 2 in each case denote H or together form a further chemical bond;

in which if m=1, 2 or 3 each X, independently of the other, denotes OH, Oalkyl or Oacyl,

in which if p=1 or 2 each Y, independently of the other, denotes OH, Oalkyl or Oacyl,

R 3 ═H or alkyl, in which R 3 ═H also for the corresponding pharmaceutically acceptable salts and solvates,

and

(b) one or more cooling substances.

23 . The mouthwash according to claim 22 , wherein the mixture consists essentially of one or more compounds of Formula 1.