Compositions comprising a biocidal polyamine
Compounds, compositions, and methods comprising a polyamine compound are described, which may be used to kill, disperse, treat, reduce biofilms, and/or inhibit or substantially prevent biofilm formation. In certain aspects, the present invention relates to compounds, compositions, and methods comprising polyamine compounds that have antimicrobial or dispersing activity against a variety of bacterial strains capable of forming biofilms.
1. A composition for treatment of biofilms, the composition comprising a biocidal polyamine compound of formula
or a salt thereof;
wherein:
each R a is independently a group of Formula I:
each R 1a and R 1b is a member independently selected from the group consisting of hydrogen, fluoro, alkyl, and fluoroalkyl;
each R 2a , R 2b , R 2c and R 2d is a member independently selected from the group consisting of hydrogen, alkyl, fluoroalkyl, aryl, and arylalkyl;
each R m is an independently selected —CR 2a R 2b ;
each m is an integer independently selected from 1 to 2;
each L 1 is a member independently selected from the group consisting of a bond and —O—;
each R 3 is an independently selected Z 1 —Y 1 —R 4 ;
each R 4 is a member independently selected from the group consisting of hydrogen, alkyl, fluoroalkyl, alkenyl, and alkynyl; or, alternatively, for a —N(R 4 ) 2 group, one of the two R 4 in the group is a member selected from the group consisting of —(CO)OR 6a —, —(CO)N(R 6a )(R 6b ), and —C(NR 6a )N(R 6b )(R 6c );
each R 5 is a member independently selected from the group consisting of hydrogen, alkyl, hydroxyl, alkoxy, halo, fluoroalkyl, fluoroalkyloxy, and hydroxyalkyl;
each Y 1 is an independently selected group of Formula IA:
each Z 1 and Z 2 is an independently selected NR 4 ; and
each R 6a , R 6b , and R 6c is a member independently selected from the group consisting of hydrogen and alkyl; wherein if R 4 is —C(O)OR 6a , R 6a is alkyl; and
wherein the biocidal polyamine compound comprises at least two primary or secondary amino groups.
2. The composition of claim 1 , wherein
each m is 1.
3. The composition of claim 1 , wherein:
each R 2a , R 2b , R 2c , and R 2d is a member independently selected from the group consisting of hydrogen, alkyl, and fluoroalkyl; and
each m is 1.
4. The composition of claim 1 , wherein:
each R 2a , R 2b , R 2c , and R 2d is a member independently selected from the group consisting of hydrogen, alkyl, fluoroalkyl, and arylalkyl.
5. The composition of claim 4 ,
wherein:
each R 1a and R 1b is a member independently selected from the group consisting of hydrogen and alkyl.
6. The composition of claim 1 , wherein the biocidal polyamine compound comprises at least four primary or secondary amino groups.
7. The composition of claim 1 , wherein the biocidal polyamine compound is of formula
or a salt thereof.
8. The composition of claim 7 , wherein R m is —CH 2 —.
9. The composition of claim 7 , wherein R a is —CH 2 [NH(CH 2 ) 3 ] 2 NH 2 .
10. The composition of claim 7 , wherein m is 1.
11. The composition of claim 7 , wherein R 5 is hydrogen.
12. The composition of claim 7 , wherein each R 4 is a member independently selected from the group consisting of hydrogen and alkyl.
13. The composition of claim 7 , wherein the biocidal polyamine compound is selected from the group consisting of
and a salt thereof.
14. The composition of claim 12 , wherein R a is an independently selected group of Formula VII:
15. The composition of claim 1 , wherein L 1 is a bond.
16. The composition of claim 1 , wherein R m is —CH 2 —.
17. The composition of claim 1 , wherein R a is —CH 2 [NH(CH 2 ) 3 ] 2 NH 2 .
18. The composition of claim 1 , wherein the polyamine compound is selected from the group consisting of
and a salt thereof.