Bicyclic lipolantipeptide, preparation and use as antimicrobial agent
The invention relates to a new bicyclic lipolantipeptide, representing a new class of lantipeptide, and salts thereof, their preparation from a culture of a Microbacterium arborescens , and their use as antimicrobial agent in the prevention and treatment of infections in humans, animals or plants.
1. A bicyclic lipolantipeptide comprising (i) the amino acids Ala, Gln, Leu and Ser, each being of the L-configuration, and Gly; (ii) an aminovinylthio group; and (iii) a saturated or unsaturated linear fatty acid chain substituent, the terminal carbon of the fatty acid chain carrying a guanidine group optionally substituted by one or two (C 1 -C 6 ) alkyl groups, and any acid salt thereof, wherein said bicyclic lipolantipeptide is selected from:
or
( ) m and ( ) n representing a total of 7 CH 2 groups.
2. The bicyclic lipolantipeptide according to claim 1 , said lipolantipeptide having formula A:
3. The bicyclic lipolantipeptide according to claim 1 , said lipolantipeptide having formula C:
4. The bicyclic lipolantipeptide according to claim 1 , said lipolantipeptide having formula B:
( ) m and ( ) n representing a total of 7 CH 2 groups.
5. A method of treating a microbial infection in a human, animal, or plant comprising the administration of a bicyclic lipolantipeptide according to claim 1 to a human, animal or plant having a microbial infection.
6. A pharmaceutical composition comprising a bicyclic lipolantipeptide according to claim 1 , or a pharmaceutically acceptable salt thereof, and, if appropriate, a pharmaceutically acceptable carrier and/or excipient.
7. A method for treating plants against pathogen infection comprising exposing a plant to an effective amount of a bicyclic lipolantipeptide according to claim 1 or an addition salt thereof.
8. A phytosanitary composition comprising a bicyclic lipolantipeptide according to claim 1 , or an acceptable salt thereof and, if appropriate, an acceptable carrier and/or excipient.