US 11,981,695 B2
Linoleic acid derivatives, pharmaceutical composition or food composition comprising said linoleic acid derivatives, and their uses
Naim Khan, Quetigny (FR); Sylvain Juge, Dijon (FR); Aziz Hichami, Is sur Tille (FR); Jérôme Bayardon, Dijon (FR); Marie-Laure Louillat-Habermeyer, Dijon (FR); and Baptiste Rugeri, Gif sur Yvette (FR)
Assigned to UNIVERSITÉ DE BOURGOGNE, Dijon (FR); and INSERM (INSTITUT NATIONAL DE LA SANTÉ ET DE LA RECHERCHE MÉDICALE), Paris (FR)
Appl. No. 17/059,361
Filed by UNIVERSITÉ DE BOURGOGNE, Dijon (FR); and INSERM (INSTITUT NATIONAL DE LA SANTÉ ET DE LA RECHERCHE MÉDICALE), Paris (FR)
PCT Filed May 27, 2019, PCT No. PCT/EP2019/063696
§ 371(c)(1), (2) Date Nov. 27, 2020,
PCT Pub. No. WO2019/229005, PCT Pub. Date Dec. 5, 2019.
Claims priority of application No. 18305648 (EP), filed on May 28, 2018.
Prior Publication US 2021/0155640 A1, May 27, 2021
Int. Cl. A23K 20/158 (2016.01); A23L 33/00 (2016.01); A23L 33/12 (2016.01); A61P 3/04 (2006.01); C07C 233/47 (2006.01); C07D 263/16 (2006.01); C07D 303/16 (2006.01); C07D 305/06 (2006.01); C07D 307/12 (2006.01); C07D 319/06 (2006.01); C07F 9/40 (2006.01)
CPC C07F 9/4015 (2013.01) [A23K 20/158 (2016.05); A23L 33/12 (2016.08); A23L 33/40 (2016.08); A61P 3/04 (2018.01); C07C 233/47 (2013.01); C07D 263/16 (2013.01); C07D 303/16 (2013.01); C07D 305/06 (2013.01); C07D 307/12 (2013.01); C07D 319/06 (2013.01); A23V 2002/00 (2013.01)] 19 Claims
 
1. Linoleic acid derivative of Formula (I) below comprising a hydrophobic part C17H31 linked to a polar head part “A”:

OG Complex Work Unit Chemistry
wherein said polar head part A is selected from A1to A4 below:

OG Complex Work Unit Chemistry
wherein
R1 and R2 are independently selected from the group composed of H or a saturated or unsaturated, straight or branched alkyl group containing 1 to 8 carbon atoms, or R1 and R2 are linked together to form a divalent radical of formula —R1-R2;
R3 is independently selected from the group composed of:

OG Complex Work Unit Chemistry
wherein R4 is independently selected from the group composed of H or a saturated or unsaturated, straight or branched alkyl group containing 1 to 4 carbon atoms, n is an integer selected from 1 to 4, and n′ is an integer that is equal to 0 or 1, provided that R4 is different from H when n=4 and n′=0 or when n=1 and n′=0,“*” is the carbon atom which is attached to the oxygen atom of the A2 polar head;
R12 is selected from H or a saturated or unsaturated, straight or branched alkyl group containing 1 to 4 carbon atoms, or an aromatic group or —CO2R13 in which R13 is a saturated alkyl group containing 1 to 4 carbon atoms, and
R14, R15, R16 is independently selected from H or CH3;
R5, R6 and R7 are independently selected from the group composed of H or a saturated or unsaturated, straight or branched alkyl group containing 1 to 4 carbon atoms, or —CO2R8 in which R8 is a saturated or unsaturated, straight or branched alkyl group containing 1 to 4 carbon atoms; with the proviso that when R7═H or CH3, R5 and R6 are different from each other;
R9 to R11 are independently selected from the group composed of H or a saturated or unsaturated, straight or branched alkyl group containing 1 to 4 carbon atoms, provided that when R9 and R11═H, R10 is different from an ethyl-group or H;
or a pharmaceutically/food quality acceptable salt thereof.