Prevention of neutrophil recruitment
Aspirin (ASA) triggers a switch in the biosynthesis of lipid mediators, inhibiting prostanoid production and initiating 15-epi-lipoxin generation, through the acetylation of cyclooxygenase II.
1. A pharmaceutical composition comprising a compound having the formula
wherein X is R 1 , OR 1 , or SR 1 ;
wherein R 1 is
(i) a hydrogen atom;
(ii) an alkyl of 1 to 8 carbons atoms, inclusive, which may be straight chain or branched;
(iii) a cycloalkyl of 3 to 10 carbon atoms;
(iv) an aralkyl of 7 to 12 carbon atoms;
(v) phenyl;
(vi) substituted phenyl
wherein Z i , Z ii , Z iii , Z iv , and Z v , are each independently selected from —NO 2 , —CN, —C(=O)—R 1 , —SO 3 H, a hydrogen atom, halogen, methyl, —OR x , wherein R x , is 1 to 8 carbon atoms, inclusive, which may be a straight chain or branched, and hydroxyl;
(vii) a detectable label molecule; or
(viii) a straight or branched chain alkenyl of 2 to 8 carbon atoms, inclusive;
wherein Q 1 is (C=O), SO 2 or (CN), provided when Q 1 is CN, then X is absent;
wherein R 4 is
(a) H;
(b) an alkyl of 1 to 6 carbon atoms, inclusive, which may be a straight chain or branched;
wherein R 5 is
wherein Z i , Z ii , Z iii , Z iv , and Z v , are each independently selected from —NO 2 , —CN, —C(=O)—R 1 , —SO 3 H, a hydrogen atom, halogen, methyl, —OR x , wherein R x is 1 to 8 carbon atoms, inclusive, which may be a straight chain or branched, and hydroxyl or a substituted or unsubstituted, branched or unbranched alkyl group; wherein R6 is
(a) H;
(b) an alkyl from 1 to 4 carbon atoms, inclusive, straight chain or branched; and
a pharmaceutically acceptable carrier, provided 16-phenoxy-LXA 4 is excluded and provided when said compound is 15-epi- 16-(para-fluoro)-phenoxy-LXA 4 , said pharmaceutically acceptable carrier is not a ketone.
2. The pharmaceutical composition of claim 1 , wherein said ketone is not acetone.