US 7,517,913 B2
Polyamine conjugates with acidic retinoids and preparation thereof
Dionysios Papaioannou, University of Patras Department of Chemistry, Patras 26504 (Greece); Dionysios Drainas, University of Patras, School of Medicine, Department of Biochemistry, Patras 26504 (Greece); and Dionysios Tsambaos, University of Patras, Department of Dermatology, School of Medicine, Patras 26504 (Greece)
Appl. No. 10/549,905
PCT Filed Aug. 22, 2002, PCT No. PCT/GR02/00045
§ 371(c)(1), (2), (4) Date Sep. 20, 2005,
PCT Pub. No. WO2004/018001, PCT Pub. Date Mar. 04, 2004.
Prior Publication US 2006/0189696 A1, Aug. 24, 2006
Int. Cl. C07D 233/00 (2006.01); C07D 235/00 (2006.01); C07D 237/00 (2006.01); C07D 239/00 (2006.01); A01N 37/18 (2006.01); A61K 31/16 (2006.01)
U.S. Cl. 514—613  [564/123] 9 Claims
OG exemplary drawing
 
1. One or more conjugate of a polyamine with an acidic retinoid, in which an R group in a) and/or b) below is one of the retinoid residues R1-R6 set forth in the following acidic retinoids, the retinoid residues obtained by removing the COOH group from each of the following acidic retinoids:

OG Complex Work Unit Drawing
and said polyamine is:
a) a linear polyamine, in which case the one or more conjugate has the following formulae:

OG Complex Work Unit Drawing
 wherein n is 1 to 9; or
b) a branched polyamine, in which case the one or more conjugate has the following formula:

OG Complex Work Unit Drawing
wherein
R′ is COR or (CH2)3NHCOR and R″ is COR or (CH2)3NHCOR and n is one of the numbers 1, 2 or 7.