Patent ID: 6333319
Filing Date: 2001-12-25
Classification: A61K,A61P,C07D

Abstract:
A metalated bacteriochlorophyll of the formula I', II' or III': ##STR3##whereinR'.sub.1 is selected from the group consisting of:(a) a C.sub.1 -C.sub.25 hydrocarbyl moiety optionally substituted by halogen, OH, oxo, CHO, COOH, or NH.sub.2, or such a moiety interrupted by one or more heteroatoms selected from O, S and NH, or by a phenyl ring;(b) an amino acid or a peptide containing a hydroxy group or a derivative thereof selected from the group consisting of esters and N-protected derivatives, wherein said hydroxylated amino acid or derivative thereof is linked to the COO-- residue through the hydroxy group;(c) a peptide as defined in (b) linked to the COO-- residue via said C.sub.1 -C.sub.25, hydrocarbyl moiety optionally substituted by halogen, OH, oxo, CHO, COOH, or NH.sub.2, or such moiety interrupted by one or more heteroatoms selected from O, S and NH, or by a phenyl ring, and further substituted by an end group selected from OH, COOH, or NH.sub.2 ; and(d) a cell-specific ligand selected from the group consisting of a peptide and a protein directly linked to the COO-- moiety or via said C.sub.1 -C.sub.25 hydrocarbyl moiety optionally substituted by halogen, OH, oxo, CHO, COOH, or NH.sub.2, or interrupted by one or more heteroatoms selected from O, S and NH, or by a phenyl ring, and fur ther substituted by an end group selected from OH, COOH, or NH.sub.2 ;R.sub.2 is H, OH or COOR.sub.5, wherein R.sub.5 is C.sub.1 -C.sub.12 alkyl or C.sub.3 -C.sub.12 cycloalkyl;R.sub.3 is H, OH or C.sub.1 -C.sub.12 alkyl or alkoxy;R.sub.4 is each independently selected from the group consisting of vinyl, ethyl, acetyl, 1-hydroxyethyl and ethers and esters thereof; andM represents a metal with an ionic radius smaller than that of Cd (r.congruent.95), said metal M being selected from the group consisting of a divalent metal selected from the group consisting of Pd, Co, Ni and Mn, a trivalent metal selected from the group consisting of Fe, Mn and Cr, and a tetravalent metal selected from the group consisting of Sn and Pt;but excluding the compounds of formula I' wherein R.sub.2 is COOCH.sub.3, R.sub.3 is H, R.sub.4 at position 3 is acetyl and at position 8 is ethyl, R'.sub.1 is phytyl or ethyl and M is Pd.