Conjugates of porphyrinoid photosensitizers and glycerol-based polymers for photodynamic therapy

A tetrapyrrolic compound based on the formulas 1, 2, 3, 4, 5 or 6:

• Wherein:
• A and B are selected from the group consisting of:
• R2 is —O—, —NH— or —S—;
• R3 is a substituted or unsubstituted alkyl group or fluoroalkyl group consisting of 0-15 carbon atoms;
• M is Zn, Cu, Fe, Co, or Pd forming a metallated tetrapyrrole or void forming a metall-free tetrapyrrole;
• CL is a cleavable linker based on disulfide, acetal, ester or imine;
• L is a functional group based on maleimide, cyclooctyne, alkyne, alkene, amine, carboxylic acid, hydroxyl, thiol, azide or acid chloride/targeting group based on carbohydrates (e.g. mannose, mannose-6-phosphate, galactose), antibodies (e.g. IgG, IgA, IgM, IgD, IgE antibodies), proteins (e.g. transferrin), oligopeptides (e.g. cyclic and acylic RGD-containing oligopedtides), oligonucleotides (e.g. aptamers) or vitamins (e.g. folate);
• P is a polymeric structure selected from the group consisting of hyperbranched polyglycerol (hPG), poly-ε-caprolactone (PCL), polylactic acid (PLA), polybutyl cyanoacrylate (PBCA), polyhexyl cyanoacrylate (PHCA), polystyrene (PS) and poly(methyl methacrylate) (PMMA);
• R1 is a substituent either in the meta- or para- position of the phenyl ring selected from the group consisting of —OH, —COOH, —NH2, —COOX, —NHX, OX, —NH—Y—COOH, and —CO—Y—NH2;
• wherein X is a polyethyleneglycol-residue with (CH2CH2O)CH3 with n=1-30 or a carbohydrate moiety;
• and Y is peptides or oligopeptides wherein n=1-30.