title: Polyamine conjugates of meso-tritolylporphyrin and protoporphyrin IX: potential agents for photodynamic therapy of cancers.
abstract: An efficient five-step synthesis method was developed to obtain tritolylporphyrin and protoporphyrin IX polyamine conjugates. These compounds were composed of either one polyamine unit (spermidine or spermine) covalently tethered to monocarboxyphenyl tritolylporphyrin or two molecules of polyamines borne by protoporphyrin IX. In each compound, an aliphatic spacer arm is linked to the N(4) polyamine position. Photocytotoxicity of these new compounds was evaluated against K562 human chronic myelogenous leukemia cells and compared to Photofrin II; protoporphyrin IX polyamine conjugates exhibited much stronger photocytocicity than Photofrin II and were shown to readily induce necrosis in treated cells.
authors.affiliation: Université de Limoges, Faculté des Sciences et Techniques, Laboratoire de Chimie des Substances Naturelles (LCSN), France.
authors.forename: Vincent
authors.initials: V
authors.lastname: Sol
authors.forename: François
authors.initials: F
authors.lastname: Lamarche
authors.forename: Michaela
authors.initials: M
authors.lastname: Enache
authors.forename: Guillaume
authors.initials: G
authors.lastname: Garcia
authors.forename: Robert
authors.initials: R
authors.lastname: Granet
authors.forename: Michel
authors.initials: M
authors.lastname: Guilloton
authors.forename: J C
authors.initials: JC
authors.lastname: Blais
authors.forename: Pierre
authors.initials: P
authors.lastname: Krausz
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D017323:Dihematoporphyrin Ether / Q000494:pharmacology; D006801:Humans; D015464:Leukemia, Myelogenous, Chronic, BCR-ABL Positive / Q000473:pathology / Q000628:therapy; D009336:Necrosis / Q000139:chemically induced; D010778:Photochemotherapy; D011073:Polyamines / Q000737:chemistry*; D011166:Porphyrins / Q000737:chemistry* / Q000494:pharmacology; D011524:Protoporphyrins / Q000737:chemistry* / Q000494:pharmacology; D017550:Spectroscopy, Fourier Transform Infrared; D013095:Spermidine / Q000737:chemistry / Q000494:pharmacology; D013096:Spermine / Q000737:chemistry / Q000494:pharmacology; D013997:Time Factors; D014407:Tumor Cells, Cultured
chemical_list: D000970:Antineoplastic Agents; D011073:Polyamines; D011166:Porphyrins; D011524:Protoporphyrins; D013096:Spermine; D017323:Dihematoporphyrin Ether; C028025:protoporphyrin IX; D013095:Spermidine