Synthesis, physicochemical properties and photocytotoxicity of five new δ-substituted chlorin e6 derivatives

Abstract Five new δ-substituted chlorin e6 derivatives were synthesized, and their physicochemical properties and photocytotoxic effects on HGC-27 cells were examined. The results indicated that the triplet lifetime of these derivatives played an important role in their photocytotoxicity.

[1]  R. Anderson,et al.  TRANSMITTANCE OF NONIONIZING RADIATION IN HUMAN TISSUES * , 1981, Photochemistry and photobiology.

[2]  S. B. Brown,et al.  Photodynamic therapy--achievements and prospects. , 1989, British Journal of Cancer.

[3]  T J Dougherty,et al.  Photoradiation in the treatment of recurrent breast carcinoma. , 1979, Journal of the National Cancer Institute.

[4]  D. Kessel,et al.  TUMOR LOCALIZATION AND PHOTOSENSITIZATION BY SULFONATED DERIVATIVES OF TETRAPHENYLPORPHINE , 1987, Photochemistry and photobiology.

[5]  R. Keck,et al.  Morphological study of the combined effect of purpurin derivatives and light on transplantable rat bladder tumors. , 1987, Cancer research.

[6]  M W Berns,et al.  In vivo studies on the utilization of mono-L-aspartyl chlorin (NPe6) for photodynamic therapy. , 1987, Cancer research.

[7]  T. Yoshimura,et al.  Partition of amphiphilic molecules into phospholipid vesicles and human erythrocyte ghosts: measurements by ultraviolet difference spectroscopy. , 1984, Biochemistry.

[8]  Benoit Paquette,et al.  BIOLOGICAL ACTIVITIES OF PHTHALOCYANINES‐X. SYNTHESES AND ANALYSES OF SULFONATED PHTHALOCYANINES , 1988, Photochemistry and photobiology.

[9]  E. Ben-hur,et al.  SYNTHESIS AND PHOTOCYTOTOXICITY OF SOME NEW SUBSTITUTED PHTHALOCYANINES , 1989, Photochemistry and photobiology.

[10]  T. Dougherty,et al.  Syntheses of hematoporphyrin dimers and trimers with ether linkages , 1988 .

[11]  R. Langlois,et al.  BIOLOGICAL ACTIVITIES OF PHTHALOCYANINES—VIII. CELLULAR DISTRIBUTION INV–79 CHINESE HAMSTER CELLS AND PHOTOTOXICITY OF SELECTIVELY SULFONATED ALUMINUM PHTHALOCYANINES , 1988, Photochemistry and photobiology.

[12]  T J Dougherty,et al.  PHOTOSENSITIZERS: THERAPY AND DETECTION OF MALIGNANT TUMORS , 1987, Photochemistry and photobiology.

[13]  A. M. Olsen,et al.  The use of a derivative of hematoporphyrin in tumor detection. , 1961 .

[14]  S. Sollott,et al.  PHOTODYNAMIC INACTIVATION OF R3230AC MAMMARY CARCINOMA IN VITRO WITH HEMATOPORPHYRIN DERIVATIVE: EFFECTS OF DOSE, TIME, and SERUM ON UPTAKE and PHOTOTOXICITY , 1983, Photochemistry and photobiology.

[15]  D. Kessel,et al.  Localization and photosensitization of murine tumors in vivo and in vitro by a chlorin-porphyrin ester. , 1986, Cancer research.

[16]  Detlef Gabel,et al.  ACCUMULATION OF PORPHYRINS IN CELLS: INFLUENCE OF HYDROPHOBICITY AGGREGATION AND PROTEIN BINDING , 1988, Photochemistry and photobiology.

[17]  Kevin M. Smith,et al.  Partial syntheses of optically pure methyl bacteriopheophorbides c and d from methyl pheophorbide a , 1980 .

[18]  N. Ohta,et al.  CRITICAL IMPORTANCE OF THE TRIPLET LIFETIME OF PHOTOSENSITIZER IN PHOTODYNAMIC THERAPY OF TUMOR , 1989, Photochemistry and photobiology.

[19]  Kevin M. Smith,et al.  Meso substitution of chlorophyll derivatives: direct route for transformation of bacteriopheophorbides d into bacteriopheophorbides c , 1985 .

[20]  D. Kessel,et al.  DETERMINANTS OF PHOTOSENSITIZATION BY MONO‐L‐ASPARTYL CHLORIN e6 , 1989, Photochemistry and photobiology.

[21]  T. Fujita,et al.  Quantitative analysis of partition behavior of substituted phenols from aqueous phase into liposomes made of lecithin and various lipids , 1987 .

[22]  M W Berns,et al.  In vitro characterization of monoaspartyl chlorin e6 and diaspartyl chlorin e6 for photodynamic therapy. , 1988, Journal of the National Cancer Institute.