DIRECT DETECTION OF SINGLET OXYGEN SENSITIZED BY HAEMATOPORPHYRIN AND RELATED COMPOUNDS

Abstract— Direct time‐resolved detection of the luminescence at 1270 nm from ‘singlet oxygen’ was used to estimate the quantum yield of singlet oxygen production (ΦΔ) from a series of related porphyrins in benzene and in D2O. From this and available data the fraction of oxygen quenching interactions leading to singlet oxygen production (SΔ) was derived in most cases. A marked increase in ΦΔ value was observed for di‐haematoporphyrin ester (DHE) in cetyltrimethyl ammonium bromide/D2O solution in comparison to D2O alone, this increase is attributed to a major structural alteration of DHE on introduction of the detergent.

[1]  T Ito,et al.  CELLULAR AND SUBCELLULAR MECHANISMS OF PHOTODYNAMIC ACTION: THE 1 O2 HYPOTHESIS AS A DRIVING FORCE IN RECENT RESEARCH , 1978, Photochemistry and photobiology.

[2]  M. Rodgers,et al.  TIME-RESOLVED LUMINESCENCE MEASUREMENTS OF TRIPLET-SENSITIZED SINGLET-OXYGEN PRODUCTION: VARIATION IN ENERGY-TRANSFER EFFICIENCIES , 1984 .

[3]  M. Rodgers,et al.  Lifetime of oxygen (O2(1.DELTA.g)) in liquid water as determined by time-resolved infrared luminescence measurements , 1982 .

[4]  J. D. Mcdonald,et al.  Lifetime of singlet oxygen in solution directly determined by laser spectroscopy , 1982 .

[5]  J. H. Kinsey,et al.  Treatment of transitional cell carcinoma of the bladder with hematoporphyrin derivative phototherapy. , 1983, The Journal of urology.

[6]  J. Moan,et al.  The mechanism of photodynamic inactivation of human cells in vitro in the presence of haematoporphyrin. , 1979, British Journal of Cancer.

[7]  D. Valenzeno,et al.  THE ROLE OF SINGLET OXYGEN IN PHOTOOXIDATION OF EXCITABLE CELL MEMBRANES , 1979, Photochemistry and photobiology.

[8]  E. Reddi,et al.  Effect of hematoporphyrin and red light on AH-130 solid tumors in rats. , 1983, Acta radiologica. Oncology.

[9]  J. Moan,et al.  Porphyrin-sensitized photoinactivation of human cells in vitro. , 1982, The American journal of pathology.

[10]  M. Seiji,et al.  Lysosome destruction and lipoperoxide formation due to active oxygen generated from haematoporphyrin and UV irradiation , 1980, The British journal of dermatology.

[11]  T J Dougherty,et al.  The structure of the active component of hematoporphyrin derivative. , 1984, Progress in clinical and biological research.

[12]  D. Kessel,et al.  Tumor-localizing components of the porphyrin preparation hematoporphyrin derivative. , 1983, Cancer research.

[13]  M W Berns,et al.  Laser photoradiation therapy of cancer. , 1986, Cancer research.

[14]  P Jones,et al.  Equilibrium and kinetic studies of the aggregation of porphyrins in aqueous solution. , 1976, The Biochemical journal.

[15]  T. Dougherty,et al.  MEMBRANE LYSIS IN CHINESE HAMSTER OVARY CELLS TREATED WITH HEMATOPORPHYRIN DERIVATIVE PLUS LIGHT , 1982, Photochemistry and photobiology.

[16]  Robert W. Redmond,et al.  Laser flash photolysis of haematoporphyrins in some homogeneous and heterogeneous environments , 1984 .

[17]  R. S. Sinclair,et al.  Triplet states of porphyrin esters , 1980 .

[18]  Rinaldo Cubeddu,et al.  Hematoporphyrin derivative: experimental evidence for aggregated species , 1982 .

[19]  D. Kessel,et al.  ON THE PREPARATION and PROPERTIES OF DIHEMATOPORPHYRIN ETHER, THE TUMOR‐LOCALIZING COMPONENT OF HPD * , 1985, Photochemistry and photobiology.

[20]  C. R. Goldschmidt,et al.  LASER INTENSITY AND THE COMPARATIVE METHOD FOR DETERMINATION OF TRIPLET QUANTUM YIELDS , 1978 .

[21]  T J Dougherty,et al.  Identification of singlet oxygen as the cytotoxic agent in photoinactivation of a murine tumor. , 1976, Cancer research.

[22]  E. Land,et al.  Aggregation effects on the photophysical properties of porphyrins in relation to mechanisms involved in photodynamic therapy. , 1985, Advances in experimental medicine and biology.

[23]  A. Kellmann.  Intersystem crossing and internal conversion quantum yields of acridine in polar and nonpolar solvents , 1977 .