In vitro EVALUATION OF PHOTOTOXIC PROPERTIES OF FOUR STRUCTURALLY RELATED BENZOPORPHYRIN DERIVATIVES

@article{Richter1990InVE,
  title={In vitro EVALUATION OF PHOTOTOXIC PROPERTIES OF FOUR STRUCTURALLY RELATED BENZOPORPHYRIN DERIVATIVES},
  author={Anna Richter and Elizabeth Waterfield and A. K. Jain and Ethan Sternberg and David Dolphin and Julia G. Levy},
  journal={Photochemistry and Photobiology},
  year={1990},
  volume={52}
}
Abstract— Four structural analogs of benzoporphyrin derivative (BPD) have been studied and compared for photosensitizing activity in vitro. All analogs have an identical reduced tetrapyrrol porphyrin ring, and differ by the position of a cyclohexadiene ring (fused at either ring A or ring B of the porphyrin) and the presence of either two acid groups or one acid and one ester group at rings C and D of the porphyrin. Photosensitizer activity was tested with the Ml tumor cell line using an assay… 

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References

SHOWING 1-10 OF 26 REFERENCES

BIOLOGICAL ACTIVITIES OF PHTHALOCYANINES‐IX. PHOTOSENSITIZATION OFV–79 CHINESE HAMSTER CELLS ANDEMT–6 MOUSE MAMMARY TUMOR BY SELECTIVELY SULFONATED ZINC PHTHALOCYANINES

TLDR
The disulfonated zinc phthalocyanine showed the best tumoricidal activity in the series and appeared to be a more efficient photosensitizer of cell inactivation and tumor cure than the aluminum or gallium complexes as well as hematoporphyrin derivative preparations.

Preliminary studies on a more effective phototoxic agent than hematoporphyrin.

TLDR
The most attractive characteristic of BPD in addition to its powerful phototoxicity is its maximum absorption around 700 nm, which is in the range of wavelengths penetrating tissues the best, which could make BPD a drug of choice in cancer photodynamic therapy when the safety of its use is ensured.

CHEMISTRY OF HEMATOPORPHYRIN‐DERIVED PHOTOSENSITIZERS

TLDR
Observations show that the nature of the linkage joining the porphyrin units is sensitive to conditions employed in HPD preparation, which derives, in part, from affinity of these oligomers for plasma lipoprotein, and is associated with conformational alterations characteristic of these p Morphyrin‐porphyrin linkages.

PHOTOSENSITIZING EFFICIENCIES, TUMOR‐ and CELLULAR UPTAKE OF DIFFERENT PHOTOSENSITIZING DRUGS RELEVANT FOR PHOTODYNAMIC THERAPY OF CANCER

TLDR
Several parameters of the following dyes, all relevant as sensitizers for photochemotherapy of cancer, have been studied, including tumor uptake in C3H mouse mammary carcinomas, and relative quantum yields of photodegradation of the singlet oxygen trap 1,3‐diphenylisobenzofuran in cells after 18 h incubation with the dyes.

New Dyes For Photodynamic Therapy

TLDR
A series of structurally related modified porphyrins have been synthesized and an attempt was made to correlate the amount of tumor necrosis shown on examination of histologic sections of treated tumors, both four and twenty four hours after phototherapy, with the structure of each photosensitizer.

Photosensitization of malignant tumors.

  • T. Dougherty
  • Medicine, Chemistry
    Seminars in surgical oncology
  • 1986
TLDR
Photodynamic therapy is a new, experimental method of treating malignant tumors by utilizing the relatively selective retention of the photosensitizer and its ability to elicit an efficient photodynamic reaction upon activation with penetrating viable light.