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Hematoporphyrin Derivative: Chemical Composition, Photochemical and Photosensitizing Properties

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Porphyrin Photosensitization

Part of the book series: Advances in Experimental Medicine and Biology ((AEMB,volume 160))

Abstract

“Hematoporphyrin derivative” (HPD) is a product prepared by treating acetylated hematoporphyrin (HPA) with alkali. Acetylated hematoporphyrin is prepared by treating hematoporphyrin dihydrochloride with a mixture of sulphuric acid and acetic acid (Lipson et al. 1961). HPD has been reported by a number of investigators to be preferentially retained in tumors (for a review, see Moan and Christensen, 1980). HPD is now being evaluated for use in cancer detection and therapy. The therapeutic aspect is based on the fact that many porphyrins are efficient photosensitizers. Tumor tissue, which after injection contains more HPD than surrounding tissue, is selectively destroyed when exposed to visible light (Dougherty et al., 1975).

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References

  1. Bonnett, R., R.J. Ridge and P.A. Scourides (1980) Haematoporphyrin derivative. J.C.S. Chem. Comm. 1198–1199.

    Google Scholar 

  2. Clezy, D.S., T.T. Hai, R.W. Henderson and L. van Thuc (1980) The chemistry of pyrrolic compounds. XLV. Haematoporphyrin derivative: Haematoporphyrin diacetate as the main product of the reaction of haematoporphyrin with a mixture of acetic and sulphuric acids. Aust. J. Chem. 33, 585–597.

    Article  CAS  Google Scholar 

  3. Dougherty, T.J. (1980) Hematoporphyrin derivative for detection and treatment of cancer. J. Surg. Oncol. 15, 209–210.

    Article  PubMed  CAS  Google Scholar 

  4. Dougherty, T.J., G.B. Grindey, R. Fiel, K.R. Weishaupt and D.G. Boyle (1975) Photoradiation therapy. II. Cure of animal tumors with hematoporphyrin and light. J.Natl. Cancer Inst. 55, 115–121.

    PubMed  CAS  Google Scholar 

  5. Dougherty, T.J., G. Lawrence, J.H. Kaufman, D. Boyle, K.R. Weishaupt and A. Goldfarb (1979) Photoradiation in the treatment of recurrent breast carcinoma. J. Natl. Cancer Inst. 62, 231–237.

    PubMed  CAS  Google Scholar 

  6. Gallagher, W.A. and W.B. Elliot (1973) Ligand binding in porphyrin systems. Ann. N.Y. Acad. Sci. 206, 463–482.

    Article  PubMed  CAS  Google Scholar 

  7. Gorman, A.A. and M.A.J. Rodgers (1978) Lifetime and reactivity of singlet oxygen in an aqueous micellar system: a pulsed nitrogen laser study. Chem. Phys. Lett. 55, 52–54.

    Article  CAS  Google Scholar 

  8. Kessel, D. (1977) Effects of photoactivated porphyrins at the cell surface of leukemia L1210 cells. Biochem. 16, 3443–3449.

    Article  CAS  Google Scholar 

  9. Kvello-Stenstrøm, A.G., J. Moan, G. Brunborg and T. Eklund (1980) Photodynamic inactivation of yeast cells sensitized by hematoporphyrin. Photochem. Photobiol. 32, 349–352.

    Article  Google Scholar 

  10. Lipson, R.L., E.W. Baldes, A.M. Olsen (1961) The use of a derivative of hematoporphyrin in tumor detection. J. Natl. Cancer Inst. 26, 1.

    PubMed  CAS  Google Scholar 

  11. Moan, J. and T. Christensen (1980) Porphyrins as tumor localizing agents and their possible use in photochemo-therapy of cancer. Tumor Res. 15, 1–10.

    CAS  Google Scholar 

  12. Moan, J., L. Smedshammer and T. Christensen (1980) Photodynamic effects on human cells exposed to light in the presence of hematoporphyrin. pH effects. Cancer Lett. 9, 327–332.

    Article  PubMed  CAS  Google Scholar 

  13. Parker, C.A. Photoluminescence of solutions, pp. 266–267 London, Amst., New York (1968).

    Google Scholar 

  14. Sandberg, S. and I. Romslo (1981) Porphyrin-induced photodamage at the cellular and the subcellular level as related to the solubility of the porphyrin. Clin. Chim. Acta109, 193–201.

    Article  PubMed  CAS  Google Scholar 

  15. Smith, K.M., G.E.F. Bisset and M.J. Bushell (1980) Recent studies on the chlorobium chlorophylls (Bacteriochlorophyll-c) Int. J. Biochem. 12, 695–700.

    Article  PubMed  CAS  Google Scholar 

  16. White, W.I. Aggregation of porphyrins and Metallopor-phyrins. In: The Porphyrins. Ed.: D. Dolphin, pp. 303–336. Academic Press. New York, San Francisco, London, 1978.

    Google Scholar 

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© 1983 Plenum Press, New York

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Moan, J., Sandberg, S., Christensen, T., Elander, S. (1983). Hematoporphyrin Derivative: Chemical Composition, Photochemical and Photosensitizing Properties. In: Kessel, D., Dougherty, T.J. (eds) Porphyrin Photosensitization. Advances in Experimental Medicine and Biology, vol 160. Springer, Boston, MA. https://doi.org/10.1007/978-1-4684-4406-3_16

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  • DOI: https://doi.org/10.1007/978-1-4684-4406-3_16

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4684-4408-7

  • Online ISBN: 978-1-4684-4406-3

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