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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

The Photodynamic Therapy (PDT) Anticancer Activity of a Range of Porphyrin Dimers and Related Compounds Derived from Hematoporphyrin

Christopher J. Byrne A , Mathew A. Cooper A , Prudence A. Cowled B C , Robert A. W. Johnstone D , Lorraine Mackenzie C , Lorely V. Marshallsay A , Ian K. Morris A , Craig A. Muldoon A , Mark J. Raftery A , Sek Sau Yin A and A. David Ward A E
+ Author Affiliations
- Author Affiliations

A Department of Chemistry, University of Adelaide, Adelaide SA 5005, Australia.

B Department of Surgery, University of Adelaide, Queen Elizabeth Hospital, Woodville SA 5001, Australia.

C Department of Medicine, University of Adelaide, Queen Elizabeth Hospital, Woodville SA 5001, Australia.

D On leave from the Department of Organic Chemistry, University of Liverpool, UK.

E Corresponding author. Email: david.ward@adelaide.edu.au

Australian Journal of Chemistry 57(11) 1091-1102 https://doi.org/10.1071/CH04062
Submitted: 9 March 2004  Accepted: 2 July 2004   Published: 1 November 2004

Abstract

The synthesis of diporphyrins and analogous compounds related to those present in the oligomeric fraction (Photofrin II) obtained from hematoporphyrin derivative (HPD) is described. The photodynamic activity of these compounds, in vivo, varies from inactive to as active as Photofrin II. Factors that are important in determining this anticancer activity of the synthetic compounds are the presence of hydrophobic side chains, as well as the propionic acid side chains of the hematoporphyrin derived materials, and the nature of the linking group between the porphyrins.


Acknowledgments

We are grateful to Johnson and Johnson Research (Australia) and the University of Adelaide Research Grant Scheme for support of this work. We thank a referee for several helpful suggestions.


References


[1]   (a) Photosensitizing Compounds. Their Chemistry, Biology and Clinical Use (Ciba Foundation Symposium 146) (Eds G. Bock, S. Harnett) 1989 (John Wiley & Sons: Chichester).
       (b) Photodynamic Therapy. Basic Principles and Clinical Applications (Eds T. J. Dougherty, B. W. Henderson) 1992 (Marcel Dekker: New York, NY).
       (c) Photodynamic Therapy of Cancer (SPIE Proceedings Vol. 2078) (Eds G. Jori, J. Moan, W. M. Star) 1994 (SPIE: Washington, DC).
       (d) N. Lane, Sci. Am. 2003, 288,  38.
         
         
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