Synthetic approaches to long-wavelength-absorbing photosensitizers: porphyrinone and derivatives

Chi Kwong Chang; Chariklia Sotiriou; Weishih Wu

doi:10.1117/12.17673

1 July 1990 Synthetic approaches to long-wavelength-absorbing photosensitizers: porphyrinone and derivatives

Chi Kwong Chang, Chariklia Sotiriou, Weishih Wu

Proceedings Volume 1203, Photodynamic Therapy: Mechanisms II; (1990) https://doi.org/10.1117/12.17673
Event: OE/LASE '90, 1990, Los Angeles, CA, United States

Abstract

There has been considerable interest in the development of photosensitizers having increased absorption in the red or near infrared region for PDT applications. It is known that porphyrin absorptions can be shifted to longer wavelengths by expanding the n-conjugation of the macrocycle and by introducing electron-withdrawing groups at the ring. This principle has been applied to a number of porphyrinone (oxochlorin), porphyrintriones (dioxobacteriochlorins and dioxoisobacteriochlorins), as well as a porphyrintrione. The oxo group in this class of compounds has been transformed into sulfido-, imino, and methide derivatives, i.e., the ring system contains at least one exocyclic double bond connected to S, N-CN, and C(CN)2 using suitable reaction conditions. Many of these compounds exhibit absorption maxima longer than 700 nm, some even in the 800 nm region. Since the porphyrinones are generally photodynamically active to in vitro cells, they are attractive for PDT drug use.

Citation Download Citation

Chi Kwong Chang, Chariklia Sotiriou, and Weishih Wu "Synthetic approaches to long-wavelength-absorbing photosensitizers: porphyrinone and derivatives", Proc. SPIE 1203, Photodynamic Therapy: Mechanisms II, (1 July 1990); https://doi.org/10.1117/12.17673

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