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Proceedings Paper

Tripyrroledimethine-derived ("texaphyrin"-type) macrocycles: potential photosensitizers which absorb in the far-red spectral region
Author(s): Jonathan L. Sessler; Gregory Hemmi; Bhaskar G. Maiya; Anthony Harriman; Millard M. Judy; Richard L. Boriak; James Lester Matthews; Benjamin Ehrenberg; Zvi Malik; Yeshayahu Nitzan; Angelika C. Rueck
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Paper Abstract

The syntheses of three new cadmium(II)-containing tripyrroledimethine-derived, ''texaphyrin''-type, macrocycles, 14,15-dicyano-4,5,9,20-tetraethyl-10,19-dimethyl-13,16,21,22,23- pentazatetracyclo[16.2 .1.13,6.18,11]tricosa-1,3,5,7,9,11(23)12,14,16,18(21),19-undecaene (1), 4,5,9,28-tetraethyl-10,27-dimethyl-13,24,29,30,31- pentaazahexaacyclo$B24.2.1.13,6. 18,11.014,23.016,21]-hentriaconta-1,,5,7,9,11(31),12,14(23),15,17,19, 21,24,26(29),27-pentadecaene (2), and 4,5,9,32-tetraethyl-10,31-dimethyl-13,28,33,34,35- pentaazaheptacyclo$B28.2.1.13,6. 18,11.014,27.015,20.021,26]pentariconta-1,3,5,7,9,11(35),12,14( 27),15(20),16,18,21(26),22,24,28,30(33,31-heptadecaene (3), are discussed. These compounds, which contain extended (pi) -systems, possess strong, low-energy, Q-like absorption bands in the 650-900 nm spectral region, making them of possible interest in photodynamic applications. Time-resolved absorption and emission laser studies have been carried out and the fluorescence and triplet absorption spectra, excited state yields and lifetimes, O2-quenching rate constants, and quantum yields for formation of O2(1(Delta) g) measured and related to the structure of the macrocycle. The results of preliminary cell localization and in vitro photodynamic anti-viral, anti-bacterial, and anti-leukemic cell inactivation studies carried out with these and/or the parent (omicron) -phenylenediamine-derived parent texaphyrin system, 4, are also presented.

Paper Details

Date Published: 1 June 1991
PDF: 12 pages
Proc. SPIE 1426, Optical Methods for Tumor Treatment and Early Diagnosis: Mechanisms and Techniques, (1 June 1991); doi: 10.1117/12.44072
Show Author Affiliations
Jonathan L. Sessler, Univ. of Texas/Austin (United States)
Gregory Hemmi, Univ. of Texas/Austin (United States)
Bhaskar G. Maiya, Univ. of Texas/Austin (United States)
Anthony Harriman, Univ. of Texas/Austin (United States)
Millard M. Judy, Baylor Univ. Medical Ctr. (United States)
Richard L. Boriak, Baylor Univ. Medical Ctr. (United States)
James Lester Matthews, Baylor Univ. Medical Ctr. (United States)
Benjamin Ehrenberg, Bar-Ilan Univ. (Israel)
Zvi Malik, Bar-Ilan Univ. (Israel)
Yeshayahu Nitzan, Bar-Ilan Univ. (Israel)
Angelika C. Rueck, Univ. Ulm (Germany)

Published in SPIE Proceedings Vol. 1426:
Optical Methods for Tumor Treatment and Early Diagnosis: Mechanisms and Techniques
Thomas J. Dougherty, Editor(s)

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