Proceedings Article | 1 June 1991
Jonathan Sessler, Gregory Hemmi, Bhaskar Maiya, Anthony Harriman, Millard Judy, Richard Boriak, James Lester Matthews, Benjamin Ehrenberg, Zvi Malik, Yeshayahu Nitzan, Angelika Rueck
KEYWORDS: Absorption, Luminescence, Cadmium, Tumors, Information operations, Quantum efficiency, Photodynamic therapy, Oxygen, Blood, In vitro testing
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.
