Structure Optimization of 21,23-Core-Modified Porphyrins Absorbing Long-Wavelength Light as Potential Photosensitizers Against Breast Cancer Cells
Abstract
In the first year, we made eighteen new 21,23-core modified porphyrins, determined their photophysical properties, and evaluated the biological properties of them. In the second year, the research focused on 1) analyzing quantitative structure activity relationships (QSAR) establishing new synthetic methods to prepare eleven new second generation derivatives with novel structures. During the past (third) year, we have evaluated the new derivatives structurally, photophysically, and biologically. The structures of two derivatives were determined unambiguously be x-ray crystallography including the structure of a cis-ABCC meso-substituted derivative and the structure of a cis-AB disubstituted derivative. A series of carboxylic acid substituted dithiaporphyrins was prepared with different length aliphatic spacers between porphyrin and acid. In a collaborative study with Prof. Benny Ehrenberg at Bar Ilan University in Israel, we found that the efficiency of photooxidizing a membrane-residing singlet oxygen target decreases as the side chains become longer. This has implications for fine-tuning optimal structures for PDT sensitizers. The most promising dithiaporphyrin from in vitro studies is being evaluated in toxicity studies in vivo.
Document Details
- Document Type
- Technical Report
- Publication Date
- Apr 01, 2007
- Accession Number
- ADA471105
Entities
People
- Michael R. Detty