Water-Soluble Self-Assembled Butadiyne-Bridged Bisporphyrin: A Potential Two-Photon-Absorbing Photosensitizer for Photodynamic Therapy

✍ Scribed by Joanne T. Dy; Kazuya Ogawa; Akiharu Satake; Atsushi Ishizumi; Yoshiaki Kobuke

• Book ID: 101836176
• Publisher: John Wiley and Sons
• Year: 2007
• Tongue: English
• Weight: 304 KB
• Volume: 13
• Category: Article
• ISSN: 0947-6539
• DOI: 10.1002/chem.200601205

✦ Synopsis

Abstract

We have synthesized a novel, two‐photon‐absorbing photosensitizer for two‐photon‐absorption photodynamic therapy (2PA‐PDT). The molecule is a butadiyne‐bridged porphyrin dimer terminated with two water‐soluble porphyrin monomers connected through Zn‐imidazolyl self‐assembly and covalently linked through olefin metathesis. It has an effective two‐photon‐absorption (2PA) cross‐section value, σ^(2)^, of 33 000±4600 GM with 5‐ns pulses at 890 nm measured by using the open‐aperture Z‐scan technique. The compound was found to generate singlet oxygen, cytotoxic for tumor cells in photodynamic therapy (PDT), under 2PA conditions by conducting photobleaching experiments with anthracene‐9,10‐dipropionic acid sodium salt (ADPA).