Synthesis and radioiodination of a meso-tetra (hydroxynaphthyl) porphyrin and its sulphonated derivative as potential tumour localizers

✍ Scribed by A C Kaelin; G D Zanelli

• Book ID: 102372816
• Publisher: John Wiley and Sons
• Year: 1990
• Tongue: French
• Weight: 445 KB
• Volume: 28
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/jlcr.2580280311

✦ Synopsis

Abstract

The synthesis and radiolabelling with iodine‐125 of a sulphonated and non‐sulphonated meso‐tetra(hydroxynaphthyl) porphyrin is described. Complete demethylation of the meso‐tetra (methoxynaphthyl) porphyrin precursor to form the corresponding hydroxynaphthyl derivative could not be achieved using HBr. Sulphonation and radioiodination reactions were thus carried out on a mixture of hydroxy/methoxynaphthyl porphyrins. The weak mass spectrum exhibited by the sulphonated porphyrin derivative may reflect the highly polar nature of the compound. Neither of the iodinated porphyrins were found to localize in tumour tissue to any appreciable extent. Spleen uptake of the iodinated hydroxynaphthyl porphyrin was found to be much greater in tumour bearing mice than in normal (non‐tumour bearing) mice. This may be a result of porphyrin aggregation due to its limited water solubility.