140395-23-9Relevant articles and documents
Use of the Chlorophyll Derivative, Purpurin-18, for Syntheses of Sensitizers for Use in Photodynamic Therapy
Lee, Shwn-Ji H.,Jagerovic, Nadine,Smith, Kevin M.
, p. 2369 - 2378 (2007/10/02)
Reactions of purpurin-18 methyl ester 6 with various nucleophiles have been investigated as a means for synthesis of sensitizers for use in photodynamic therapy of tumours.Use of butylamine as the nucleophile resulted in ring-opening of the purpurin-18 anhydride ring to give a monoamide-γ-carboxylic acid 8, the purpurin-imide 11, and the di-amide-γ-carboxylic acid 12.When lysine or its esters were used as nucleophile, then lysylamide-γ-carboxylic acids 18, 20 and 23 were obtained, along with the purpurin lysyl-imides 21 and 22.Esterification and hydrolysis of the various carboxy functions were investigated as a means for obtaining stable water-soluble sensitizers.Similar reactions between ornithine and purpurin-18 methyl ester gave the corresponding ornithyl-chlorin-p6 derivatives (e.g. 31).The lysyl-chlorin-p6 18 was shown (in separate work) to be a highly effective tumour sensitizer.