Synthesis of some multi-beta-substituted cationic porphyrins and studies on their interaction with DNA

摘要

A series of multi-beta-substituted cationic porphyrins, 2,3,12,13-tetraphenyl-5-(N-trimethyl-4-ammoniumphenyl)-10,15,20-triphenyl-porphyrin 2; 2,3,12,13-tetramethyl-5-(N-trimethyl-4-ammoniumphenyl)-10,15,20-triphenylporphyrin 3; 2,3,7,8,12,13,17,18-octaphenyl-5(N-trimethyl-4-ammoniumphenyl)-10,15,20-triphenylporphyrin 4, and 2,3,7,8,12,13,17,18-octaphenyl-5,10-di(N-trimethyl-4-ammoniumphenyl)-15,20-diphenylporphyrin 5, have been synthesized. Their photooxidative abilities and interaction with DNA were investigated by UV, fluorescence, CD, and gel electrophoresis. It is found that substituents at beta-position of the porphyrins have significant effect on interactions and binding mode of the porphyrins with DNA. Increasing positive charges in the porphyrins strengthen their interactions with DNA. (c) 2006 Elsevier Ltd. All rights reserved.