Design and studies of novel polyoxysterol-based porphyrin conjugates

摘要

New types of steroid-porphyrin conjugates derived from 20-hydroxyecdysone (20E) and 24-epibrassinolideud(EBl) were synthesized. An exceptional regioselectivity in the reaction of both steroids with porphyrinudboronic acids was found to give side-chain-conjugated boronic esters as sole products. UV–Vis-,udfluorescence and NMR spectroscopy yielded similar data for all the studied compounds confirming theudsolvent driven supramolecular assembly with formation of J-aggregates. CD measurements of wateruddiluted solutions showed a clear difference between 20E and EBl conjugates. The latter showed a strongudsupramolecular chirality, whereas 20E J-aggregates did not.