Autor: |
Rudebeck EE; School of Life and Environmental Sciences, Deakin University, Waurn Ponds, VIC, Australia. fred.pfeffer@deakin.edu.au., Ashton TD; The Walter and Eliza Hall Institute of Medical Research, Parkville, VIC, Australia.; Department of Medical Biology, The University of Melbourne, Parkville, VIC, Australia., Henwood AF; School of Chemistry and Trinity Biomedical Sciences Institute (TBSI), Trinity College Dublin, The University of Dublin, Dublin 2, Ireland.; Synthesis and Solid-State Pharmaceutical Centre (SSPC), School of Chemistry, Trinity College Dublin, The University of Dublin, Dublin 2, Ireland., Gunnlaugsson T; School of Chemistry and Trinity Biomedical Sciences Institute (TBSI), Trinity College Dublin, The University of Dublin, Dublin 2, Ireland.; Synthesis and Solid-State Pharmaceutical Centre (SSPC), School of Chemistry, Trinity College Dublin, The University of Dublin, Dublin 2, Ireland., Pfeffer FM; School of Life and Environmental Sciences, Deakin University, Waurn Ponds, VIC, Australia. fred.pfeffer@deakin.edu.au. |
Abstrakt: |
Herein the synthesis of 1,8-naphthalimides functionalised as the 3,4-dihydroxy-1,8-naphthalimide (catechol, Nap-Cat) and the corresponding 15-crown-5 (Nap-Crown) is reported. These compounds represent the first examples where these two recognition groups are directly incorporated into the 1,8-naphthalimide ring system. Both Nap-Cat and Nap-Crown were evaluated for their capacity to respond to analytes such as H 2 O 2 (a mimic for cellular oxidation) and metal ions (as elements of environmental and physiological interest). While slow oxidation was observed for Nap-Cat upon prolonged exposure to H 2 O 2 , no significant changes in photophysical properties were observed upon treatment of Nap-Crown with metal ions. |