Abstract
Background: 18-memberd ring of
tri-aza dibenzo sulfide (TTD) and dibenzo sulfoxide (TSD) macrocyclic diamides
showed the oxidative radical forming ability and further strengthened the
documentation of their cytotoxicity effects through lipids, proteins and DNA
oxidation damages. With this in mind, our group synthesized some novel
macrocyclic base on TTD diamides and a podand Methods: Novel aza
macrocyclic diamides were synthesized based on dibenzosulfide using of
diester method as N-pivot Lariat
ethers from the michael reaction and nucleophilic attack to epoxide ring as a key strategy of
corresponding Diamide with acrylonitrile,
epoxy- styrene and 1, 2-epoxypropane at reflux in
dichloromethane in good overall yields. In addition, a podand was synthesized based on dibenzosulfoxide with epichlorohydrin
at reflux in methanol. Results: The structures of these compounds
were confirmed using IR, 1H
NMR and 13C NMR spectroscopy. Conclusion: The presence of additional oxygen atom considerably
increases its hydrogen binding capacity and
this property can improve biological and complexation characteristics of primary
18-Membered-ring tri-aza Macrocyclic diamide (TTD).