Theoretical studies of anomeric amids on enzme inhibitors

Anomeric effect has found its influential position in the field of chemistry and it can be defined as stereoelectronic stabilizing effect that favor the placement of electronegative substituents in the axial, rather than equatorial, position in a pyranoid ring system at C11. Recently, our research groups have introduced a new mechanistic outlook for the oxidative aromatization of some heterocyclic compounds based on anomeric effect and present the term of “anomeric based oxidation (ABO)” as an explanation for the final step of aromatization mechanism3-5. The modeling and the appropriate calculations on the structures (A-D) (enzme inhibitors of 5-lipoxygenase) have undertaken by DFT-B3LYP/6-31G* method in the vacuum state2. The theoretical studies on anomeric amids in the structures show that amid groups are not planner and amid resonance are not described as a HOMO-LUMO interaction. In this structure amid groups constitute a class of "twised amid". The obtained data will be presented

کلیدواژه ها:

Anomeric effect ، anomeric amid ، DFT-B3LYP/6-31G* method