seco -1-Azacubane-2-carboxylic Acid: Derivative Scope and Comparative Biological Evaluation.
Dehui KongTyler Fahrenhorst-JonesAndy KuoJacinta L SimmonsLendl TanJed M BurnsGregory K PierensRui LiNicholas P WestGlen M BoyleMaree T SmithG Paul SavageCraig M WilliamsPublished in: The Journal of organic chemistry (2023)
The unusual and sterically constrained amino acid, seco -1-azacubane-2-carboxylic acid, was incorporated into a range of bioactive chemical templates, including enalaprilat, perindoprilat, endomorphin-2 and isoniazid, and subjected to biological testing. The endomorphin-2 derivative displayed increased activity at the δ opioid receptor, but a loss in activity was observed in the other cases, although human normal cell line evaluation suggests limited cytotoxic effects.