Synthesis and biological activity of an optically pure 10-spirocyclopropyl analog of huperzine A
Abstract
The synthesis of a spirocyclic analog of huperzine A that bears a cyclopropane ring at its 10-position has been carried out in an enantioselective manner using a diastereoselective Michael–aldol reaction; in assays of AChE inhibition, this compound was found to be nearly as active as huperzine A itself, with comparable on and off rates from the enzyme.