Synthesis and UV studies of a small library of 6-aryl-4-hydroxy-2-pyrones.A relevant structural feature for the inhibitory property of arisugacin against acetylcholinesterase.

4-Hydroxypyrones belong to an important class of compounds not only because of their medicinal significance, but also because they represent a common structural feature among natural products that ale biologically relevant. W e describe here preparations of a small library of 6-aryl-4-hydroxy-pyrones which represent structural analogs of the DE-ring of arisugacin, a potent and selective inhibitor against acetylcholinesterase. Given the structural significance of the DE-ring in the inhibitory activity of arisugacin, chemi cal shifts of relevant protons on the pyrone ring are compared, and distinc t features in UV absorptions of these 6-aryl-4-hydroxy-pyrones are describe d. (C) 1999 Elsevier Science Ltd. All rights reserved.