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.

被引：54

作者：

Douglas, CJ ^{[1
]}

Sklenicka, HM ^{[1
]}

Shen, HC ^{[1
]}

Mathias, DS ^{[1
]}

Degen, SJ ^{[1
]}

Golding, GM ^{[1
]}

Morgan, CD ^{[1
]}

Shih, RA ^{[1
]}

Mueller, KL ^{[1
]}

Seurer, LM ^{[1
]}

Johnson, EW ^{[1
]}

Hsung, RP ^{[1
]}

机构：

[1] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA

来源：

TETRAHEDRON | 1999年 / 55卷 / 48期

关键词：

pyrones; NMR; electronic spectra; electronic effects;

D O I：

10.1016/S0040-4020(99)00847-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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. We 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, chemical shifts of relevant protons on the pyrone ring are compared, and distinct features in UV absorptions of these 6-aryl-4-hydroxy-pyrones are described. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：13683 / 13696

页数：14

共 34 条

[1] The search for disease-modifying treatment for Alzheimer's disease [J].