Potent acetylcholinesterase inhibitors: Design, synthesis and structure-activity relationships of alkylene linked bis-galanthamine and galanthamine-galanthaminium salts

被引：88

作者：

Guillou, C ^{[1
]}

Mary, A ^{[1
]}

Renko, DZ ^{[1
]}

Gras, E ^{[1
]}

Thal, C ^{[1
]}

机构：

[1] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2000年 / 10卷 / 07期

关键词：

D O I：

10.1016/S0960-894X(00)00059-7

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The syntheses, the anticholinesterase activities and structure-activity relationships of homodimeric (3a-c) and heterodimeric (6a-c) alkylene linked bis-galanthamine are reported. Compounds 6b-c were found to be more potent than galanthamine and tacrine in inhibiting AChE. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：637 / 639

页数：3

共 20 条

[1] THE CHOLINERGIC HYPOTHESIS OF GERIATRIC MEMORY DYSFUNCTION [J].

BARTUS, RT ;

DEAN, RL ;

BEER, B ;

LIPPA, AS .

SCIENCE, 1982, 217 (4558) :408-417

[2]

Bores Gina M., 1996, Drugs of the Future, V21, P621

[3] Potent, easily synthesized huperzine A-tacrine hybrid acetylcholinesterase inhibitors [J].

Carlier, PR ;

Du, DM ;

Han, YF ;

Liu, J ;

Pang, YP .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (16) :2335-2338

[4] A NEW AND RAPID COLORIMETRIC DETERMINATION OF ACETYLCHOLINESTERASE ACTIVITY [J].

ELLMAN, GL ;

COURTNEY, KD ;

ANDRES, V ;

FEATHERSTONE, RM .

BIOCHEMICAL PHARMACOLOGY, 1961, 7 (02) :88-&

[5] CHEMICAL AND PHARMACOLOGICAL CHARACTERIZATION OF GALANTHAMINE, AN ACETYLCHOLINESTERASE INHIBITOR, AND ITS DERIVATIVES - A POTENTIAL APPLICATION IN ALZHEIMERS-DISEASE [J].

HAN, SY ;

SWEENEY, JE ;

BACHMAN, ES ;

SCHWEIGER, EJ ;

FORLONI, G ;

COYLE, JT ;

DAVIS, BM ;

JOULLIE, MM .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1992, 27 (07) :673-687

[6] QUATERNARY LIGAND-BINDING TO AROMATIC RESIDUES IN THE ACTIVE-SITE GORGE OF ACETYLCHOLINESTERASE [J].

HAREL, M ;

SCHALK, I ;

EHRETSABATIER, L ;

BOUET, F ;

GOELDNER, M ;

HIRTH, C ;

AXELSEN, PH ;

SILMAN, I ;

SUSSMAN, JL .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1993, 90 (19) :9031-9035

[7] THE PHARMACOLOGY OF GALANTHAMINE AND ITS ANALOGS [J].

HARVEY, AL .

PHARMACOLOGY & THERAPEUTICS, 1995, 68 (01) :113-128

[8] Pharmacokinetics and metabolism of galanthamine [J].

Kewitz, H .

DRUGS OF TODAY, 1997, 33 (04) :265-272

[9] Potent acetylcholinesterase inhibitors: Design, synthesis, and structure-activity relationships of bis-interacting ligands in the galanthamine series [J].

Mary, A ;

Renko, DZ ;

Guillou, C ;

Thal, C .

BIOORGANIC & MEDICINAL CHEMISTRY, 1998, 6 (10) :1835-1850

[10] Selective N-demethylation of galanthamine to norgalanthamine via a non classical Polonovski reaction [J].

Mary, A ;

Renko, DZ ;

Guillou, C ;

Thal, C .

TETRAHEDRON LETTERS, 1997, 38 (29) :5151-5152

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