Molecular modeling and enzymatic studies of the interaction of a choline analogue and acetylcholinesterase

被引：10

作者：

Alcaro, S

Scipione, L

Ortuso, F

Posca, S

Rispoli, V

Rotiroti, D

机构：

[1] Univ Studi Magna Graecia Catanzaro, Dipartimento Sci Farmacobiol, I-88021 Roccelletta Di Borgia, CZ, Italy

[2] Univ Roma La Sapienza, Dipartimento Studi Chim & Tecnol Sostanze Biol At, I-00185 Rome, Italy

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2002年 / 12卷 / 20期

关键词：

D O I：

10.1016/S0960-894X(02)00554-1

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Pivaloyl-choline iodide 1 interactions with acetylcholinesterase (AChE) have been studied by theoretical and enzymatic methods. An integrated computational approach has clearly shown a substrate rather than inhibitory profile for 1. Enzymatic experiments have also supported the same theoretical conclusion indicating that AChE was able to hydrolyze 1 to choline. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：2899 / 2905

页数：7

相关论文

共 16 条

[1] New systems for the specific delivery and sustained release of dopamine to the brain [J].

Carelli, V ;

Liberatore, F ;

Scipione, L ;

Impicciatore, M ;

Barocelli, E ;

Cardellini, M ;

Giorgioni, G .

JOURNAL OF CONTROLLED RELEASE, 1996, 42 (03) :209-216

[2] Review of the next generation of Alzheimer's disease therapeutics: Challenges for drug development [J].

Cutler, NR ;

Sramek, JJ .

PROGRESS IN NEURO-PSYCHOPHARMACOLOGY & BIOLOGICAL PSYCHIATRY, 2001, 25 (01) :27-57

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

ELLMAN, GL ;

COURTNEY, KD ;

ANDRES, V ;

FEATHERSTONE, RM .

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

[4]

Galisteo M, 2000, J PHARMACOL EXP THER, V294, P160

[5] A COMPUTATIONAL-PROCEDURE FOR DETERMINING ENERGETICALLY FAVORABLE BINDING-SITES ON BIOLOGICALLY IMPORTANT MACROMOLECULES [J].

GOODFORD, PJ .

JOURNAL OF MEDICINAL CHEMISTRY, 1985, 28 (07) :849-857

[6] Structure of acetylcholinesterase complexed with (-)-galanthamine at 2.3 Å resolution [J].

Greenblatt, HM ;

Kryger, G ;

Lewis, T ;

Silman, I ;

Sussman, JL .

FEBS LETTERS, 1999, 463 (03) :321-326

[7] The simulated binding of (+/-)-2,3-dihydro-5,6-dimethoxy-2-[[l-(phenylmethyl)-4-piperidinyl]methyl]-1H-inden-1-one hydrochloride (E2020) and related inhibitors to free and acylated acetylcholinesterases and corresponding structure-activity analyses [J].

Inoue, A ;

Kawai, T ;

Wakita, M ;

Iimura, Y ;

Sugimoto, H ;

Kawakami, Y .

JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (22) :4460-4470

[8] Structure of acetylcholinesterase complexed with E2020 (Aricept®):: implications for the design of new anti-Alzheimer drugs [J].

Kryger, G ;

Silman, I ;

Sussman, JL .

STRUCTURE, 1999, 7 (03) :297-307

[9] AMBER-ASTERISK TORSIONAL PARAMETERS FOR THE PEPTIDE BACKBONE [J].

MCDONALD, DQ ;

STILL, WC .

TETRAHEDRON LETTERS, 1992, 33 (50) :7743-7746

[10] MACROMODEL - AN INTEGRATED SOFTWARE SYSTEM FOR MODELING ORGANIC AND BIOORGANIC MOLECULES USING MOLECULAR MECHANICS [J].

MOHAMADI, F ;

RICHARDS, NGJ ;

GUIDA, WC ;

LISKAMP, R ;

LIPTON, M ;

CAUFIELD, C ;

CHANG, G ;

HENDRICKSON, T ;

STILL, WC .

JOURNAL OF COMPUTATIONAL CHEMISTRY, 1990, 11 (04) :440-467