Molecular docking and 3D-QSAR on 2-(oxalylamino) benzoic acid and its analogues as protein tyrosine phosphatase 1B inhibitors

被引：21

作者：

Zhou, M ^{[1
]}

Ji, MJ ^{[1
]}

机构：

[1] Grad Univ Chinese Acad Sci, Coll Chem & Chem Engn, Beijing 100049, Peoples R China

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2005年 / 15卷 / 24期

基金：

中国国家自然科学基金;

关键词：

protein tyrosine phosphatase; molecular docking; 3D-QSAR; CoMFA;

D O I：

10.1016/j.bmcl.2005.08.078

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

In this paper, molecular docking technique was used to investigate the binding conformation of twelve 2-(oxalylamino) benzoic acid (OBA) inhibitors in the active site of PTP1B. The predicted binding affinities are linearly correlated to the experimental values (r(2) = 0.859). Furthermore, comparative molecular field analysis (CoMFA) was conducted based on the binding conformation predicted by molecular docking. The predicted CoMFA model has satisfactory statistical significance and good actual predicted power. The information from molecular docking and CoMFA may give us some valuable hints to the optimization of lead compounds. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：5521 / 5525

页数：5

共 12 条

[1] 2-(Oxalylamino)-benzoic acid is a general, competitive inhibitor of protein-tyrosine phosphatases [J].

Andersen, HS ;

Iversen, LF ;

Jeppesen, CB ;

Branner, S ;

Norris, K ;

Rasmussen, HB ;

Moller, KB ;

Moller, NPH .

JOURNAL OF BIOLOGICAL CHEMISTRY, 2000, 275 (10) :7101-7108

[2] Discovery and SAR of a novel selective and orally bioavailable nonpeptide classical competitive inhibitor class of protein-tyrosine phosphatase 1B [J].

Andersen, HS ;

Olsen, OH ;

Iversen, LF ;

Sorensen, ALP ;

Mortensen, SB ;

Christensen, MS ;

Branner, S ;

Hansen, TK ;

Lau, JF ;

Jeppesen, L ;

Moran, EJ ;

Su, J ;

Bakir, F ;

Judge, L ;

Shahbaz, M ;

Collins, T ;

Vo, T ;

Newman, MJ ;

Ripka, WC ;

Moller, NPH .

JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (20) :4443-4459

[3] Protein-tyrosine phosphatase-1B acts as a negative regulator of insulin signal transduction [J].

Byon, JCH ;

Kusari, AB ;

Kusari, J .

MOLECULAR AND CELLULAR BIOCHEMISTRY, 1998, 182 (1-2) :101-108

[4] COMPARATIVE MOLECULAR-FIELD ANALYSIS (COMFA) .1. EFFECT OF SHAPE ON BINDING OF STEROIDS TO CARRIER PROTEINS [J].

CRAMER, RD ;

PATTERSON, DE ;

BUNCE, JD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (18) :5959-5967

[5] Increased insulin sensitivity and obesity resistance in mice lacking the protein tyrosine phosphatase-1B gene [J].

Elchebly, M ;

Payette, P ;

Michaliszyn, E ;

Cromlish, W ;

Collins, S ;

Loy, AL ;

Normandin, D ;

Cheng, A ;

Himms-Hagen, J ;

Chan, CC ;

Ramachandran, C ;

Gresser, MJ ;

Tremblay, ML ;

Kennedy, BP .

SCIENCE, 1999, 283 (5407) :1544-1548

[6] Mapping the binding site of a large set of quinazoline type EGF-R inhibitors using molecular field analyses and molecular docking studies [J].

Hou, TJ ;

Zhu, LL ;

Chen, LR ;

Xu, XJ .

JOURNAL OF CHEMICAL INFORMATION AND COMPUTER SCIENCES, 2003, 43 (01) :273-287

[7]

Hou TJ, 2001, PROG CHEM, V13, P436

[8] Three-dimensional quantitative structure-activity relationship analysis of the new potent sulfonylureas using comparative molecular similarity indices analysis [J].

Hou, TJ ;

Li, ZM ;

Li, Z ;

Liu, J ;

Xu, XJ .

JOURNAL OF CHEMICAL INFORMATION AND COMPUTER SCIENCES, 2000, 40 (04) :1002-1009

[9] THE COORDINATED ACTION OF PROTEIN-TYROSINE PHOSPHATASES AND KINASES IN CELL SIGNALING [J].

SUN, H ;

TONKS, NK .

TRENDS IN BIOCHEMICAL SCIENCES, 1994, 19 (11) :480-485

[10]

Tonks N K, 1996, Adv Pharmacol, V36, P91, DOI 10.1016/S1054-3589(08)60578-5

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