Design and synthesis of trans 2-(furan-2-yl)vinyl heteroaromatic iodides with antitumour activity

被引：83

作者：

Fortuna, Cosimo Gianluca ^{[1
]}

Barresi, Vincenza ^{[1
]}

Berellini, Giuliano ^{[2
]}

Musumarra, Giuseppe ^{[1
]}

机构：

[1] Univ Catania, Dipartimento Sci Chim, I-95125 Catania, Italy

[2] Univ Perugia, Dipartimento Chim, Lab Chemiometria & Chemioinformat, I-06100 Perugia, Italy

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2008年 / 16卷 / 07期

关键词：

molecular modelling; antitumour compounds; heterocycles; QSAR;

D O I：

10.1016/j.bmc.2007.12.042

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A new molecular modelling approach based on physico-chemical and pharmacokinetic properties, called Volsurf plus, was used to design new heterocyclic compounds with antiproliferative activity. The synthesis and in vitro antitumour tests on a breast carcinoma cell line (MCF7) confirmed VOLSURF predicted activity values. (C) 2008 Elsevier Ltd. All rights reserved.

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收藏

页码：4150 / 4159

页数：10

相关论文

共 26 条

[1]

[Anonymous], METHODS PRINCIPLES M

[2] Design, synthesis and in vitro antitumor activity of new trans 2-[2-(heteroaryl)vinyl]-1,3-dimethylimidazolium iodides [J].

Ballistreri, FP ;

Barresi, V ;

Benedetti, P ;

Caltabiano, G ;

Fortuna, CG ;

Longo, ML ;

Musumarra, G .

BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (07) :1689-1695

[3] Pharmacophore, drug metabolism, and pharmacokinetics models on non-peptide AT1, AT2, and AT1/AT2 angiotensin II receptor antagonists [J].

Berellini, G ;

Cruciani, G ;

Mannhold, R .

JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (13) :4389-4399

[4] Comparative genotoxic evaluation of 2-furylethylenes and 5-nitrofurans by using the comet assay in TK6 cells [J].

Borroto, JIG ;

Machado, GP ;

Creus, A ;

Marcos, R .

MUTAGENESIS, 2005, 20 (03) :193-197

[5] Hydrogen bonding interactions of covalently bonded fluorine atoms: From crystallographic data to a new angular function in the GRID force field [J].

Carosati, E ;

Sciabola, S ;

Cruciani, G .

JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (21) :5114-5125

[6] 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

[7] Predicting blood-brain barrier permeation from three-dimensional molecular structure [J].

Crivori, P ;

Cruciani, G ;

Carrupt, PA ;

Testa, B .

JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (11) :2204-2216

[8] Molecular fields in quantitative structure-permeation relationships: the VolSurf approach [J].

Cruciani, C ;

Crivori, P ;

Carrupt, PA ;

Testa, B .

JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 2000, 503 (1-2) :17-30

[9] VolSurf: a new tool for the pharmacokinetic optimization of lead compounds [J].

Cruciani, G ;

Pastor, M ;

Guba, W .

EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2000, 11 :S29-S39

[10] Volsurf analysis of carbapenem antibiotics [J].

Doddareddy, MR ;

Cha, JH ;

Cho, YS ;

Koh, HY ;

Yoo, KH ;

Kim, DJ ;

Pae, AN .

BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (10) :3339-3349