Design and synthesis of novel chrysene-linked pyrrolo[2,1-c] [1,4]-benzodiazepine hybrids as potential DNA-binding agents

被引：36

作者：

Kamal, A ^{[1
]}

Ramesh, G ^{[1
]}

Ramulu, P ^{[1
]}

Srinivas, O ^{[1
]}

Rehana, T ^{[1
]}

Sheelu, G ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2003年 / 13卷 / 20期

关键词：

D O I：

10.1016/S0960-894X(03)00743-1

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Chrysene-linked pyrrolobenzodiazepine hybrids have been prepared that posses cytotoxicity in some cancer cell lines. They also exhibit promising DNA-binding affinity and this is supported by molecular modeling studies. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：3451 / 3454

页数：4

共 24 条

[1] ANTHRACENE-9,10-DIONES AS POTENTIAL ANTICANCER AGENTS - SYNTHESIS, DNA-BINDING, AND BIOLOGICAL STUDIES ON A SERIES OF 2,6-DISUBSTITUTED DERIVATIVES [J].

AGBANDJE, M ;

JENKINS, TC ;

MCKENNA, R ;

RESZKA, AP ;

NEIDLE, S .

JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (08) :1418-1429

[2] (1-PYRENYLMETHYL)AMINO ALCOHOLS, A NEW CLASS OF ANTITUMOR DNA INTERCALATORS - DISCOVERY AND INITIAL AMINE SIDE-CHAIN STRUCTURE ACTIVITY STUDIES [J].

BAIR, KW ;

TUTTLE, RL ;

KNICK, VC ;

CORY, M ;

MCKEE, DD .

JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (09) :2385-2393

[3] 2-[(ARYLMETHYL)AMINO]-2-METHYL-1,3-PROPANEDIOL DNA INTERCALATORS - AN EXAMINATION OF THE EFFECTS OF AROMATIC RING VARIATION ON ANTITUMOR-ACTIVITY AND DNA-BINDING [J].

BAIR, KW ;

ANDREWS, CW ;

TUTTLE, RL ;

KNICK, VC ;

CORY, M ;

MCKEE, DD .

JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (07) :1983-1990

[4] Polycyclic aromatic compounds as anticancer agents: Structure-activity relationships of chrysene and pyrene derivatives [J].

Banik, BK ;

Becker, FF .

BIOORGANIC & MEDICINAL CHEMISTRY, 2001, 9 (03) :593-605

[5] Synthesis, in vitro antiproliferative activity, and DNA-binding properties of hybrid molecules containing pyrrolo[2,1-c][1,4]benzodiazepine and minor-groove-binding oligopyrrole carriers [J].

Baraldi, PG ;

Balboni, G ;

Cacciari, B ;

Guiotto, A ;

Manfredini, S ;

Romagnoli, R ;

Spalluto, G ;

Thurston, DE ;

Howard, PW ;

Bianchi, N ;

Rutigliano, C ;

Mischiati, C ;

Gambari, R .

JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (25) :5131-5141

[6] Polycyclic aromatic compounds as anticancer agents: Synthesis and biological evaluation of some chrysene derivatives [J].

Becker, FF ;

Banik, BK .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1998, 8 (20) :2877-2880

[7] EFFECT OF LINKER LENGTH ON DNA-BINDING AFFINITY, CROSS-LINKING EFFICIENCY AND CYTOTOXICITY OF C8-LINKED PYRROLOBENZODIAZEPINE DIMERS [J].

BOSE, DS ;

THOMPSON, AS ;

SMELLIE, M ;

BERARDINI, MD ;

HARTLEY, JA ;

JENKINS, TC ;

NEIDLE, S ;

THURSTON, DE .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (20) :1518-1520

[8] Synthesis of novel C2-aryl pyrrolobenzodiazepines (PBDs) as potential antitumour agents [J].

Cooper, N ;

Hagan, DR ;

Tiberghien, A ;

Ademefun, T ;

Matthews, CS ;

Howard, PW ;

Thurston, DE .

CHEMICAL COMMUNICATIONS, 2002, (16) :1764-1765

[9] Synthesis of C-8 alkylamino substituted pyrrolo[2,1-c][1,4]benzodiazepines as potential anti-cancer agents [J].

Kamal, A ;

Laxman, N ;

Ramesh, G ;

Srinivas, O ;

Ramulu, P .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2002, 12 (15) :1917-1919

[10] Design and synthesis of C-8 linked pyrrolobenzodiazepine-naphthalimide hybrids as anti-tumour agents [J].

Kamal, A ;

Reddy, BSN ;

Reddy, GSK ;

Ramesh, G .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2002, 12 (15) :1933-1935

← 1 2 3 →