Synthesis and DNA-binding ability of pyrrolo[2,1-c][1,4]benzodiazepine-azepane conjugates

被引：15

作者：

Kamal, A ^{[1
]}

Reddy, DR ^{[1
]}

Reddy, PSMM ^{[1
]}

Rajendar ^{[1
]}

机构：

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

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2006年 / 16卷 / 05期

关键词：

pyrrolobenzodiazepine; hydroxyazepane; DNA-binding ability;

D O I：

10.1016/j.bmcl.2005.11.090

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of pyrrolobenzodiazepine-azepane conjugates linked through different alkane spacers have been prepared and their DNA thermal denaturation studies have been carried out. One of the compound (4b), elevates the DNA helix melting temperature of the CT-DNA by 2.0 degrees C after incubation for 36 h at 37 degrees C. (C) 2005 Elsevier Ltd. All rights reserved.

引用

收藏

页码：1160 / 1163

页数：4

相关论文

共 27 条

[1] DEXTROCHRYSIN A NEW ANTIBIOTIC [J].

AOKI, H ;

MIYAIRI, N ;

AJISAKA, M ;

SAKAI, H .

JOURNAL OF ANTIBIOTICS, 1969, 22 (05) :201-&

[2] Solution structure of the complex between the head-to-tail dimer of calicheamicin γ1I oligosaccharide and a DNA duplex containing d(ACCT) and d(TCCT) high-affinity binding sites [J].

Bifulco, G ;

Galeone, A ;

Nicolaou, KC ;

Chazin, WJ ;

Gomez-Paloma, L .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (29) :7183-7191

[3] DESIGN OF SEQUENCE-SPECIFIC DNA-BINDING MOLECULES [J].

DERVAN, PB .

SCIENCE, 1986, 232 (4749) :464-471

[4] DNA AS A TARGET FOR DRUG-ACTION [J].

HURLEY, LH ;

BOYD, FL .

TRENDS IN PHARMACOLOGICAL SCIENCES, 1988, 9 (11) :402-407

[5] DNA AND ASSOCIATED TARGETS FOR DRUG DESIGN [J].

HURLEY, LH .

JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (09) :2027-2033

[6] PYRROLO(1,4)BENZODIAZEPINE ANTITUMOR ANTIBIOTICS - COMPARATIVE ASPECTS OF ANTHRAMYCIN, TOMAYMYCIN AND SIBIROMYCIN [J].

HURLEY, LH .

JOURNAL OF ANTIBIOTICS, 1977, 30 (05) :349-370

[7] Polyhydroxylated azepanes as new motifs for DNA minor groove binding agents [J].

Johnson, HA ;

Thomas, NR .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2002, 12 (02) :237-241

[8]

JONES GB, 1990, ANTI-CANCER DRUG DES, V5, P249

[9] Synthesis of pyrrolo[2,1-c][1,4]benzodiazepines and their conjugates by azido reductive cyclization strategy as potential DNA-binding agents [J].

Kamal, A ;

Babu, AH ;

Ramana, AV ;

Ramana, KV ;

Bharathi, EV ;

Kumar, MS .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (10) :2621-2623

[10] Synthesis of C8-linked pyrrolo[2,1-c][1,4]benzodiazepine-acridone/acridine hybrids as potential DNA-binding agents [J].

Kamal, A ;

Srinivas, O ;

Ramulu, P ;

Ramesh, G ;

Kumar, PP .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (15) :4107-4111