Perylene diimides with different side chains are selective in inducing different G-quadruplex DNA structures and in inhibiting telomerase

被引：73

作者：

Rossetti, L

Franceschin, M

Bianco, A

Ortaggi, G

Savino, M

机构：

[1] Univ Roma La Sapienza, Dipartimento Genet & Biol Mol, Fdn Inst Pasteur, Fdn Cenci Bolognetti, I-00185 Rome, Italy

[2] Univ Roma La Sapienza, Dipartimento Chim, I-00185 Rome, Italy

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2002年 / 12卷 / 18期

关键词：

D O I：

10.1016/S0960-894X(02)00504-8

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Four N,N-1-disubstituted perylene diimides, having different side chains, have been studied for their ability in inducing G-quadruplex DNA structures. We found that electrostatic interactions between ligands side chains and DNA grooves play a main role not only in the amount of G-quadruplex formed, but also in selecting its topology. Moreover, such compounds show also a different ability to inhibit telomerase. The correlation of these findings suggests the intriguing possibility that different G-quadruplex structures could differently inhibit the enzyme. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：2527 / 2533

页数：7

共 26 条

[1] Porphyrin binding to quadruplexed T4G4 [J].

Anantha, NV ;

Azam, M ;

Sheardy, RD .

BIOCHEMISTRY, 1998, 37 (09) :2709-2714

[2] CHARACTERIZATION OF A G-QUARTET FORMATION REACTION PROMOTED BY THE BETA-SUBUNIT OF THE OXYTRICHA TELOMERE-BINDING PROTEIN [J].

FANG, GW ;

CECH, TR .

BIOCHEMISTRY, 1993, 32 (43) :11646-11657

[3] NMR-based model of a telomerase-inhibiting compound bound to G-quadruplex DNA [J].

Fedoroff, OY ;

Salazar, M ;

Han, HY ;

Chemeris, VV ;

Kerwin, SM ;

Hurley, LH .

BIOCHEMISTRY, 1998, 37 (36) :12367-12374

[4] The main role of the sequence-dependent DNA elasticity in determining the free energy of nucleosome formation on telomeric DNAs [J].

Filesi, I ;

Cacchione, S ;

De Santis, P ;

Rossetti, L ;

Savino, M .

BIOPHYSICAL CHEMISTRY, 2000, 83 (03) :223-237

[5] Interactions of TMPyP4 and TMPyP2 with quadruplex DNA. Structural basis for the differential effects on telomerase inhibition [J].

Han, FXG ;

Wheelhouse, RT ;

Hurley, LH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (15) :3561-3570

[6] Accelerated assembly of G-quadruplex structures by a small molecule [J].

Han, HY ;

Cliff, CL ;

Hurley, LH .

BIOCHEMISTRY, 1999, 38 (22) :6981-6986

[7] Selective interactions of cationic porphyrins with G-quadruplex structures [J].

Han, HY ;

Langley, DR ;

Rangan, A ;

Hurley, LH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (37) :8902-8913

[8] Perylene diimide G-quadruplex DNA binding selectivity is mediated by ligand aggregation [J].

Kerwin, SM ;

Chen, G ;

Kern, JT ;

Thomas, PW .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2002, 12 (03) :447-450

[9] SPECIFIC ASSOCIATION OF HUMAN TELOMERASE ACTIVITY WITH IMMORTAL CELLS AND CANCER [J].

KIM, NW ;

PIATYSZEK, MA ;

PROWSE, KR ;

HARLEY, CB ;

WEST, MD ;

HO, PLC ;

COVIELLO, GM ;

WRIGHT, WE ;

WEINRICH, SL ;

SHAY, JW .

SCIENCE, 1994, 266 (5193) :2011-2015

[10] Advances in quantification and characterization of telomerase activity by the telomeric repeat amplification protocol (TRAP) [J].

Kim, NW ;

Wu, F .

NUCLEIC ACIDS RESEARCH, 1997, 25 (13) :2595-2597

← 1 2 3 →