d(TGGGAG) with 5′-nucleobase-attached large hydrophobic groups as potent inhibitors for HIV-1 envelop proteins mediated cell-cell fusion

被引：14

作者：

Chen, Wei ^{[1
]}

Xu, Liang ^{[1
]}

Cai, Lifeng ^{[1
]}

Zheng, Baohua ^{[1
]}

Wang, Kun ^{[1
]}

He, Junlin ^{[1
]}

Liu, Keliang ^{[1
]}

机构：

[1] Beijing Inst Pharmacol & Toxicol, Beijing 100850, Peoples R China

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2011年 / 21卷 / 19期

基金：

中国国家自然科学基金;

关键词：

Hotoda's sequence; TBDPS; Anti-fusion activity; Nucleoside analogues; BIOLOGICALLY-ACTIVE OLIGODEOXYRIBONUCLEOTIDES; ANTI-HIV-1; ACTIVITY; G-QUADRUPLEXES; FORMING OLIGONUCLEOTIDES; DNA; PROMOTER; TGGGAG; APTAMERS; TARGET; 5-UTR;

D O I：

10.1016/j.bmcl.2011.08.007

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The Hotoda's sequence substituted with TBDPS via 5'-end nucleobase existed as parallel quadruplex structure and exhibited inhibitory activities in an HIV-1 envelop proteins mediated cell-cell fusion assay. This result demonstrated that the 5'-aromatic groups of the Hotoda's sequence are allowed to have a large spatial freedom and remain to be optimized for its role in the binding to HIV-1 envelop proteins. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：5762 / 5764

页数：3

共 30 条

[1] HAIRPIN AND PARALLEL QUARTET STRUCTURES FOR TELOMERIC SEQUENCES [J].

BALAGURUMOORTHY, P ;

BRAHMACHARI, SK ;

MOHANTY, D ;

BANSAL, M ;

SASISEKHARAN, V .

NUCLEIC ACIDS RESEARCH, 1992, 20 (15) :4061-4067

[2] Identification of a New G-Quadruplex Motif in the KRAS Promoter and Design of Pyrene-Modified G4-Decoys with Antiproliferative Activity in Pancreatic Cancer Cells [J].

Cogoi, Susanna ;

Paramasivam, Manikandan ;

Filichev, Vyacheslav ;

Geci, Imrich ;

Pedersen, Erik B. ;

Xodo, Luigi E. .

JOURNAL OF MEDICINAL CHEMISTRY, 2009, 52 (02) :564-568

[3] Synthesis, biophysical characterization, and anti-HIV activity of glyco-conjugated G-quadruplex-forming oligonucleotides [J].

D'Onofrio, Jennifer ;

Petraccone, Luigi ;

Martino, Luigi ;

Di Fabio, Giovanni ;

Iadonisi, Alfonso ;

Balzarini, Jan ;

Giancola, Concetta ;

Montesarchio, Daniela .

BIOCONJUGATE CHEMISTRY, 2008, 19 (03) :607-616

[4] 5'-modified G-quadruplex forming oligonucleotides endowed with anti-HIV activity: Synthesis and biophysical properties [J].

D'Onofrio, Jennifer ;

Petraccone, Luigi ;

Erra, Eva ;

Martino, Luigi ;

Di Fabio, Giovanni ;

De Napoli, Lorenzo ;

Giancola, Concetta ;

Montesarchio, Daniela .

BIOCONJUGATE CHEMISTRY, 2007, 18 (04) :1194-1204

[5] Discovery of novel anti-HIV active G-quadruplex-forming oligonucleotides [J].

Di Fabio, Giovanni ;

D'Onofrio, Jennifer ;

Chiapparelli, Mariateresa ;

Hoorelbeke, Bart ;

Montesarchio, Daniela ;

Balzarini, Jan ;

De Napoli, Lorenzo .

CHEMICAL COMMUNICATIONS, 2011, 47 (08) :2363-2365

[6] Gene function correlates with potential for G4 DNA formation in the human genome [J].

Eddy, Johanna ;

Maizels, Nancy .

NUCLEIC ACIDS RESEARCH, 2006, 34 (14) :3887-3896

[7] Human immunodeficiency virus glycoprotein gp120 as the primary target for the antiviral action of AR177 (Zintevir) [J].

Esté, JA ;

Cabrera, C ;

Schols, D ;

Cherepanov, P ;

Gutierrez, A ;

Witvrouw, M ;

Pannecouque, C ;

Debyser, Z ;

Rando, RF ;

Clotet, B ;

Desmyter, J ;

De Clercq, E .

MOLECULAR PHARMACOLOGY, 1998, 53 (02) :340-345

[8] A G-quadruplex structure within the 5'-UTR of TRF2 mRNA represses translation in human cells [J].

Gomez, Dennis ;

Guedin, Aurore ;

Mergny, Jean-Louis ;

Salles, Bernard ;

Riou, Jean-Francois ;

Teulade-Fichou, Marie-Paule ;

Calsou, Patrick .

NUCLEIC ACIDS RESEARCH, 2010, 38 (20) :7187-7198

[9] G-quadruplex DNA: a potential target for anti-cancer drug design [J].

Han, HY ;

Hurley, LH .

TRENDS IN PHARMACOLOGICAL SCIENCES, 2000, 21 (04) :136-142

[10] Biologically active oligodeoxyribonucleotides.: 5.1 5′-end-substituted d(TGGGAG) possesses anti-human immunodeficiency virus type 1 activity by forming a G-quadruplex structure [J].

Hotoda, H ;

Koizumi, M ;

Koga, R ;

Kaneko, M ;

Momota, K ;

Ohmine, T ;

Furukawa, H ;

Agatsuma, T ;

Nishigaki, T ;

Sone, J ;

Tsutsumi, S ;

Kosaka, T ;

Abe, K ;

Kimura, S ;

Shimada, K .

JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (19) :3655-3663

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