Synthesis of triazole-functionalized 2-DOS analogues and their evaluation as A-site binders

Panoula Anastasopoulou; Georgia Kythreoti; Tilemachos Cosmidis; Constantina Pyrkotis; Victoria R. Nahmias; Dionisios Vourloumis

doi:10.1016/j.bmcl.2013.12.125

Synthesis of triazole-functionalized 2-DOS analogues and their evaluation as A-site binders

Panoula Anastasopoulou
, Georgia Kythreoti
, Tilemachos Cosmidis
, Constantina Pyrkotis
, Victoria R. Nahmias
, Dionisios Vourloumis

School of Life and Health Sciences

Demokritos National Centre for Scientific Research

Research output: Contribution to journal › Article › peer-review

Abstract

Aminoglycoside-antibiotics represent important tools for studying the biological functions of RNA. An orthogonal protection strategy applied on 2-deoxystreptamine (2-DOS) revealed a series of key intermediates that enable its regioselective functionalization. Our approach allowed the construction of selected representatives of triazole-containing analogues with diverse molecular frameworks for biological evaluation regarding their binding and antibacterial potencies.

Original language	English
Pages (from-to)	1122-1126
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	24
Issue number	4
DOIs	https://doi.org/10.1016/j.bmcl.2013.12.125
Publication status	Published - 15 Feb 2014

Keywords

2-Deoxystreptamine
Aminoglycosides
Orthogonal protection strategy
Ribosomal A-site
RNA recognition

Access to Document

10.1016/j.bmcl.2013.12.125

Cite this

@article{04081978814540c8994b534c191bd652,

title = "Synthesis of triazole-functionalized 2-DOS analogues and their evaluation as A-site binders",

abstract = "Aminoglycoside-antibiotics represent important tools for studying the biological functions of RNA. An orthogonal protection strategy applied on 2-deoxystreptamine (2-DOS) revealed a series of key intermediates that enable its regioselective functionalization. Our approach allowed the construction of selected representatives of triazole-containing analogues with diverse molecular frameworks for biological evaluation regarding their binding and antibacterial potencies.",

keywords = "2-Deoxystreptamine, Aminoglycosides, Orthogonal protection strategy, Ribosomal A-site, RNA recognition",

author = "Panoula Anastasopoulou and Georgia Kythreoti and Tilemachos Cosmidis and Constantina Pyrkotis and Nahmias, \{Victoria R.\} and Dionisios Vourloumis",

year = "2014",

month = feb,

day = "15",

doi = "10.1016/j.bmcl.2013.12.125",

language = "English",

volume = "24",

pages = "1122--1126",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Ltd",

number = "4",

}

TY - JOUR

T1 - Synthesis of triazole-functionalized 2-DOS analogues and their evaluation as A-site binders

AU - Anastasopoulou, Panoula

AU - Kythreoti, Georgia

AU - Cosmidis, Tilemachos

AU - Pyrkotis, Constantina

AU - Nahmias, Victoria R.

AU - Vourloumis, Dionisios

PY - 2014/2/15

Y1 - 2014/2/15

N2 - Aminoglycoside-antibiotics represent important tools for studying the biological functions of RNA. An orthogonal protection strategy applied on 2-deoxystreptamine (2-DOS) revealed a series of key intermediates that enable its regioselective functionalization. Our approach allowed the construction of selected representatives of triazole-containing analogues with diverse molecular frameworks for biological evaluation regarding their binding and antibacterial potencies.

AB - Aminoglycoside-antibiotics represent important tools for studying the biological functions of RNA. An orthogonal protection strategy applied on 2-deoxystreptamine (2-DOS) revealed a series of key intermediates that enable its regioselective functionalization. Our approach allowed the construction of selected representatives of triazole-containing analogues with diverse molecular frameworks for biological evaluation regarding their binding and antibacterial potencies.

KW - 2-Deoxystreptamine

KW - Aminoglycosides

KW - Orthogonal protection strategy

KW - Ribosomal A-site

KW - RNA recognition

UR - https://www.scopus.com/pages/publications/84893790198

U2 - 10.1016/j.bmcl.2013.12.125

DO - 10.1016/j.bmcl.2013.12.125

M3 - Article

C2 - 24440302

AN - SCOPUS:84893790198

SN - 0960-894X

VL - 24

SP - 1122

EP - 1126

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 4

ER -

Synthesis of triazole-functionalized 2-DOS analogues and their evaluation as A-site binders

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this