2-Substituted 6-(Het)aryl-7-deazapurine Ribonucleosides: Synthesis, Inhibition of Adenosine Kinases, and Antimycobacterial Activity

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F15%3A10311896" target="_blank" >RIV/00216208:11310/15:10311896 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/61388963:_____/15:00445290 RIV/61989592:15110/15:33155884

Výsledek na webu

<a href="http://dx.doi.org/10.1002/cmdc.201500081" target="_blank" >http://dx.doi.org/10.1002/cmdc.201500081</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/cmdc.201500081" target="_blank" >10.1002/cmdc.201500081</a>

Jazyk výsledku

angličtina

Název v původním jazyce

2-Substituted 6-(Het)aryl-7-deazapurine Ribonucleosides: Synthesis, Inhibition of Adenosine Kinases, and Antimycobacterial Activity

Popis výsledku v původním jazyce

A series of 6-(hetero)aryl- or 6-methyl-7-deazapurine ribonucleosides bearing a substituent at position2 (Cl, F, NH2, or CH3) were prepared by cross-coupling reactions at position6 and functional group transformations at position2. Cytostatic, antiviral,and antimicrobial activity assays were performed. The title compounds were observed to be potent and selective inhibitors of Mycobacterium tuberculosis adenosine kinase (ADK), but not human ADK; moreover, they were found to be non-cytotoxic. The antimycobacterial activities against M.tuberculosis, however, were only moderate. The reason for this could be due to either poor uptake through the cell wall or to parallel biosynthesis of adenosine monophosphate by the salvage pathway.

Název v anglickém jazyce

2-Substituted 6-(Het)aryl-7-deazapurine Ribonucleosides: Synthesis, Inhibition of Adenosine Kinases, and Antimycobacterial Activity

Popis výsledku anglicky

A series of 6-(hetero)aryl- or 6-methyl-7-deazapurine ribonucleosides bearing a substituent at position2 (Cl, F, NH2, or CH3) were prepared by cross-coupling reactions at position6 and functional group transformations at position2. Cytostatic, antiviral,and antimicrobial activity assays were performed. The title compounds were observed to be potent and selective inhibitors of Mycobacterium tuberculosis adenosine kinase (ADK), but not human ADK; moreover, they were found to be non-cytotoxic. The antimycobacterial activities against M.tuberculosis, however, were only moderate. The reason for this could be due to either poor uptake through the cell wall or to parallel biosynthesis of adenosine monophosphate by the salvage pathway.

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2015

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

ChemMedChem

ISSN

1860-7179

e-ISSN

—

Svazek periodika

10

Číslo periodika v rámci svazku

6

Stát vydavatele periodika

DE - Spolková republika Německo

Počet stran výsledku

15

Strana od-do

1079-1093

Kód UT WoS článku

000355261700014

EID výsledku v databázi Scopus

2-s2.0-84927935751