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Synthesis and Antitrypanosomal Activity of 6-Substituted 7-Methyl-7-deazapurine Nucleosides

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60077344%3A_____%2F21%3A00541879" target="_blank" >RIV/60077344:_____/21:00541879 - isvavai.cz</a>

  • Alternative codes found

    RIV/61388963:_____/21:00541879 RIV/61989592:15110/21:73607067 RIV/00216208:11310/21:10428485

  • Result on the web

    <a href="https://doi.org/10.1021/acsinfecdis.1c00062" target="_blank" >https://doi.org/10.1021/acsinfecdis.1c00062</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1021/acsinfecdis.1c00062" target="_blank" >10.1021/acsinfecdis.1c00062</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Synthesis and Antitrypanosomal Activity of 6-Substituted 7-Methyl-7-deazapurine Nucleosides

  • Original language description

    Human African Trypanosomiasis caused by Trypanosoma brucei species is one of the most damaging neglected tropical diseases. While the number of newly diagnosed cases per year is record low, there is still high interest in the development of new antitrypanosomal agents in case of resistance to currently used drugs and their combinations, and to replace drugs with serious side effects. We report a series of 7-methyl-7-deazapurine (5-methyl-pyrrolo[2,3-d]pyrimidine) ribonucleosides bearing alkyl, methylsulfanyl, methylamino, or diverse alkoxy groups at position 6 that was prepared through glycosylation of 6-chloro-7-methyl-7-deazapurine followed by nucleophilic substitutions or cross-coupling reactions at position 6 and deprotection. Most of the title nucleosides displayed significant activity against Trypanosoma brucei brucei and T. b. gambiense at submicromolar or nanomolar concentrations and low cytotoxicity and thus represent promising candidates for further development.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10401 - Organic chemistry

Result continuities

  • Project

    Result was created during the realization of more than one project. More information in the Projects tab.

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Others

  • Publication year

    2021

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    ACS Infectious Diseases

  • ISSN

    2373-8227

  • e-ISSN

  • Volume of the periodical

    7

  • Issue of the periodical within the volume

    4

  • Country of publishing house

    US - UNITED STATES

  • Number of pages

    10

  • Pages from-to

    917-926

  • UT code for WoS article

    000639068100019

  • EID of the result in the Scopus database

    2-s2.0-85104160540