Attachment of a 5-nitrofuroyl moiety to spirocyclic piperidines produces non-toxic nitrofurans that are efficacious in vitro against multidrug-resistant Mycobacterium tuberculosis

Mikhail Krasavin, Alexei Lukin, Tatiana Vedekhina, Olga Manicheva, Marine Dogonadze, Tatiana Vinogradova, Natalia Zabolotnykh, Elizaveta Rogacheva, Liudmila Kraeva, Vladimir Sharoyko, Tatiana B. Tennikova, Dmitry Dar'in, Evgeny Sokolovich

Результат исследований: Научные публикации в периодических изданияхстатья

Выдержка

A selectively antimycobacterial compound belonging to the nitrofuran class of antimicrobials has been developed via conjugation of the nitrofuran moiety to a series of spirocyclic piperidines through an amide linkage. It proved to have comparable activity against drug-sensitive (H37Rv) strain as well as multidrug-resistant, patient-derived strains of Mycobacterium tuberculosis. The compound is druglike, showed no appreciable cytotoxicity toward human retinal pigment epithelial cell line ARPE-19 in concentrations up to 100 μM and displayed low toxicity when evaluated in mice.

Язык оригиналаанглийский
Страницы (с-по)125-135
Число страниц11
ЖурналEuropean Journal of Medicinal Chemistry
Том166
DOI
СостояниеОпубликовано - 15 мар 2019

Отпечаток

Piperidines
Nitrofurans
Multidrug-Resistant Tuberculosis
Mycobacterium tuberculosis
Retinal Pigments
Cytotoxicity
Amides
Toxicity
Epithelial Cells
Cell Line
Pharmaceutical Preparations
In Vitro Techniques

Предметные области Scopus

  • Фармакология
  • Поиск новых лекарств
  • Органическая химия

Цитировать

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title = "Attachment of a 5-nitrofuroyl moiety to spirocyclic piperidines produces non-toxic nitrofurans that are efficacious in vitro against multidrug-resistant Mycobacterium tuberculosis",
abstract = "A selectively antimycobacterial compound belonging to the nitrofuran class of antimicrobials has been developed via conjugation of the nitrofuran moiety to a series of spirocyclic piperidines through an amide linkage. It proved to have comparable activity against drug-sensitive (H37Rv) strain as well as multidrug-resistant, patient-derived strains of Mycobacterium tuberculosis. The compound is druglike, showed no appreciable cytotoxicity toward human retinal pigment epithelial cell line ARPE-19 in concentrations up to 100 μM and displayed low toxicity when evaluated in mice.",
keywords = "Acylation, Antimycobacterial, ARPE-19 cell line, ESKAPE panel, Multidrug resistance, Nitrofuran antimicrobials, Non-specific toxicity, Periphery optimization, Prins reaction, Spirocycles, Tuberculosis",
author = "Mikhail Krasavin and Alexei Lukin and Tatiana Vedekhina and Olga Manicheva and Marine Dogonadze and Tatiana Vinogradova and Natalia Zabolotnykh and Elizaveta Rogacheva and Liudmila Kraeva and Vladimir Sharoyko and Tennikova, {Tatiana B.} and Dmitry Dar'in and Evgeny Sokolovich",
year = "2019",
month = "3",
day = "15",
doi = "10.1016/j.ejmech.2019.01.050",
language = "English",
volume = "166",
pages = "125--135",
journal = "European Journal of Medicinal Chemistry",
issn = "0223-5234",
publisher = "Elsevier",

}

Attachment of a 5-nitrofuroyl moiety to spirocyclic piperidines produces non-toxic nitrofurans that are efficacious in vitro against multidrug-resistant Mycobacterium tuberculosis. / Krasavin, Mikhail; Lukin, Alexei; Vedekhina, Tatiana; Manicheva, Olga; Dogonadze, Marine; Vinogradova, Tatiana; Zabolotnykh, Natalia; Rogacheva, Elizaveta; Kraeva, Liudmila; Sharoyko, Vladimir; Tennikova, Tatiana B.; Dar'in, Dmitry; Sokolovich, Evgeny.

В: European Journal of Medicinal Chemistry, Том 166, 15.03.2019, стр. 125-135.

Результат исследований: Научные публикации в периодических изданияхстатья

TY - JOUR

T1 - Attachment of a 5-nitrofuroyl moiety to spirocyclic piperidines produces non-toxic nitrofurans that are efficacious in vitro against multidrug-resistant Mycobacterium tuberculosis

AU - Krasavin, Mikhail

AU - Lukin, Alexei

AU - Vedekhina, Tatiana

AU - Manicheva, Olga

AU - Dogonadze, Marine

AU - Vinogradova, Tatiana

AU - Zabolotnykh, Natalia

AU - Rogacheva, Elizaveta

AU - Kraeva, Liudmila

AU - Sharoyko, Vladimir

AU - Tennikova, Tatiana B.

AU - Dar'in, Dmitry

AU - Sokolovich, Evgeny

PY - 2019/3/15

Y1 - 2019/3/15

N2 - A selectively antimycobacterial compound belonging to the nitrofuran class of antimicrobials has been developed via conjugation of the nitrofuran moiety to a series of spirocyclic piperidines through an amide linkage. It proved to have comparable activity against drug-sensitive (H37Rv) strain as well as multidrug-resistant, patient-derived strains of Mycobacterium tuberculosis. The compound is druglike, showed no appreciable cytotoxicity toward human retinal pigment epithelial cell line ARPE-19 in concentrations up to 100 μM and displayed low toxicity when evaluated in mice.

AB - A selectively antimycobacterial compound belonging to the nitrofuran class of antimicrobials has been developed via conjugation of the nitrofuran moiety to a series of spirocyclic piperidines through an amide linkage. It proved to have comparable activity against drug-sensitive (H37Rv) strain as well as multidrug-resistant, patient-derived strains of Mycobacterium tuberculosis. The compound is druglike, showed no appreciable cytotoxicity toward human retinal pigment epithelial cell line ARPE-19 in concentrations up to 100 μM and displayed low toxicity when evaluated in mice.

KW - Acylation

KW - Antimycobacterial

KW - ARPE-19 cell line

KW - ESKAPE panel

KW - Multidrug resistance

KW - Nitrofuran antimicrobials

KW - Non-specific toxicity

KW - Periphery optimization

KW - Prins reaction

KW - Spirocycles

KW - Tuberculosis

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U2 - 10.1016/j.ejmech.2019.01.050

DO - 10.1016/j.ejmech.2019.01.050

M3 - Article

AN - SCOPUS:85060535315

VL - 166

SP - 125

EP - 135

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

SN - 0223-5234

ER -