Research output: Contribution to journal › Article › peer-review
Isonicotinoyl hydrazones of pyridoxine derivatives : synthesis and antimycobacterial activity. / Shtyrlin, Nikita V.; Khaziev, Rail M.; Shtyrlin, Valery G.; Gilyazetdinov, Edward M.; Agafonova, Mariya N.; Usachev, Konstantin S.; Islamov, Daut R.; Klimovitskii, Alexander E.; Vinogradova, Tatiana I.; Dogonadze, Marine Z.; Zabolotnykh, Natalia V.; Sokolovich, Evgenii G.; Yablonskiy, Petr K.; Shtyrlin, Yurii G.
In: Medicinal Chemistry Research, Vol. 30, No. 4, 04.2021, p. 952-963.Research output: Contribution to journal › Article › peer-review
}
TY - JOUR
T1 - Isonicotinoyl hydrazones of pyridoxine derivatives
T2 - synthesis and antimycobacterial activity
AU - Shtyrlin, Nikita V.
AU - Khaziev, Rail M.
AU - Shtyrlin, Valery G.
AU - Gilyazetdinov, Edward M.
AU - Agafonova, Mariya N.
AU - Usachev, Konstantin S.
AU - Islamov, Daut R.
AU - Klimovitskii, Alexander E.
AU - Vinogradova, Tatiana I.
AU - Dogonadze, Marine Z.
AU - Zabolotnykh, Natalia V.
AU - Sokolovich, Evgenii G.
AU - Yablonskiy, Petr K.
AU - Shtyrlin, Yurii G.
N1 - Funding Information: This work was supported by the Russian Science Foundation (Project Grant 18-73-00169). Publisher Copyright: © 2021, The Author(s), under exclusive licence to Springer Science+Business Media, LLC part of Springer Nature. Copyright: Copyright 2021 Elsevier B.V., All rights reserved.
PY - 2021/4
Y1 - 2021/4
N2 - A series of novel isonicotinoyl hydrazones based on pyridoxine (vitamin B6) were synthesized. The synthesized compounds were evaluated for their antimycobacterial activity on M. tuberculosis H37Rv strain. The most potent compound 13 showed good activity on H37Rv strain and on clinical isolates of M. tuberculosis with multidrug-resistant tuberculosis (TB) profile included first- and second-line drugs. Cytotoxicity studies of compound 13 on human embryonic kidney cells, human liver, human mesenchymal stem cells, and human embryonic lung cells in vitro demonstrated it is 2–3 times less toxicity then isoniazid and 1.5–2 less toxicity than ethambutol and moxifloxacin. Compound 13 showed weak complexation with Fe3+ ions, low acute toxicity (LD50 > 2000 mg/kg per os on mice) and the identical to isoniazid and significantly better than ethambutol and moxifloxacin efficacious in the mouse model of drug-sensitive (H37Rv) TB. These facts make him a promising candidate for future developments of antitubercular drugs. [Figure not available: see fulltext.].
AB - A series of novel isonicotinoyl hydrazones based on pyridoxine (vitamin B6) were synthesized. The synthesized compounds were evaluated for their antimycobacterial activity on M. tuberculosis H37Rv strain. The most potent compound 13 showed good activity on H37Rv strain and on clinical isolates of M. tuberculosis with multidrug-resistant tuberculosis (TB) profile included first- and second-line drugs. Cytotoxicity studies of compound 13 on human embryonic kidney cells, human liver, human mesenchymal stem cells, and human embryonic lung cells in vitro demonstrated it is 2–3 times less toxicity then isoniazid and 1.5–2 less toxicity than ethambutol and moxifloxacin. Compound 13 showed weak complexation with Fe3+ ions, low acute toxicity (LD50 > 2000 mg/kg per os on mice) and the identical to isoniazid and significantly better than ethambutol and moxifloxacin efficacious in the mouse model of drug-sensitive (H37Rv) TB. These facts make him a promising candidate for future developments of antitubercular drugs. [Figure not available: see fulltext.].
KW - Antimycobacterial activity
KW - Isonicotinoyl hydrazones
KW - Multidrug resistance
KW - Pyridoxine
KW - Tuberculosis
UR - http://www.scopus.com/inward/record.url?scp=85100270386&partnerID=8YFLogxK
UR - https://www.mendeley.com/catalogue/87cdec60-6997-3777-a504-811911138ac7/
U2 - 10.1007/s00044-021-02705-w
DO - 10.1007/s00044-021-02705-w
M3 - Article
AN - SCOPUS:85100270386
VL - 30
SP - 952
EP - 963
JO - Medicinal Chemistry Research
JF - Medicinal Chemistry Research
SN - 1054-2523
IS - 4
ER -
ID: 74107936