Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
Design, Synthesis and Antibacterial Activity of Coumarin-1,2,3-triazole Hybrids Obtained from Natural Furocoumarin Peucedanin. / Lipeeva, Alla V.; Zakharov, Danila O.; Burova, Liubov G. и др.
в: Molecules, Том 24, № 11, 2126, 05.06.2019.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - Design, Synthesis and Antibacterial Activity of Coumarin-1,2,3-triazole Hybrids Obtained from Natural Furocoumarin Peucedanin
AU - Lipeeva, Alla V.
AU - Zakharov, Danila O.
AU - Burova, Liubov G.
AU - Frolova, Tatyana S.
AU - Baev, Dmitry S.
AU - Shirokikh, Ilia V.
AU - Evstropov, Alexander N.
AU - Sinitsyna, Olga I.
AU - Tolsikova, Tatyana G.
AU - Shults, Elvira E.
PY - 2019/6/5
Y1 - 2019/6/5
N2 - Synthesis of 1,2,3-triazole-substituted coumarins and also 1,2,3-triazolyl or 1,2,3-triazolylalk-1-inyl-linked coumarin-2,3-furocoumarin hybrids was performed by employing the cross-coupling and copper catalyzed azide-alkyne cycloaddition reaction approaches. The synthesized compounds were evaluated for their in vitro antibacterial activity against Staphylococcus aureus, Bacillius subtilis, Actinomyces viscosus and Escherichia coli bacterial strains. Coumarin-benzoic acid hybrids 4с, 42с and 3-((4-acetylamino-3-(methoxycarbonyl)phenyl)ethynyl)coumarin (29) showed promising activity against S. aureus strains, and the 1,2,3-triazolyloct-1-inyl linked coumarin-2,3-furocoumarin hybrid 37c was endowed with high selectivity against B. subtilis and E. coli species. The in vitro antibacterial activity of 4с, 29, 37c and 42с can potentially be compared with that of a number of modern antibiotic drugs used in the clinic, suggesting promising prospects for further research. A detailed study of the molecular interactions with the targeted protein MurB was performed using docking simulations and the obtained results are quite promising.
AB - Synthesis of 1,2,3-triazole-substituted coumarins and also 1,2,3-triazolyl or 1,2,3-triazolylalk-1-inyl-linked coumarin-2,3-furocoumarin hybrids was performed by employing the cross-coupling and copper catalyzed azide-alkyne cycloaddition reaction approaches. The synthesized compounds were evaluated for their in vitro antibacterial activity against Staphylococcus aureus, Bacillius subtilis, Actinomyces viscosus and Escherichia coli bacterial strains. Coumarin-benzoic acid hybrids 4с, 42с and 3-((4-acetylamino-3-(methoxycarbonyl)phenyl)ethynyl)coumarin (29) showed promising activity against S. aureus strains, and the 1,2,3-triazolyloct-1-inyl linked coumarin-2,3-furocoumarin hybrid 37c was endowed with high selectivity against B. subtilis and E. coli species. The in vitro antibacterial activity of 4с, 29, 37c and 42с can potentially be compared with that of a number of modern antibiotic drugs used in the clinic, suggesting promising prospects for further research. A detailed study of the molecular interactions with the targeted protein MurB was performed using docking simulations and the obtained results are quite promising.
KW - Antibacterial activity
KW - Coumarin
KW - CuAAC reaction
KW - Furocoumarin
KW - Sonogashira coupling
KW - antibacterial activity
KW - coumarin
KW - ANTICOAGULANT
KW - COPPER
KW - furocoumarin
KW - MOLECULAR DOCKING
KW - IN-VIVO
KW - PLANT COUMARINS
KW - DERIVATIVES
KW - TRANSFORMATIONS
UR - http://www.scopus.com/inward/record.url?scp=85066760383&partnerID=8YFLogxK
U2 - 10.3390/molecules24112126
DO - 10.3390/molecules24112126
M3 - Article
C2 - 31195697
AN - SCOPUS:85066760383
VL - 24
JO - Molecules
JF - Molecules
SN - 1420-3049
IS - 11
M1 - 2126
ER -
ID: 20529697