Antimicrobial effect of salicylamide derivatives against
intestinal sulfate-reducing bacteria

J 2016

Antimicrobial effect of salicylamide derivatives against intestinal sulfate-reducing bacteria

KUSHKEVYCH, Ivan, Petr KOLLÁR, Ana Luísa FERREIRA and Diogo PALMA

Basic information

Original name

Antimicrobial effect of salicylamide derivatives against intestinal sulfate-reducing bacteria

Authors

KUSHKEVYCH, Ivan, Petr KOLLÁR, Ana Luísa FERREIRA and Diogo PALMA

Edition

Journal of Applied Biomedicine, 2016, 1214-021X

Other information

Language

English

Type of outcome

Article in a journal

Field of Study

10600 1.6 Biological sciences

Country of publisher

Czech Republic

Confidentiality degree

is not subject to a state or trade secret

References:

URL

Impact factor

Impact factor: 1.433

Organization unit

Faculty of Science

DOI

http://dx.doi.org/10.1016/j.jab.2016.01.005

UT WoS

000373608500007

Keywords in English

Sulfate-reducing bacteria; Desulfovibrio piger; Desulfomicrobium sp.; Salicylamides; Bowel disease; Lipophilicity; Structure–activity relationships

Abstract

V originále

Sulfate-reducing bacteria (SRB) are most likely involved in both the initiation and maintenance of inflammatory bowel disease (IBD); unfortunately present antibacterial chemotherapeutics used in the treatment of IBD have been ineffective. Thus, the antimicrobial activity of salicylamide derivatives against two different genera of intestinal SRB, Desulfovibrio and Desulfomicrobium, was investigated. Six 2-(phenylcarbamoyl)phenyl N-[(benzyloxy)carbonyl]alkanoates and three 2-hydroxy-N-[(2S)-1-oxo-1-(phenylamino)alkan-2-yl]benzamides showed MIC values in the range from 0.22 to 0.35 microM against Desulfovibrio piger Vib-7 and in the range from 0.27 to 8.52 microM against Desulfomicrobium sp. Rod-9, while MIC values of ciprofloxacin were 41.2 microM and 39.3 microM. The highest potency against the two strains was observed for 4-chloro-N-{(2S)-1-[(3,4-dichlorophenyl)amino]-3-methyl-1-oxobutan-2-yl}-2-hydroxybenzamide (MIC 0.22 microM and 0.27 microM). 4-Chloro-2-[(4-nitrophenyl)carbamoyl]phenyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanoate showed high activity against D. piger Vib-7 (MIC = 0.26 microM), while 4-chloro-2-[(4-methylphenyl)carbamoyl]phenyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-2-yl)propanoate expressed high activity against Desulfomicrobium sp. Rod-9 (MIC = 0.31 microM). Structure–activity relationships are discussed.

Citovat

KUSHKEVYCH, Ivan, Petr KOLLÁR, Ana Luísa FERREIRA and Diogo PALMA. Antimicrobial effect of salicylamide derivatives against intestinal sulfate-reducing bacteria. Journal of Applied Biomedicine. 2016, vol. 2016, 14(2), p. 125-130. ISSN 1214-021X. Available from: https://dx.doi.org/10.1016/j.jab.2016.01.005.

@article{1377001,
   author = {Kushkevych, Ivan and Kollár, Petr and Ferreira, Ana Luísa and Palma, Diogo},
   article_number = {14(2)},
   doi = {http://dx.doi.org/10.1016/j.jab.2016.01.005},
   keywords = {Sulfate-reducing bacteria; Desulfovibrio piger; Desulfomicrobium sp.; Salicylamides; Bowel disease; Lipophilicity; Structure–activity relationships},
   language = {eng},
   issn = {1214-021X},
   journal = {Journal of Applied Biomedicine},
   note = {doc. Kushkevych nemá na WoS afiliaci na MU, nýbrž na Univer. veterinárního lékařství. Nelze přenášet do RIV bez domácího autora!},
   title = {Antimicrobial effect of salicylamide derivatives against intestinal sulfate-reducing bacteria},
   url = {http://dx.doi.org/10.1016/j.jab.2016.01.005},
   volume = {2016},
   year = {2016}
}

TY  - JOUR
ID  - 1377001
AU  - Kushkevych, Ivan - Kollár, Petr - Ferreira, Ana Luísa - Palma, Diogo
PY  - 2016
TI  - Antimicrobial effect of salicylamide derivatives against intestinal sulfate-reducing bacteria
JF  - Journal of Applied Biomedicine
VL  - 2016
IS  - 14(2)
SP  - 125-130
EP  - 125-130
SN  - 1214021X
N1  - doc. Kushkevych nemá na WoS afiliaci na MU, nýbrž na Univer. veterinárního lékařství. Nelze přenášet do RIV bez domácího autora!
KW  - Sulfate-reducing bacteria
KW  - Desulfovibrio piger
KW  - Desulfomicrobium sp.
KW  - Salicylamides
KW  - Bowel disease
KW  - Lipophilicity
KW  - Structure–activity relationships
UR  - http://dx.doi.org/10.1016/j.jab.2016.01.005
L2  - http://dx.doi.org/10.1016/j.jab.2016.01.005
N2  - Sulfate-reducing bacteria (SRB) are most likely involved in both the initiation and maintenance of inflammatory bowel disease (IBD); unfortunately present antibacterial chemotherapeutics used in the treatment of IBD have been ineffective. Thus, the antimicrobial activity of salicylamide derivatives against two different genera of intestinal SRB, Desulfovibrio and Desulfomicrobium, was investigated. Six 2-(phenylcarbamoyl)phenyl N-[(benzyloxy)carbonyl]alkanoates and three 2-hydroxy-N-[(2S)-1-oxo-1-(phenylamino)alkan-2-yl]benzamides showed MIC values in the range from 0.22 to 0.35 microM against Desulfovibrio piger Vib-7 and in the range from 0.27 to 8.52 microM against Desulfomicrobium sp. Rod-9, while MIC values of ciprofloxacin were 41.2 microM and 39.3 microM. The highest potency against the two strains was observed for 4-chloro-N-{(2S)-1-[(3,4-dichlorophenyl)amino]-3-methyl-1-oxobutan-2-yl}-2-hydroxybenzamide (MIC 0.22 microM and 0.27 microM). 4-Chloro-2-[(4-nitrophenyl)carbamoyl]phenyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanoate showed high activity against D. piger Vib-7 (MIC = 0.26 microM), while 4-chloro-2-[(4-methylphenyl)carbamoyl]phenyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-2-yl)propanoate expressed high activity against Desulfomicrobium sp. Rod-9 (MIC = 0.31 microM). Structure–activity relationships are discussed.
ER  -

KUSHKEVYCH, Ivan, Petr KOLLÁR, Ana Luísa FERREIRA and Diogo PALMA. Antimicrobial effect of salicylamide derivatives against intestinal sulfate-reducing bacteria. \textit{Journal of Applied Biomedicine}. 2016, vol.~2016, 14(2), p.~125-130. ISSN~1214-021X. Available from: https://dx.doi.org/10.1016/j.jab.2016.01.005.

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