About: Antimicrobial activity of sulfonamides containing 5-chloro-2-hydroxybenzaldehyde and 5-chloro-2-hydroxybenzoic acid scaffold     Goto   Sponge   NotDistinct   Permalink

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Description
  • A series of novel sulfonamides containing 5-chloro-2-hydroxybenzaldehyde or 5-chloro-2-hydroxybenzoic acid scaffolds were designed, synthesized and characterized by IR, H-1 NMR and C-13 NMR. All ten target synthesized derivatives and starting sulfonamides were evaluated in vitro for the activity against Gram-positive and Gram-negative bacteria, fungi, Mycobacterium tuberculosis, Mycobacterium avium and Mycobacterium kansasii. The most active compound against methicillin-sensitive and methicillin-resistant Staphyloccoccus aureus was 5-chloro-N-{4-[N-(4,6-dimethylpyrimidin-2-yl)sulfamoyl]phenyl}-2-hydroxybenzamide with MIC 15.62-31.25 mu mol/L. 4-Amino-N-(thiazol-2-yl)benzenesulfonamide and 4-(5-chloro-2-hydroxybenzylideneamino)-N-(thiazol-2-yl)benzenesulfonamide have shown the best activity against M. kansasii at the concentrations of 1-4 mu mol/L. The efficacy against other strains was weaker and the studied derivatives exhibited almost none antifungal potency.
  • A series of novel sulfonamides containing 5-chloro-2-hydroxybenzaldehyde or 5-chloro-2-hydroxybenzoic acid scaffolds were designed, synthesized and characterized by IR, H-1 NMR and C-13 NMR. All ten target synthesized derivatives and starting sulfonamides were evaluated in vitro for the activity against Gram-positive and Gram-negative bacteria, fungi, Mycobacterium tuberculosis, Mycobacterium avium and Mycobacterium kansasii. The most active compound against methicillin-sensitive and methicillin-resistant Staphyloccoccus aureus was 5-chloro-N-{4-[N-(4,6-dimethylpyrimidin-2-yl)sulfamoyl]phenyl}-2-hydroxybenzamide with MIC 15.62-31.25 mu mol/L. 4-Amino-N-(thiazol-2-yl)benzenesulfonamide and 4-(5-chloro-2-hydroxybenzylideneamino)-N-(thiazol-2-yl)benzenesulfonamide have shown the best activity against M. kansasii at the concentrations of 1-4 mu mol/L. The efficacy against other strains was weaker and the studied derivatives exhibited almost none antifungal potency. (en)
Title
  • Antimicrobial activity of sulfonamides containing 5-chloro-2-hydroxybenzaldehyde and 5-chloro-2-hydroxybenzoic acid scaffold
  • Antimicrobial activity of sulfonamides containing 5-chloro-2-hydroxybenzaldehyde and 5-chloro-2-hydroxybenzoic acid scaffold (en)
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  • Antimicrobial activity of sulfonamides containing 5-chloro-2-hydroxybenzaldehyde and 5-chloro-2-hydroxybenzoic acid scaffold
  • Antimicrobial activity of sulfonamides containing 5-chloro-2-hydroxybenzaldehyde and 5-chloro-2-hydroxybenzoic acid scaffold (en)
skos:notation
  • RIV/00179906:_____/12:10124279!RIV13-MZ0-00179906
http://linked.open...avai/riv/aktivita
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  • I, P(NS10367), S
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  • 1
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  • 122969
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  • RIV/00179906:_____/12:10124279
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  • Sulfonamide; Schiff base; Salicylanilide; Antimycobacterial activity; Antibacterial activity (en)
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  • NL - Nizozemsko
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  • [E2C6299ACAB0]
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  • European Journal of Medicinal Chemistry
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  • 50
http://linked.open...iv/tvurceVysledku
  • Buchta, Vladimír
  • Krátký, Martin
  • Vinšová, Jarmila
  • Stolaříková, Jiřina
  • Trejtnar, František
  • Volková, Marie
http://linked.open...ain/vavai/riv/wos
  • 000303284400047
issn
  • 0223-5234
number of pages
http://bibframe.org/vocab/doi
  • 10.1016/j.ejmech.2012.01.060
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