Molbank (Sep 2017)

Methyl N-[1-(Benzoylamino)-2-methoxy-2-oxoethyl]-tryptophanate

  • Oumaima Karai,
  • Maha El Hamdani,
  • Hassane Faraj,
  • Anouar Alami,
  • Mohammed Rachid Kabbour,
  • Abdelilah El Hallaoui,
  • Mohammed Bouksaim,
  • Younas Aouine

DOI
https://doi.org/10.3390/M958
Journal volume & issue
Vol. 2017, no. 4
p. M958

Abstract

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The title compound, methyl N-[1-(benzoylamino)-2-methoxy-2-oxoethyl]tryptophanate 2, was synthesized in high yield, via N-alkylation reaction of methyl 2-azido-2-benzamidoacetate with methyl 2-amino-3-(1H-indol-3-yl)propanoate in acetone, with the presence of diisopropylethylamine as a base. The structure of the prepared compound was characterized by 1H, 13C NMR in addition to MS, X-Ray diffraction data, and elemental analysis. This compound was tested in vitro for its antibacterial activity against Gram-positive bacteria, Bacillus subtilis and Staphylococcus aureus, and Gram-negative bacteria, Escherichia coli, Pseudomonas aeruginosa, and Salmonella enteric. The MIC values showed that the synthesized compound had a bactericidal effect against the strains tested.

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