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  1. 1 Bureš F.

  2. 1 Cvejn D.

  3. 1 Klimešová V.

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α-Amino acid-derived 2-phenylimidazoles with potential antimycobacterial activity

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Cvejn D., Klimešová V., Bureš F.
Open Chemistry
|
2012
|
vol. 10
|
issue 5
1681-1687
EN
α-Amino acid-derived 2-phenylimidazole derivatives were designed, synthesized, and further investigated as potential antimycobacterial agents. The synthesis of target imidazole derivatives involved the transformation of Cbz-protected α-amino acids (Ala, Val, Phe, Leu, iLe, and Pro) into α-diazoketones and α-bromoketones, respectively. Subsequent treatment of α-bromoketones with (4-nitro)benzamidine afforded imidazole derivatives bearing α-amino acid residue appended to the imidazole C4 and (4-nitro)phenyl ring in the position C2. Antimycobacterial activities of both series of compounds against M. tuberculosis, M. avium, and M. kansasii were screened and basic structure-activity relationships were further evaluated. [...]
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