Novel ureidoamides derived from amino acids: synthesis and preliminary biological screening

Scientific paper - Original scientific paper

• Author: Ivana Perković
• Author: Ivan Butula; MBZ: 6372
• Author: Zrinka Rajić
• Author: Dimitra Hadjipavlou-Litina
• Author: Eleni Pontiki
• Author: Branka Zorc
• Author's institution: University of Zagreb; Faculty of Pharmacy and Biochemistry; (Department of medicinal chemistry)
• Scientific / art field, discipline and subdiscipline: BIOMEDICINE AND HEALTHCARE; Pharmacy; Pharmacy

Abstract (english)

A series of novel amino acid ureidoamides 4a-o were prepared from N-(1-benzotriazolecarbonyl)-
amino acid chloride 3, derived from L-alanine, L-valine, L-leucine, D-phenylglycine and
L-phenylalanine, and the corresponding aminoalcohols (2-amino-1-ethanol, 3-amino-1-propanol and
5-amino-1-pentanol). The compounds were fully characterized by standard spectroscopic methods (IR, 1H and 13C NMR) and their structure was confirmed by elemental analysis. Antioxidant screenings (interaction with 1,1-diphenyl-2-picrylhydrazyl, soybean lipoxygenase inhibition activity, inhibition of linoleic
acid lipid peroxidation) revealed that the prepared compounds possessed only modest activity. On the other hand, no significant antiproliferative activity against five human cell lines and very weak antimicrobial activity against several bacteria and fungi were detected.

• Keywords (english): urea; amide; amino acid; benzotriazole; hydantoin; hydroxylamine; antioxidant activity
• Language: english
• Publication type: Scientific paper - Original scientific paper
• Publication status: Published
• Peer review: Peer review - international
• Publication version: Published version
• Journal title: Croatica Chemica Acta
• Numbering: vol. 83, no. 2, pp. 151-161
• p-ISSN: 0011-1643
• e-ISSN: 1334-417X
• URN:NBN: urn:nbn:hr:163:634730
• Publication: 2010-07-15
• Document URL: https://hrcak.srce.hr/56018
• Type of resource: Text
• Access conditions: Open access
• Created on: 2018-02-14 13:29:54