Original scientific paper

Novel Ureidoamides Derived From Amino Acids: Synthesis and Preliminary Biological Screening

Ivana Perković ; Faculty of Pharmacy and Biochemistry, University of Zagreb, HR-10000 Zagreb, Croatia
Ivan Butula ; Faculty of Pharmacy and Biochemistry, University of Zagreb, HR-10000 Zagreb, Croatia
Zrinka Rajić ; Faculty of Pharmacy and Biochemistry, University of Zagreb, HR-10000 Zagreb, Croatia
Dimitra Hadjipavlou-Litina ; Department of Pharmaceutical Chemistry, School of Pharmacy, Aristotle University of Thessaloniki, GR-54124 Thessaloniki, Greece
Eleni Pontiki ; Department of Pharmaceutical Chemistry, School of Pharmacy, Aristotle University of Thessaloniki, GR-54124 Thessaloniki, Greece
Branka Zorc ; Faculty of Pharmacy and Biochemistry, University of Zagreb, HR-10000 Zagreb, Croatia

Abstract

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

urea; amide; amino acid; benzotriazole; hydantoin; hydroxylamine; antioxidant activity

Hrčak ID:

56018

URI

https://hrcak.srce.hr/56018

Publication date:

15.7.2010.

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