Synthesis and Biological Activity of Cinnamic Acids Amides
Section: CHEMISTRY SYNTHESIS AND BIOLOGICAL ACTIVITY OF CINNAMIC ACIDS AMIDES Tsenka Milkova a,b * , Maya Spasova c, Galya Ivanova b, Stefan Philipov b, Lubomira Nikolaeva-Glomb d, Galina Radeva c (Plenary report) aSouth-West University “Neofit Rilski” Blagoevgrad, Bulgaria b Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, Sofia, Bulgaria cInstitute of Molecular Biology, Bulgarian Academy of Sciences, Sofia, Bulgaria d The Stephan Angeloff Institute of Microbiology, Bulgarian Academy of Sciences, Sofia, Bulgaria Abstract: Seventeen cinnamoyl-, feruloyl- and sinapoyl- amino acids amides have been synthesized using the standard methods in peptide chemistry. The antioxidant activity of six feruloyl- and three sinapoyl- amino acid amides was studied on the oxidation stability of a lipid system. Some of the synthesized compounds have been tested for their antibacterial and antiviral activity. Twenty three N-alkylcinnamoyl amides have been prepared in solution and by sonochemical and microwave activated Wittig reaction. Some of the synthesized hydroxycinnamoyl amides were tested for their antiradical activity by DPPH* tests. All sinapoyl alkylamides were more active than the feruloyl amides. The results obtained demonstrated that the amides are twice less active than the free hydroxycinnamic acids The alkaloid glaucine has been modified and connected with cinnamoyl- and hydroxycinnamoyl residue. The compounds obtained have been tested for their antiradical activity by DPPH* tests. Keywords: cinnamoyl amides, sonochemical and microwave activated Wittig reaction, glaucine, antibacterial- and antiviral activity; DPPH* test 1. INTRODUCTION The biochemical properties of polyphenolic secondary plant metabolites such esters of cinnamic acids (caffeic, ferulic, p- and o-coumaric, sinapic) attract much attention in biology and medicine.
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