Synthesis, antioxidative and antiviral activity of hydroxycinnamic acid amides of thiazole containing amino acid

The synthesis and the biological (antioxidant and antiviral) activities of novel hydroxycinnamic acid amides of a thiazole containing TFA.valine-4-carboxylic acid ethyl ester are reported. The amides have been synthesized from p-coumaric, ferulic and sinapic acids with the corresponding TFA.valine-t...

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Bibliographic Details
Published in:Amino acids 2009-07, Vol.37 (2), p.383-388
Main Authors: Stankova, Ivanka, Chuchkov, Kiril, Shishkov, Stoyan, Kostova, Kalina, Mukova, Luchia, Galabov, Angel S
Format: Article
Language:English
Subjects:
Amino Acids - chemistry
Analytical Chemistry
Animals
Antioxidants
Antioxidants - chemical synthesis
Antioxidants - chemistry
Antioxidants - metabolism
Antiviral Agents - chemical synthesis
Antiviral Agents - chemistry
Antiviral Agents - metabolism
Biochemical Engineering
Biochemistry
Biomedical and Life Sciences
Biphenyl Compounds - metabolism
Cell Line
Coumaric Acids - chemical synthesis
Coumaric Acids - chemistry
Coumaric Acids - metabolism
Free Radical Scavengers - metabolism
Free Radicals - metabolism
Herpes simplex virus 1
Herpes simplex virus 2
Herpes viruses
Herpesvirus
Herpesvirus 1, Human - physiology
Herpesvirus 2, Human - physiology
Humans
Influenza A virus
Life Sciences
Mice
Molecular Structure
Neurobiology
Original Article
Picrates - metabolism
Proteomics
Thiazoles - chemistry
Virus Replication
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Summary:The synthesis and the biological (antioxidant and antiviral) activities of novel hydroxycinnamic acid amides of a thiazole containing TFA.valine-4-carboxylic acid ethyl ester are reported. The amides have been synthesized from p-coumaric, ferulic and sinapic acids with the corresponding TFA.valine-thiazole-4-carboxylic acid ethyl ester using the coupling reagent N-ethyl-N'-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDC) and 4-(dimethylamino) pyridine (DMAP) as a catalyst. The antioxidant properties of the newly synthesized amides have been studied for then antioxidative activity using 2,2-diphenyl-1-picrylhydrazyl (DPPH)* test. The newly synthesized compounds have been tested against the replication in vitro of influenza virus A (H3N2) and human herpes virus 1 and 2 (HSV-1 and HSV-2).
ISSN:0939-4451
1438-2199
DOI:10.1007/s00726-008-0165-z