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Anti-Hepatitis B Virus Activity of New Pyrimidine and Adenine Peptide Nucleic Acid Analogues

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Anti-Hepatitis B Virus Activity of New Pyrimidine and Adenine Peptide Nucleic Acid Analogues

Wafaei A. El-Zayat

a

, Wael A. El-Sayed

b,

*, and Adel A.-H. Abdel-Rahman

a,

*

a Chemistry Department, Faculty of Science, Menofia University, Shebin El-Koam, Egypt.

E-mail: adelnassar63@hotmail.com

bPhotochemistry Department, National Research Centre, Cairo, Egypt.

E-mail: waelshendy@gmail.com

* Authors for correspondence and reprint requests Z. Naturforsch.64 c, 6Ð10 (2009); received June 5, 2008

A number ofN-substituted thymine and adenine derivatives,2a,band3a,b, were synthe- sized by the coupling reaction of 1-bromo-2,2-diethoxyethane with the corresponding base.

The corresponding peptide nucleic acid (PNA) analogues,N-substituted ethylamino-3-hy- droxypropanoate derivatives 5a, b and ethylamino-3-hydroxybutanoate derivatives 6a, b, were synthesized from the corresponding 2-[3,4-dihydro-5-methyl-2,4-dioxopyrimidin-1(2H)- yl]-acetaldehyde (3a) and 2-[6-amino-4H-purin-9(5H)-yl]-acetaldehyde (3b), respectively. The synthesized compounds were tested for their antiviral activity against hepatitis B virus (HBV).

The plaque reduction infectivity assay was used to determine the virus count reduction as a result of the treatment with the tested compounds.

Key words:Peptide Nucleic Acid Analogues, Adenine and Thymine Nucleobases, Anti-Hepa- titis B Virus

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