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Threonine-Allyl-Ester and Amide of Gallic Acid Derivative as Promising Anti-HCV Inhibitors

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In this study, we focused to evaluate threonine-allyl-ester (TAE) and amide of gallic acid derivative (AGA) for anti-HCV activity. The synthesis was started from esterification of commercially available Boc-L-Threonine with allyl bromide, followed by Boc deprotection with HCl/EtOAc produced threonine-allyl-ester (TAE) and amidation of the ester with the gallic acid with WSCD HCl, HOBt, and NMM produced the amide of gallic acid derivative (AGA). The synthesized were examined the antiviral activity against HCV (genotype 2a strain JFH1) and cytotoxicity against Huh7it-1. The synthesized of TAE and AGA were in ranging from 91% to 50% of yield. The TAE and AGA exhibited anti-HCV activity with a 50% effective concentration (EC50) of 24.5 μg/ml and 12.1 μg/ml without cytotoxicity, respectively. These results suggest that TAE and AGA have potential as anti-HCV. Further study, TAE and AGA are synthesized with addition another form.
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Keywords: Amide of Gallic Acid Derivative; Anti-HCV; Synthesis; Threonine-Allyl-Ester

Document Type: Research Article

Affiliations: 1: Division of Microbiology, Faculty of Medicine, Universitas Swadaya Gunung Jati, Jalan Terusan Pemuda No. 1A, Cirebon, 45132, Indonesia 2: Department of Medical Chemistry and Faculty of Medicine, University of Indonesia, Jl. Salemba Raya No. 4, Jakarta 10430, Indonesia 3: Department of International Health, Kobe University Graduate School of Health Sciences, 7-10-2, Tomogaoka, Suma-ku, Kobe 654-0142, Japan 4: Department of Pharmacy, Faculty of Pharmacy, Universitas Indonesia, Jl. Prof. Dr. Mahar Mardjono, Depok 16424, Indonesia 5: Department of Oral Vaccine and Drug Development, Kobe University Graduate School of Health Sciences, 1-5-6 Minatojima-minamimachi, Chou-ku, Kobe 650-0047, Japan

Publication date: August 1, 2018

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