Dumas Flis Tang
Department of Chemistry, Bogor Agricultural University, Kampus IPB Dramaga, Bogor 16680

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Transformation of Eugenol and Safrole into Hydroxychavicol Budi Arifin; Dumas Flis Tang; Suminar Setiati Achmadi
Indonesian Journal of Chemistry Vol 15, No 1 (2015)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (503.955 KB) | DOI: 10.22146/ijc.21227

Abstract

Hydroxychavicol is found in betel leaf at low concentration and is reported to have antibacterial, anti-inflammatory, antioxidant, anticancer, and antimutagenic activities. This study aimed to synthesize hydroxychavicol from eugenol and safrole. Isolation of eugenol from clove oil by alkaline extraction method gave 71% yield, while the isolation of safrole from lawang oil by alkaline extraction method, followed by purification using preparative thin layer chromatography, gave 7% yield. Eugenol demethylation and safrole demethylenation with AlCl3 reagent were successfully produced hydroxychavicol. The yields were 28% and 24%, respectively. Mechanisms of the synthesis are proposed in this article.