Transformation of Eugenol and Safrole into Hydroxychavicol

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 extrac...

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Bibliographic Details
Published in:	Indonesian journal of chemistry Vol. 15; no. 1; pp. 77 - 85
Main Authors:	Arifin, Budi, Tang, Dumas Flis, Achmadi, Suminar Setiati
Format:	Journal Article
Language:	English
Published:	Department of Chemistry, Universitas Gadjah Mada 01-03-2015
Subjects:	demethylation demethylenation eugenol hydroxychavicol safrole
Online Access:	Get full text
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Summary:	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.
ISSN:	1411-9420 2460-1578
DOI:	10.22146/ijc.21227