Formation of bioactive benzofuran via oxidative coupling, using coconut water (Cocos nucifera L.) as biocatalyst

Original Article

JOURNAL 806

Organic Communications

VOLUME & ISSUE

Year: 2017 Issue: 2 April-June

PAGES

p.72 - 78

DOI ADDRESS

http://doi.org/10.25135/acg.oc.10.16.11.449

STATISTICS

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AUTHORS

Luís Cezar Rodrigues, José Maria Barbosa-Filho, Sany Delany Gomes Marques, Flávio Valadares Pereira Borges, Luiz André de Araújo Silva, Irma Herrera Bravo de Laguna and Roberto Mioso

GRAPHICAL ABSTRACT

ABSTRACT

The capacity of simple coconut water, which contains natural peroxidases, to act as a biocatalyst for the oxidative coupling-cyclization of p-(OH)-phenylpropanoids, was evaluated in this work. As a result, dimeric forms of isoeugenol (licarin A) and methyl p-coumarate (methyl dehydrodicoumarate) were obtained. The products of the reactions were characterized by optical rotatory dispersion, and 1H-NMR and 13C-NMR spectroscopy. The oxidative coupling-cyclization mechanism for coniferyl alcohol is proposed.

KEYWORDS

Bioprocess
biotransformation
neolignans
peroxidase
Cocos nucifera

SUPPORTING INFORMATION

Supporting Information

Download File 10-OC-1611-449-SI.pdf (447.48 KB)