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

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) wer...

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Veröffentlicht in:Organic communications 2017-04, Vol.10 (2), p.72-78
Hauptverfasser: Rodrigues, Luís Cezar, Barbosa-Filho, José Maria, Marques, Sany Delany Gomes, Borges, Flávio Valadares Pereira, Silva, Luiz André de Araújo, de Laguna, Irma Herrera Bravo, Mioso, Roberto
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Sprache:eng
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Zusammenfassung: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.
ISSN:1307-6175
1307-6175
DOI:10.25135/acg.oc.10.16.11.449