EventsMOL2NET'18, Conference on Molecular, Biomed., Comput. & Network Science and Engineering, 4th ed.
Published
This submission belongs to the session 06. CHEMBIOMOL-04: Chem. Biol. & Med. Chem. Workshop, Paraiba, Porto, Rostock, Germany-Galveston, Texas, USA, 2018 of the event MOL2NET'18, Conference on Molecular, Biomed., Comput. & Network Science and Engineering, 4th ed.
Published date
25 Oct, 2018
Citation
Tamyrys Fernandes Vilar Bento, Luis Cezar Rodrigues, Luiz de Araújo Silva, Flávio Valadares Pereira Borges, José Maria Barbosa-filho, Bruno Hanrry Melo de Oliveira, Maria Eduarda de Souza Maia, Gabrielly Diniz Duarte, Synthesis of Lophirone C using coconut peroxidase, in Proceedings of MOL2NET'18, Conference on Molecular, Biomed., Comput. & Network Science and Engineering, 4th ed., 15 January 2018–20 January 2019, MDPI: Basel, Switzerland, doi: 10.3390/mol2net-04-05541
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Synthesis of Lophirone C using coconut peroxidase

José Maria Barbosa-filho 1
Maria Eduarda de Souza Maia 1
1. UFPB
Abstract

Lophirone C is a lignan with several pharmacological activities reported such as anticarcinogenicity and antioxidation activities. The bark of Lophira spp contains that lignan. Due to those important properties, the purpose of this work is the organic and enzymatic synthesis of Lophirone C. Starting from the methylation of resorcinol with methyl iodide using potassium carbonate as base, the product was acylated by a mixture of acetic anhydride and trifluoroacetic acid, so providing the acetophene. Following step was the aldol condensation of this ketone with 4-methoxybenzaldehyde, using ethanol as solvent and potassium tert-butoxide as base. With the chalcone formed, the deprotection of the phenolic hydroxyls and subsequent oxidative coupling provides the final product with synthetic Lophirone C.

Keywords
aldol reaction
Lophirone c
lignan
chalcone dimers
stem bark
coconut peroxidase
organic synthesis
Poster
Cópia de Synthesis of Lophirone C using coconut water peroxidase .pdf
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