Lipase-catalysed esters synthesis of cafestol and kahweol
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Data
2018-09-01
Autores
Moreira Novaes, Fabio Junior
Itabaiana Junior, Ivaldo
Sutili, Felipe Korbus [UNESP]
Marriott, Philip John
Bizzo, Humberto Ribeiro
Aquino Neto, Francisco Radler de
Mendonca Alves de Souza, Rodrigo Octavio
Rezende, Claudia Moraes
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Editor
Elsevier B.V.
Resumo
Cafestol and kahweol (C&K), two coffee diterpene alcohols with structural similarity which exhibit anticarcinogenic effects, were isolated from green coffee Arabica beans, followed by their lipase-catalysed esterification and purification by preparative high-performance liquid chromatography (HPLC). The isolation and enzymatic synthesis parameters of C&K esters were studied, with the latter optimised by a Central Composite Design; both procedures were monitored by gas chromatography. Scale up and improved isolation conditions resulted in 1.29 g of C&K, with 98% purity from 300 g of green Arabica beans. The highest C&K ester yields were observed using an alcohol: fatty acid molar ratio of 1:5, 73.3 mg mL(-1) of CAL-B enzyme, 70 degrees C and 240 rpm for 3 days in toluene, leading to 85-88% conversion among a variety of tested C&K esters, including n-C-14:0-C-20:0, C-18:1, C-18:2 and C-18:3.
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Palavras-chave
Coffee diterpenes, Cafestol, Kahweol, Preparative scale isolation, Ester synthesis, Lipase catalyst, Cafestol ester, Kahweol ester
Como citar
Food Chemistry. Oxford: Elsevier Sci Ltd, v. 259, p. 226-233, 2018.