Literature DB >> 29680048

Lipase-catalysed esters synthesis of cafestol and kahweol.

Fábio Junior Moreira Novaes1, Ivaldo Itabaiana Junior2, Felipe Korbus Sutili3, Philip John Marriott4, Humberto Ribeiro Bizzo5, Francisco Radler de Aquino Neto6, Rodrigo Octávio Mendonça Alves de Souza7, Claudia Moraes Rezende8.   

Abstract

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 °C and 240 rpm for 3 days in toluene, leading to 85-88% conversion among a variety of tested C&K esters, including n-C14:0-C20:0, C18:1, C18:2 and C18:3.
Copyright © 2018. Published by Elsevier Ltd.

Entities:  

Keywords:  Cafestol; Cafestol ester; Coffee diterpenes; Ester synthesis; Kahweol; Kahweol ester; Lipase catalyst; Preparative scale isolation

Mesh:

Substances:

Year:  2018        PMID: 29680048     DOI: 10.1016/j.foodchem.2018.03.111

Source DB:  PubMed          Journal:  Food Chem        ISSN: 0308-8146            Impact factor:   7.514


  2 in total

1.  Umbelliferone esters with antibacterial activity produced by lipase-mediated biocatalytic pathway.

Authors:  Vitor Soares; Maíra Barcellos Marini; Larissa Assis de Paula; Patrick Soares Gabry; Ana Claudia F Amaral; Camila Adão Malafaia; Ivana Correa Ramos Leal
Journal:  Biotechnol Lett       Date:  2020-10-12       Impact factor: 2.461

2.  Candida rugosa lipase immobilized on hydrophobic support Accurel MP 1000 in the synthesis of emollient esters.

Authors:  Luiz Henrique Sales de Menezes; Eliezer Luz do Espírito Santo; Marta Maria Oliveira Dos Santos; Iasnaia Maria de Carvalho Tavares; Adriano Aguiar Mendes; Marcelo Franco; Julieta Rangel de Oliveira
Journal:  Biotechnol Lett       Date:  2021-11-05       Impact factor: 2.461

  2 in total

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