Synthesis of geranyl cinnamate by lipase‐catalyzed reaction and its evaluation as an antimicrobial agent

Abstract BACKGROUND Essential oils are complex mixtures of a variety of volatile molecules which can easily be decomposed depending on the industrial application. Geraniol is a terpene alcohol found in many essential oils from aromatic plants and its antimicrobial property increases its use as an im...

Full description

Bibliographic Details
Published in:Journal of Chemical Technology & Biotechnology
Main Authors: Zanetti, Micheli, Carniel, Thaís Karoline, Valério, Alexsandra, Oliveira, J Vladimir de, Oliveira, Débora de, Araújo, Pedro HH de, Riella, Humberto Gracher, Fiori, Marcio Antônio
Other Authors: Coordenação de Aperfeiçoamento de Pessoal de Nível Superior, Conselho Nacional de Desenvolvimento Científico e Tecnológico, Fundação de Amparo à Pesquisa do Estado do Rio Grande do Sul
Format: Article in Journal/Newspaper
Language:English
Published: Wiley 2016
Subjects:
Online Access:http://dx.doi.org/10.1002/jctb.4998
https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fjctb.4998
https://onlinelibrary.wiley.com/doi/pdf/10.1002/jctb.4998
Description
Summary:Abstract BACKGROUND Essential oils are complex mixtures of a variety of volatile molecules which can easily be decomposed depending on the industrial application. Geraniol is a terpene alcohol found in many essential oils from aromatic plants and its antimicrobial property increases its use as an important additive for the food industry. RESULTS Through experimental design 75% of geranyl cinnamate was obtained under reaction conditions of 70 °C, 15 wt% of immobilized C. antarctica NS88011 , and 3:1 geraniol to cinnamic acid molar ratio. Kinetic assay showed it was possible to improve the enzymatic esterification reaction (97%) under reaction conditions of 80 °C, 20 wt% of immobilized NS88011 lipase and 5:1 geraniol to cinnamic acid molar ratio. The antimicrobial activity of the geranyl cinnamate ester was tested on bacteria Staphylococcus aureus and Escherichia coli by determining the minimum inhibitory concentration ( MIC ) and agar diffusion and the compound showed excellent antimicrobial activity for the two bacteria, with a bactericidal effect. CONCLUSION The results showed the promise of a technique to overcome the well‐known drawbacks of the chemical‐catalyzed route to obtain a high‐value compound. © 2016 Society of Chemical Industry