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Natural Product Research
Formerly Natural Product Letters
Volume 35, 2021 - Issue 24
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Biological properties of functional flavoring produced by enzymatic esterification of citronellol and geraniol present in Cymbopogon winterianus essential oil

Amanda Staudta Food Engineering Department, Universidade Regional Integrada do Alto Uruguai e das Missões-URI Erechim, Erechim, RS, Brazil;b Laboratory of Natural Products and Biological Assays – LaProNEB, Food and Natural Products Department, Pharmacy Faculty, Universidade Federal do Rio de Janeiro-UFRJ, Rio de Janeiro, BrazilView further author information
,
Patrícia Fonseca Duartea Food Engineering Department, Universidade Regional Integrada do Alto Uruguai e das Missões-URI Erechim, Erechim, RS, BrazilView further author information
,
Bruna Paes do Amaralb Laboratory of Natural Products and Biological Assays – LaProNEB, Food and Natural Products Department, Pharmacy Faculty, Universidade Federal do Rio de Janeiro-UFRJ, Rio de Janeiro, BrazilView further author information
,
Bárbara Carolina de Oliveira Peixoto Andradeb Laboratory of Natural Products and Biological Assays – LaProNEB, Food and Natural Products Department, Pharmacy Faculty, Universidade Federal do Rio de Janeiro-UFRJ, Rio de Janeiro, BrazilView further author information
,
Naomi Kato Simasb Laboratory of Natural Products and Biological Assays – LaProNEB, Food and Natural Products Department, Pharmacy Faculty, Universidade Federal do Rio de Janeiro-UFRJ, Rio de Janeiro, BrazilORCID Iconhttps://orcid.org/0000-0002-9929-2714View further author information
ORCID Icon,
Ivana Correa Ramos Lealb Laboratory of Natural Products and Biological Assays – LaProNEB, Food and Natural Products Department, Pharmacy Faculty, Universidade Federal do Rio de Janeiro-UFRJ, Rio de Janeiro, BrazilView further author information
,
Leandro Stefano Sangenitoc Laboratory of Advanced Studies of Emerging and Resistant Microorganisms, Department of General Microbiology, Paulo de Góes Institute of Microbiology, Universidade Federal do Rio de Janeiro-UFRJ, Rio de Janeiro, BrazilView further author information
,
André Luis Souza dos Santosc Laboratory of Advanced Studies of Emerging and Resistant Microorganisms, Department of General Microbiology, Paulo de Góes Institute of Microbiology, Universidade Federal do Rio de Janeiro-UFRJ, Rio de Janeiro, BrazilView further author information
,
Débora de Oliveirad Department of Chemical and Food Engineering, Universidade Federal de Santa Catarina-UFSC, Florianópolis, SC, BrazilORCID Iconhttps://orcid.org/0000-0002-1857-9036View further author information
ORCID Icon,
Alexander Jungesa Food Engineering Department, Universidade Regional Integrada do Alto Uruguai e das Missões-URI Erechim, Erechim, RS, BrazilView further author information
,
Rogério Luis Cansiana Food Engineering Department, Universidade Regional Integrada do Alto Uruguai e das Missões-URI Erechim, Erechim, RS, BrazilView further author information
&
Natalia Paroula Food Engineering Department, Universidade Regional Integrada do Alto Uruguai e das Missões-URI Erechim, Erechim, RS, BrazilCorrespondence[email protected]
View further author information
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Pages 5981-5987 | Received 27 Apr 2020, Accepted 09 Aug 2020, Published online: 25 Aug 2020
 
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Abstract

The chemical composition and biological properties of citronella essential oil were modified by enzymatic esterification reaction of the major monoterpenic alcohols with cinnamic acid. The almost complete conversion of geraniol and citronellol present in the citronella (Cymbopogon winterianus) essential oil, into geranyl (99%) and citronellyl (98%) cinnamates was obtained after 48 hours of reaction using a molar ratio of 3:1 (cinnamic acid/alcohol), lipase concentration (Novozym 435) of 15% (w/w) and 70 °C. The esterified oil showed higher antimicrobial activity against Staphylococcus aureus bacteria resistant to oxacillin and penicillin and also greater larvicidal activity against Aedes aegypti larvae compared to unesterified oil. The results concerning the evaluation of toxicity against Artemia salina and cytotoxicity against monkey kidney epithelial cells also showed the superiority of the esterified oil.

Graphical Abstract

Disclosure statement

The authors declare that they have no conflict of interest.

Additional information

Funding

The authors thank the Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - Brasil (CAPES) - Finance Code 001, CNPq and FAPERGS for scholarships and financial support.

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