Evaluation of the biological properties of limonene biotransformation products

• Grant number: 16/21619-7
• Support Opportunities: Regular Research Grants
• Start date: September 01, 2017
• End date: November 30, 2019
• Field of knowledge: Agronomical Sciences - Food Science and Technology - Food Science
• Principal Investigator: Juliano Lemos Bicas
• Grantee: Juliano Lemos Bicas
• Host Institution: Faculdade de Engenharia de Alimentos (FEA). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil
• Associated researchers: Ana Lúcia Tasca Gois Ruiz ; Cinthia Baú Betim Cazarin ; Glaucia Maria Pastore ; Mário Roberto Maróstica Junior

Abstract

One of the main trends for obtaining aroma compounds is based on the microbial biotransformation of terpenes, a method capable of selectively generating substances considered "natural". This fact results in a large industrial interest in these bioprocesses. Brazil has high availability of terpene substrates at low prices, and, in recent years, this country has become internationally prominent in the scientific and academic development in this area. The growing research on the biological potential of limonene, major component of oil of orange peel, and its derivatives has increased the interest in such products. Therefore, this project aims to study the biological effect of limonene biotransformation products, whose production processes are well established in our research group, particularly for the enantiomers [R - (+) and S - (-)] of ± -terpineol and limonene-1,2-diol. After being produced, such compounds will be evaluated for their potential anti-proliferative in tumor cell lines, as well as their effect on experimental model of intestinal inflammation induction. The main expected results are: i) the discovery of new biological properties derived from the biotransformation of limonene, particularly limonene-1,2-diol, for which no biological property has been previously reported; ii) the identification of possible differences in terms of biological activity for enantiomers of ±-terpineol; iii) studies on the anti-inflammatory activity of monoterpenes and (iv) strengthening of collaborative networks of researchers in this area. (AU)

Scientific publications

(14)

(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)

SALES, ADONES; PAULINO, BRUNO NICOLAU; PASTORE, GLAUCIA MARIA; BICAS, JULIANO LEMOS. Biogeneration of aroma compounds. CURRENT OPINION IN FOOD SCIENCE, v. 19, n. SI, p. 77-84, FEB 2018. (16/21619-7)

MADUREIRA DE MEDEIROS, TIAGO DANIEL; ALEXANDRINO, THAIS DOLFINI; PASTORE, GLAUCIA MARIA; BICAS, JULIANO LEMOS. Extraction and purification of limonene-1,2-diol obtained from the fungal biotransformation of limonene. Separation and Purification Technology, v. 254, JAN 1 2021. (16/21619-7)

PAULINO, BRUNO N.; SILVA, GLORIA N. S.; ARAUJO, FABIO F.; NERI-NUMA, IRAMAIA A.; PASTORE, GLAUCIA M.; BICAS, JULIANO L.; MOLINA, GUSTAVO. Beyond natural aromas: The bioactive and technological potential of monoterpenes. TRENDS IN FOOD SCIENCE & TECHNOLOGY, v. 128, p. 14-pg., 2022-08-26. (16/21619-7, 20/06814-3, 20/15163-6)

SALES, ADONES; PASTORE, GLAUCIA MARIA; BICAS, JULIANO LEMOS. Optimization of limonene biotransformation to limonene-1,2-diol by Colletotrichum nymphaeae CBMAI 0864. Process Biochemistry, v. 86, p. 25-31, NOV 2019. (16/21619-7)

PAULINO, BRUNO N.; SALES, ADONES; FELIPE, LORENA DE OLIVEIRA; PASTORE, GLAUCIA M.; MOLINA, GUSTAVO; BICAS, JULIANO L.. Biotechnological production of non-volatile flavor compounds. CURRENT OPINION IN FOOD SCIENCE, v. 41, p. 26-35, OCT 2021. (15/50333-1, 16/21619-7)

PAULINO, BRUNO N.; MOLINA, GUSTAVO; PASTORE, GLAUCIA M.; BICAS, JULIANO L.. Current perspectives in the biotechnological production of sweetening syrups and polyols. CURRENT OPINION IN FOOD SCIENCE, v. 41, p. 36-43, OCT 2021. (15/50333-1, 16/21619-7)

ALEXANDRINO, THAIS DOLFINI; TOMAZINI MUNHOZ MOYA, AMANDA MARIA; MADUREIRA DE MEDEIROS, TIAGO DANIEL; MORARI, JOSEANE; VELLOSO, LICIO AUGUSTO; LEAL, RAQUEL FRANCO; MAROSTICA, MARIO ROBERTO; PASTORE, GLAUCIA MARIA; BETIM CAZARIN, CINTHIA BAU; BICAS, JULIANO LEMOS. Anti-inflammatory effects of monoterpenoids in rats with TNBS-induced colitis. PHARMANUTRITION, v. 14, DEC 2020. (16/21619-7, 15/50333-1, 15/13320-9, 18/11069-5)

SALES, ADONES; MOREIRA, RAFAEL CHELALA; PASTORE, GLAUCIA MARIA; BICAS, JULIANO LEMOS. Establishment of culture conditions for bio-transformation of R-(+)-limonene to limonene-1,2-diol by Colletotrichum nymphaeae CBMAI. Process Biochemistry, v. 78, p. 8-14, MAR 2019. (16/21619-7)

SALES, ADONES; AFONSO, LUANA FERREIRA; AMERICO, JULIANA ALVES; REBELO, MAURO DE FREITAS; PASTORE, GLAUCIA MARIA; BICAS, JULIANO LEMOS. Monoterpene biotransformation by Colletotrichum species. Biotechnology Letters, v. 40, n. 3, p. 561-567, MAR 2018. (16/21619-7)

MOLINA, GUSTAVO; PESSOA, MARINA G.; BICAS, JULIANO L.; FONTANILLE, PIERRE; LARROCHE, CHRISTIAN; PASTORE, GLAUCIA M.. Optimization of limonene biotransformation for the production of bulk amounts of alpha-terpineol. Bioresource Technology, v. 294, DEC 2019. (16/21619-7)

FELIPE, LORENA DE OLIVEIRA; BICAS, JULIANO LEMOS; MOREIRA, RAFAEL CHELALA; ALEXANDRINO, THAIS DOLFINI; CHANGWATCHAI, TEETACH; NAKAJIMA, MITSUTOSHI; NEVES, MARCOS A.. Elaboration and Properties of an Oil-in-Water Nanoemulsion Loaded with a Terpene-Enriched Oil Mixture Obtained Biotechnologically. ACS AGRICULTURAL SCIENCE & TECHNOLOGY, v. 1, n. 6, p. 9-pg., 2021-12-20. (20/06814-3, 16/21619-7)

SALES, ADONES; FELIPE, LORENA DE OLIVEIRA; BICAS, JULIANO LEMOS. Production, Properties, and Applications of alpha-Terpineol. Food and Bioprocess Technology, v. 13, n. 8, MAY 2020. (16/21619-7)

SALES, ADONES; PAULINO, BRUNO NICOLAU; PASTORE, GLAUCIA MARIA; BICAS, JULIANO LEMOS. Biogeneration of aroma compounds. CURRENT OPINION IN FOOD SCIENCE, v. 19, p. 8-pg., 2018-02-01. (16/21619-7)

ALEXANDRINO, THAIS DOLFINI; DE MEDEIROS, TIAGO DANIEL MADUREIRA; RUIZ, ANA LUCIA TASCA GOIS; FAVARO, DENIZE CRISTINA; PASTORE, GLAUCIA MARIA; BICAS, JULIANO LEMOS. Structural properties and evaluation of the antiproliferative activity of limonene-1,2-diol obtained by the fungal biotransformation of R-(+)- and S-(-)-limonene. CHIRALITY, v. 34, n. 6, p. 7-pg., 2022-04-14. (20/06814-3, 16/21619-7)