Enzymatic Hydrolysis of Rutin: Evaluation of Kinetic Parameters and Anti-Proliferative, Mutagenic and Anti-Mutagenic Effects

Author(s)

Sobreiro, Mariana Alves ; Della Torre, Adriana ; de Araujo, Maria Elisa Melo Branco ; Canella, Paula Renata Bueno Campos ; de Carvalho, Joao Ernesto ; Carvalho, Patricia de Oliveira ; Ruiz, Ana Lucia Tasca Gois

• Document type: Journal article
• Source: LIFE-BASEL; v. 13, n. 2, p. 14-pg., 2023-02-01.

Abstract

The bioavailability of glucoside flavonoids is influenced by the nature of the sugar, glucosides being absorbed faster than rhamnoglucosides, for example. One strategy to enhance the bioavailability is enzymatic hydrolysis. In this study, some kinetic parameters of hesperidinase-mediated hydrolysis of rutin were evaluated using an UHPLC/QTOF-MSE analysis of the products of a bioconversion reaction. The resulting hydrolyzed rutins (after 4, 8 and 12 h of reaction) were submitted to anti-proliferative and Cytokinesis-Block Micronucleus (CBMN) assays in CHO-K1 cells. In the hesperidinase-mediated hydrolysis, the final concentration of quercetin-3-O-glucoside (Q3G) was directly proportional to the rutin concentration and inversely proportional to the reaction time. At an anti-proliferative concentration (2.5 mu g/mL), hydrolyzed rutin derivatives did not show a mutagenic effect, except for the sample with a higher content of Q3G (after 4 h of the enzymatic hydrolysis of rutin). Moreover, the higher Q3G content in hydrolyzed rutin protected the CHO-K1 cells 92% of the time against methyl methanesulfonate-induced mutagenic damage. These results suggested that the anti-mutagenic effect of hydrolyzed rutin might be related to antioxidant and cell death induction. Presenting a good lipophilicity/hydrophilicity ratio, together with antioxidant and anti-mutagenic activities, the hesperidinase-mediated hydrolyzed rutin seemed to be a promisor raw material for the development of food supplements. (AU)

• FAPESP's process: 11/12394-8 - IN VITRO EVALUATION OF ANTIOXIDANT AND ANTIMUTAGENIC ACTIVITIES OF FLAVONOID GLYCOSIDES AND THEIR ACLYCONE
• Grantee: Mariana Alves Sobreiro
• Support Opportunities: Scholarships in Brazil - Scientific Initiation
• FAPESP's process: 11/03540-0 - Baccharis trimera (Less.) DC. essential oil: phytochemical study and in vitro evaluation of antiproliferative and mutagenic activities
• Grantee: Adriana Della Torre
• Support Opportunities: Scholarships in Brazil - Master
• FAPESP's process: 11/01114-4 - Antiproliferative and (anti)hormonal activities of extracts and fractions obtained from some Mentha species
• Grantee: Ana Lúcia Tasca Gois Ruiz
• Support Opportunities: Regular Research Grants
• FAPESP's process: 09/09224-3 - Biotransformation and antioxidant properties of polyphenols
• Grantee: Patrícia de Oliveira Carvalho
• Support Opportunities: Regular Research Grants
• FAPESP's process: 13/13196-0 - Baccharis trimera (Less.) DC. essential oil: genotoxicity, mutagenicity and metabolism studies
• Grantee: Adriana Della Torre
• Support Opportunities: Scholarships in Brazil - Doctorate