Enzymatic de-glycosylation of rutin improves its antioxidant and antiproliferative activities

Author(s)

Melo Branco de Araujo, Maria Elisa ^[1] ; Moreira Franco, Yollanda E. ^[1] ; Alberto, Thiago Grando ^[1] ; Sobreiro, Mariana Alves ^[1] ; Conrado, Marco Aurelio ^[1] ; Priolli, Denise Goncalves ^[1] ; Frankland Sawaya, Alexandra C. H. ^[2] ; Ruiz, Ana Lucia T. G. ^[3] ; de Carvalho, Joao Ernesto ^[3] ; Carvalho, Patricia de Oliveira ^[1]

Affiliation

^[1] USF, Lab Multidisciplinary Res, BR-12916900 Braganca Paulista, SP - Brazil

^[2] Univ Estadual Campinas, UNICAMP, Inst Biol, Dept Plant Biol, BR-13083970 Campinas, SP - Brazil

^[3] Univ Estadual Campinas, Ctr Pluridisciplinar Pesquisas Quim Biol & Agr, BR-13083970 Paulinia, SP - Brazil

• Document type: Journal article
• Source: Food Chemistry; v. 141, n. 1, p. 266-273, NOV 1 2013.
• Web of Science Citations: 40

Abstract

Bioavailability and biological properties of flavonoid glycosides can be improved after the enzymatic hydrolysis of specific glycosyl groups. In this study, we evaluate the antioxidant and antiproliferative potential of rutin after enzymatic hydrolysis performed by alpha-L-rhamnosidases (hesperidinase from Penicillium sp. and naringinase from Penicillium decumbens) previously heated at 70 degrees C for 30 min to inactivate the undesirable beta-D-glucosidase activity. The highest in vitro antioxidant activity determined by DPPH radical scavenging was achieved with rutin hydrolyzed by hesperidinase. Rutin was predominantly bioconverted into quercetin-3-glucoside. There was no statistical difference between xanthine oxidase inhibition by rutin before and after hydrolysis. However, in vitro inhibitory activity against ten human tumor cell lines showed that hydrolyzed rutin exerted a more potent antiproliferative effect than quercetin and rutin on various cancer cell lines, specially glioma, and ovarian and breast adenocarcinomas. These results indicate that quercetin-3-glucoside could be a promising functional derivative obtained by rutin hydrolysis. (c) 2013 Elsevier Ltd. All rights reserved. (AU)

• FAPESP's process: 08/58035-6 - Control of lignin biosynthesis in sugar cane: many gaps still to be filled
• Grantee: Paulo Mazzafera
• Support type: Program for Research on Bioenergy (BIOEN) - Thematic Grants
• FAPESP's process: 09/09224-3 - Biotransformation and antioxidant properties of polyphenols
• Grantee: Patrícia de Oliveira Carvalho
• Support type: Regular Research Grants
• 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 type: Scholarships in Brazil - Scientific Initiation