PMID- 21210103
OWN - NLM
STAT- MEDLINE
DCOM- 20110620
LR  - 20131121
IS  - 1432-0614 (Electronic)
IS  - 0175-7598 (Linking)
VI  - 90
IP  - 1
DP  - 2011 Apr
TI  - Pycnoporus laccase-mediated bioconversion of rutin to oligomers suitable for 
      biotechnology applications.
PG  - 97-105
LID - 10.1007/s00253-010-3075-4 [doi]
AB  - The Pycnoporus fungi are white-rot basidiomycetes listed as food- and 
      cosmetic-grade microorganisms. Three high redox potential laccases from 
      Pycnoporus coccineus and Pycnoporus sanguineus were tested and compared, with the 
      commercial Suberase(R) as reference, for their ability to synthesise natural active 
      oligomers from rutin (quercetin-3-rutinoside, one of the best-known naturally 
      occurring flavonoid glycosides). The aim of this work was to develop a process 
      with technical parameters (solvent, temperature, reaction time and raw materials) 
      that were easy to scale up for industrial production and compatible with cosmetic 
      and pharmaceutical formulation guidelines. The aqueous mixture of 
      glycerol/ethanol/buffer described in this study met this requirement and allowed 
      the solubilisation of rutin and its oxidative bioconversion into oligomers. The 
      four flavonoid oligomer mixtures synthesised using laccases as catalysts were 
      analysed by high performance liquid chromatography-diode array detection-negative 
      electrospray ionisation-multistage mass spectrometry. Their chromatographic 
      elution profiles were compared and 16 compounds were characterised and identified 
      as dimers and trimers of rutin. The oligorutins were different in Suberase(R) and 
      Pycnoporus laccase reaction mixtures. They were evaluated for their antioxidant, 
      anti-inflammatory and anti-ageing activities on specific enzymatic targets such 
      as cyclooxygenase (COX-2) and human matrix metalloproteinase 3 (MMP-3). Expressed 
      in terms of IC(50), the flavonoid oligomers displayed a 2.5- to 3-fold higher 
      superoxide scavenging activity than monomeric rutin. Pycnoporus laccase and 
      Suberase(R) oligorutins led to an inhibition of COX-2 of about 35% and 70%, 
      respectively, while monomeric rutin showed a near-negligible inhibition effect, 
      less than about 10%. The best results on MMP-3 activity were obtained with rutin 
      oligomers from P. sanguineus IMB W006-2 laccase and Suberase(R) with about 70-75% 
      inhibition.
FAU - Uzan, Eva
AU  - Uzan E
AD  - UMR 1163 INRA de Biotechnologie des Champignons Filamenteux, ESIL, Case 925, 163 
      Avenue de Luminy, 13288, Marseille Cedex 09, France.
FAU - Portet, Benedicte
AU  - Portet B
FAU - Lubrano, Christian
AU  - Lubrano C
FAU - Milesi, Sandrine
AU  - Milesi S
FAU - Favel, Anne
AU  - Favel A
FAU - Lesage-Meessen, Laurence
AU  - Lesage-Meessen L
FAU - Lomascolo, Anne
AU  - Lomascolo A
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20110106
PL  - Germany
TA  - Appl Microbiol Biotechnol
JT  - Applied microbiology and biotechnology
JID - 8406612
RN  - 0 (Antioxidants)
RN  - 0 (Enzyme Inhibitors)
RN  - 0 (Fungal Proteins)
RN  - 0 (Matrix Metalloproteinase Inhibitors)
RN  - 5G06TVY3R7 (Rutin)
RN  - EC 1.10.3.2 (Laccase)
RN  - EC 1.14.99.1 (Cyclooxygenase 2)
RN  - EC 1.14.99.1 (PTGS2 protein, human)
RN  - EC 3.4.24.17 (Matrix Metalloproteinase 3)
SB  - IM
MH  - Antioxidants/chemistry/metabolism/pharmacology
MH  - Biotechnology
MH  - Biotransformation
MH  - Cyclooxygenase 2/metabolism
MH  - Enzyme Inhibitors/chemistry/metabolism/pharmacology
MH  - Fungal Proteins/*metabolism
MH  - Humans
MH  - Laccase/*metabolism
MH  - Matrix Metalloproteinase 3/metabolism
MH  - Matrix Metalloproteinase Inhibitors
MH  - Molecular Structure
MH  - Pycnoporus/chemistry/enzymology/*metabolism
MH  - Rutin/chemistry/*metabolism/pharmacology
EDAT- 2011/01/07 06:00
MHDA- 2011/06/21 06:00
CRDT- 2011/01/07 06:00
PHST- 2010/10/12 00:00 [received]
PHST- 2010/12/10 00:00 [accepted]
PHST- 2010/12/02 00:00 [revised]
PHST- 2011/01/07 06:00 [entrez]
PHST- 2011/01/07 06:00 [pubmed]
PHST- 2011/06/21 06:00 [medline]
AID - 10.1007/s00253-010-3075-4 [doi]
PST - ppublish
SO  - Appl Microbiol Biotechnol. 2011 Apr;90(1):97-105. doi: 10.1007/s00253-010-3075-4. 
      Epub 2011 Jan 6.