Publication: Biotransformation of α-mangostin by Colletotrichum sp. MT02 and Phomopsis euphorbiae K12
2
0
Issued Date
2014
Resource Type
File Type
application/pdf
ISSN
13811177
Other identifier(s)
2-s2.0-84896280271
Rights Holder(s)
Scopus
Bibliographic Citation
Journal of Molecular Catalysis B: Enzymatic. Vol 102, (2014), p.174-179
Suggested Citation
Arunrattiyakorn P., Suwannasai N., Aree T., Kanokmedhakul S., Ito H., Kanzaki H. Biotransformation of α-mangostin by Colletotrichum sp. MT02 and Phomopsis euphorbiae K12. Journal of Molecular Catalysis B: Enzymatic. Vol 102, (2014), p.174-179. doi:10.1016/j.molcatb.2014.02.010 Retrieved from: https://hdl.handle.net/20.500.14740/6309
Abstract
The microbial transformation of the major mangosteen pericarp xanthone, α-mangostin (1) by the endophytic fungi Colletotrichum sp. MT02 and Phomopsis euphorbiae K12 resulted in the production of the five metabolites 2-6. Biotransformation with Colletotrichum sp. MT02 converted 1 into 17,18-dihydroxymangostanin (2) and cyclomangostanin (3), while incubation with P. euphorbiae K12 gave 12,13,20-trihydroxymangostin (4), 12,13,19- trihydroxymangostin (5), and 20-hydroxymangostanin (6) as transformation products. The structures of these metabolites were elucidated via spectroscopic analyses, and for compound 3, the structure was confirmed by X-ray crystallographic analysis. All metabolites are new, and metabolite 3 possessed an unusual structure of bis-ring fused xanthene in nature. In addition, substrate and all products were evaluated for the antimycobacterial activity against Mycobacterium tuberculosis as well as the cytotoxicity against breast cancer (MCF-7) cell lines. © 2014 Elsevier B.V.
Subject(s)
Bioconversion
Biomolecules
Cell culture
Spectroscopic analysis
X ray crystallography
Antimycobacterial activity
Biotransformation
Colletotrichum sp
Microbial transformation
Mycobacterium tuberculosis
Phomopsis
Prenylated xanthone
X-ray crystallographic analysis
Metabolites
12,13,19 trihydroxymangostin
12,13,20 trihydroxymangostin
17,18 dihydroxymangostanin
20 hydroxymangostanin
Alpha mangostin
Antiinfective agent
Cyclomangostanin
Doxorubicin
Tamoxifen
Unclassified drug
Xanthone derivative
Antimicrobial activity
Article
Biotransformation
Carbon nuclear magnetic resonance
Colletotrichum
Cytotoxicity
Enzyme structure
Enzyme substrate
Enzyme synthesis
Fungal strain
Fungus
Fungus isolation
Garcinia mangostana
IC 50
Incubation time
Nonhuman
Nucleotide sequence
Olive tree
Phomopsis euphorbiae
Proton nuclear magnetic resonance
X ray crystallography
Biomolecules
Cell culture
Spectroscopic analysis
X ray crystallography
Antimycobacterial activity
Biotransformation
Colletotrichum sp
Microbial transformation
Mycobacterium tuberculosis
Phomopsis
Prenylated xanthone
X-ray crystallographic analysis
Metabolites
12,13,19 trihydroxymangostin
12,13,20 trihydroxymangostin
17,18 dihydroxymangostanin
20 hydroxymangostanin
Alpha mangostin
Antiinfective agent
Cyclomangostanin
Doxorubicin
Tamoxifen
Unclassified drug
Xanthone derivative
Antimicrobial activity
Article
Biotransformation
Carbon nuclear magnetic resonance
Colletotrichum
Cytotoxicity
Enzyme structure
Enzyme substrate
Enzyme synthesis
Fungal strain
Fungus
Fungus isolation
Garcinia mangostana
IC 50
Incubation time
Nonhuman
Nucleotide sequence
Olive tree
Phomopsis euphorbiae
Proton nuclear magnetic resonance
X ray crystallography