Biotransformation of α-mangostin by Colletotrichum sp. MT02 and Phomopsis euphorbiae K12

Panarat Arunrattiyakorn, Nuttika Suwannasai, Thammarat Aree, Somdej Kanokmedhakul, Hideyuki Ito, Hiroshi Kanzaki

Research output: Contribution to journalArticle

6 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)174-179
Number of pages6
JournalJournal of Molecular Catalysis B: Enzymatic
Volume102
DOIs
Publication statusPublished - 2014

Fingerprint

Colletotrichum
Biotransformation
Metabolites
Garcinia mangostana
Xanthenes
MCF-7 Cells
Mycobacterium tuberculosis
Fungi
X-Rays
Breast Neoplasms
Cell Line
Cytotoxicity
Cells
X rays
mangostin
Substrates
xanthone

Keywords

  • Biotransformation
  • Colletotrichum sp.
  • Phomopsis euphorbiae
  • Prenylated xanthone
  • α-Mangostin

ASJC Scopus subject areas

  • Biochemistry
  • Bioengineering
  • Catalysis
  • Process Chemistry and Technology

Cite this

Biotransformation of α-mangostin by Colletotrichum sp. MT02 and Phomopsis euphorbiae K12. / Arunrattiyakorn, Panarat; Suwannasai, Nuttika; Aree, Thammarat; Kanokmedhakul, Somdej; Ito, Hideyuki; Kanzaki, Hiroshi.

In: Journal of Molecular Catalysis B: Enzymatic, Vol. 102, 2014, p. 174-179.

Research output: Contribution to journalArticle

Arunrattiyakorn, Panarat ; Suwannasai, Nuttika ; Aree, Thammarat ; Kanokmedhakul, Somdej ; Ito, Hideyuki ; Kanzaki, Hiroshi. / Biotransformation of α-mangostin by Colletotrichum sp. MT02 and Phomopsis euphorbiae K12. In: Journal of Molecular Catalysis B: Enzymatic. 2014 ; Vol. 102. pp. 174-179.
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