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Journal of Natural Medicines

, Volume 72, Issue 1, pp 357–363 | Cite as

Production of an emericellin and its analogues as fungal biological responses for Shimbu-to extract

  • Nobuhiro Inoue
  • Daigo Wakana
  • Hisashi Takeda
  • Takashi Yaguchi
  • Tomoo HosoeEmail author
Note
  • 218 Downloads

Abstract

This research examined the production of fungal metabolites as a biological response to Kampo medicines. Shimbu-to (SMB) is a Kampo medicine composed of five herbal components: peony root (Shakuyaku), ginger (Shokyo), processed aconite root (Bushi), Poria sclerotium (Bukuryo), and Atractylodes lancea rhizomes (Sojutsu). High-performance liquid chromatography (HPLC) analysis of the fungus Aspergillus nidulans CBS 112.46 incubated in potato dextrose broth supplemented with SMB extract revealed emericellin (2) as the major peak and new xanthone analogues 24-hydroxyshamixanthone (1), shamixanthone (3), epishamixanthone (4), pre-shamixanthone (5), and variecoxanthone A (6) as minor peaks. The structure of 1 was determined by detailed analysis of 1D-NMR, 2D-NMR, and MS data. The results suggest that SMB extract regulates the biosynthesis of emericellin and its analogues in A. nidulans. Further investigations revealed that glucose induces the biosynthesis of emericellin and its analogues in A. nidulans in a concentration-dependent manner.

Keywords

Shimbu-to Aspergillus nidulans Xanthone Emericellin Glucose 

Notes

Acknowledgements

This study was supported by the Japan Society for the Promotion of Science (JSPS; Grant number 15K08005).

Supplementary material

11418_2017_1156_MOESM1_ESM.tif (61 kb)
Fig. S1 HPLC chromatograms of mycelia extracts obtained from A. nidulans cultured on PD broth with supplements indicated below, monitored at UV 300 nm. (a) SMB, (b) CHCl3 lay. (c) AcOEt lay. (d) 1-BuOH lay. (e) H2O lay. (f) none. (TIFF 60 kb)
11418_2017_1156_MOESM2_ESM.tif (33 kb)
Fig. S2 HPLC analysis of emericellin produced by A. nidulans cultured on PDB with SMB. Fractions obtained by column chromatography of the water fraction using a DIAION HP21 column. (TIFF 33 kb)
11418_2017_1156_MOESM3_ESM.tif (40 kb)
Fig. S3 HPLC analysis of sugar with RI detection. (a) SMB H2O Fr., (b) Fructose (tR = 8.4 min), (c) Glucose (tR = 9.0 min), (d) Sucrose (tR = 10.7 min). (TIFF 40 kb)

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Copyright information

© The Japanese Society of Pharmacognosy and Springer Japan KK, part of Springer Nature 2017

Authors and Affiliations

  1. 1.Department of Organic ChemistryHoshi UniversityTokyoJapan
  2. 2.Medical Mycology Research Center (MMRC)Chiba UniversityChibaJapan

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