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Archives of Pharmacal Research

, Volume 40, Issue 2, pp 152–158 | Cite as

Annulohpoxylotol A and B, new sesquiterpenoids from the endophytic fungus Annulohypoxylon truncatum, are natural NF-κB inhibitors

  • Wei Li
  • Ya Nan Sun
  • Changyeol Lee
  • Sung Hee Bang
  • Soonok Kim
  • Jin Yeul MaEmail author
  • Young Ho KimEmail author
  • Sang Hee ShimEmail author
Research Article

Abstract

Two sesquiterpenoids, annulohpoxylotol A and B, were isolated along with five sterols from an ethyl acetate extract of cultures of the endophytic fungus Annulohypoxylon truncatum growing on leaves of Zizania caduciflora. The structures of the isolated compounds were established using one-dimensional (1D) and two-dimensional (2D)-NMR and mass spectrometry. The nuclear factor-kappa B (NF-κB) inhibitory activities of the isolated compounds stimulated with tumor necrosis factor-alpha (TNF-α) were measured using a luciferase reporter system. Annulohpoxylotol A (1) significantly inhibited NF-κB activation in a dose-dependent manner, with an IC50 of 7.11 μM, whereas annulohpoxylotol B (2) and ergone (7) moderately inhibited NF-κB transcriptional activity, with IC50 values of 19.24 and 17.51 μM, respectively.

Keywords

Annulohypoxylon truncatum Sesquiterpenoid Endophytic fungus NF-κB 

Notes

Acknowledgements

This research was supported by a Grant (K16281) awarded to the Korean Institute of Oriental Medicine by the Ministry of Education, Science and Technology (MEST); Priority Research Centers Program through the National Research Foundation (NRF) funded by the Ministry of Education, Science, and Technology (NRF-2016R1A6A1A03007648), and also supported by Basic Science Research Programs through NRF funded by the Ministry of Education (Grant No. NRF-2015R1D1A1A01057914).

Supplementary material

12272_2016_865_MOESM1_ESM.pdf (1.2 mb)
Supplementary material 1 (PDF 1274 kb). 1H, 13C NMR, HMQC, HMBC, COSY, NOESY, and HR-ESI–MS spectra of compounds 1 and 2 are available as Supplementary Information

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Copyright information

© The Pharmaceutical Society of Korea 2016

Authors and Affiliations

  1. 1.Korean Medicine (KM) Application CenterKorea Institute of Oriental MedicineDaeguRepublic of Korea
  2. 2.College of PharmacyChungnam National UniversityDaejeonRepublic of Korea
  3. 3.College of PharmacyDuksung Women’s UniversitySeoulRepublic of Korea
  4. 4.National Institute of Biological ResourcesIncheonRepublic of Korea

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