Scabronines B, C, D, E and F, novel diterpenoids showing stimulating activity of nerve growth factor-synthesis, from the mushroom Sarcodon scabrosus

Takako Kita, Yoshiaki Takaya, Yoshiteru Oshima, Tomihisa Ohta, Koichi Aizawa, Takaaki Hirano, Takahiro Inakuma

Research output: Contribution to journalArticlepeer-review

69 Citations (Scopus)

Abstract

Novel cyathane-type diterpenoids, scabronines B - F (1 - 5) were isolated from the mushroom Sarcodon scabrosus. Their structures were determined by interpretation of their spectral data and chemical transformation. The absolute stereochemistry of scabronine C (2) was confirmed by the exciton chirality method, and the chemical transformation of scabronines B, C and D (1, 2 and 3) clarified their absolute structures. The absolute stereochemistries of scabronines E and F (4 and 5) were determined by comparison of their CD spectra with that of erinacine A (7). Among these compounds, scabronines B, C and E (1, 2 and 4) exhibit stimulating activity of the synthesis of a nerve growth factor.

Original languageEnglish
Pages (from-to)11877-11886
Number of pages10
JournalTetrahedron
Volume54
Issue number39
DOIs
Publication statusPublished - 1998 Sep 24

Keywords

  • Diterpenoids
  • Fungi
  • Nerve growth factor synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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