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

doi:10.1016/S0040-4020(98)83045-7

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 journal › Article › peer-review

70 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 language	English
Pages (from-to)	11877-11886
Number of pages	10
Journal	Tetrahedron
Volume	54
Issue number	39
DOIs	https://doi.org/10.1016/S0040-4020(98)83045-7
Publication status	Published - 1998 Sep 24
Externally published	Yes

Keywords

Diterpenoids
Fungi
Nerve growth factor synthesis

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4020(98)83045-7

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Scabronines B, C, D, E and F, novel diterpenoids showing stimulating activity of nerve growth factor-synthesis, from the mushroom Sarcodon scabrosus. / Kita, Takako; Takaya, Yoshiaki; Oshima, Yoshiteru; Ohta, Tomihisa; Aizawa, Koichi; Hirano, Takaaki; Inakuma, Takahiro.

In: Tetrahedron, Vol. 54, No. 39, 24.09.1998, p. 11877-11886.

Research output: Contribution to journal › Article › peer-review

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AU - Kita, Takako

AU - Takaya, Yoshiaki

AU - Oshima, Yoshiteru

AU - Ohta, Tomihisa

AU - Aizawa, Koichi

AU - Hirano, Takaaki

AU - Inakuma, Takahiro

PY - 1998/9/24

Y1 - 1998/9/24

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AB - 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.

KW - Diterpenoids

KW - Fungi

KW - Nerve growth factor synthesis

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

Abstract

Keywords

ASJC Scopus subject areas

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