THE ABSOLUTE STEREOSTRUCTURE OF (4S, 5S)-(+)-GERMACRONE 4, 5-EPOXIDE FROM ZEDOARIAE RHIZOMA CULTIVATED IN YAKUSHIMA ISLAND

Minoru Yoshihara; Hirotaka Shibuya; Eisaku Kitano; Kazunori Yanagi; Isao Kitagawa

doi:10.1248/cpb.32.2059

Minoru Yoshihara, Hirotaka Shibuya, Eisaku Kitano, Kazunori Yanagi, Isao Kitagawa

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Keywords: β, γ-unsaturated ketone CD

JOURNAL FREE ACCESS

1984 Volume 32 Issue 5 Pages 2059-2062

DOI https://doi.org/10.1248/cpb.32.2059

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Abstract

(4S, 5S)-(+)-Germacrone 4, 5-epoxide (2) has been isolated as a characteristic constituent from Zedoariae Rhizoma, the air-dried zedoary cultivated in Yakushima Island in Japan, and the absolute stereostructure (2) has been determined from the spectral properties, X-ray analysis, and CD spectra. The epoxide (2) seems to be a biogenetically key compound for various germacrane-sesquiterpenoids in zedoary.

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