Novel Guaiane-and Secoguaiane-Type Sesquiterpenes from Alpinia japonica (THUNB.) MIQ.

HIDEJI ITOKAWA; HIROSHI MORITA; KENJI OSAWA; KINZO WATANABE; YOICHI IITAKA

doi:10.1248/cpb.35.2849

Novel Guaiane-and Secoguaiane-Type Sesquiterpenes from Alpinia japonica (THUNB.) MIQ.

HIDEJI ITOKAWA, HIROSHI MORITA, KENJI OSAWA, KINZO WATANABE, YOICHI IITAKA

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Keywords: Alpinia japonica, Zingiberaceae, sesquiterpene, guaiane, secoguaiane, peroxide, X-ray analysis, ¹³C-NMR, biosynthesis

JOURNAL FREE ACCESS

1987 Volume 35 Issue 7 Pages 2849-2859

DOI https://doi.org/10.1248/cpb.35.2849

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Abstract

Three novel guaiane-type sesquiterpenes, hanalpinone (I), isohanalpinone (II), and alpinenone (III), and two novel secoguaiane-type sesquiterpenes, alpinolide peroxide (IV) and 6-hydroxyalpinolide (V) have been isolated from the rhizomes of Alpinia japonica. Their structures were determined by spectroscopic methods, chemical conversions, and X-ray analysis. Their biosynthetic relationships with previously identified sesquiterpenes from Alpinia japonica are discussed.

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