Locomotor-Reducing Effects and Structural Characteristics of Inhaled Zerumbone and Tetrahydrozerumbone Derivatives

Kakuyou Ogawa; Takashi Miyoshi; Takashi Kitayama; Michiho Ito

doi:10.1248/bpb.b14-00314

Notes

Locomotor-Reducing Effects and Structural Characteristics of Inhaled Zerumbone and Tetrahydrozerumbone Derivatives

Kakuyou Ogawa, Takashi Miyoshi, Takashi Kitayama, Michiho Ito

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Keywords: zerumbone, tetrahydrozerumbone, sedative effect, inhalation, structure–activity relationship

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Supplementary material

2014 Volume 37 Issue 9 Pages 1559-1563

DOI https://doi.org/10.1248/bpb.b14-00314

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Abstract

Zerumbone 1 is an 11-membered cyclic sesquiterpene obtained from the rhizomes of Zingiber zerumbet SMITH (Zingiberaceae). In this study, we investigated the structure–activity relationship of 1, α-humulene (2), tetrahydrozerumbone stereoisomers (3–5), and tetrahydrozerumbone derivatives (6–9). The oxygen-containing functional groups and the configurations at C1 and C2 contributed to the spontaneous locomotor activity reduction of zerumbone 1 and derivatives 2–9.

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