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Review | Regular issue | Vol 81, No. 7, 2010, pp.1571-1602
Published online, 28th April, 2010
DOI: 10.3987/REV-10-671
■ Chemistry and Biological Activities of Vibsane-Type Diterpenoids

Yoshiyasu Fukuyama,* Miwa Kubo, Tomoyuki Esumi, Kenichi Harada, and Hideaki Hioki

*Faculty of Pharmaceutical Sciences, Tokushima Bunri University, 180 Nishihamabouji, Yamashiro-machi, Tokushima, 770-8514, Japan

Abstract

This review focuses on the structural diversity, biological activities and synthesis of vibsane-type diterpenoids. Vibsane-type diterpenoids are considered to be rarely occurring natural products because they have been found exclusively in a few Viburnum species such as V. awabuki, V. odoratissimum, and V. suspensum. These diterpenoids are further classified into 11-membered ring, 7-membered ring, and rearranged (neovibsanin) types, and therefore, their chemical diversity forms a unique chemical library. We describe the absolute stereochemistry of the typical 11-membered ring vibsanins B and F, a variety of vibsane-type diterpenoids, the chemical correlations between the three subtypes, their biological activities, and the synthesis of vibsanin F and neovibsanin B.