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Note | Regular issue | Vol 63, No. 1, 2004, pp.129-136
Published online, 10th November, 2003
DOI: 10.3987/COM-03-9917
A New Resveratrol Hexamer from Upuna borneensis

Tetsuro Ito,* Toshiyuki Tanaka, Zulfiqar Ali, Yukihiro Akao, Yoshinori Nozawa, Yoshikazu Takahashi, Ryuichi Sawa, Ken-ichi Nakaya, Jin Murata, Dedy Darnaedi, and Munekazu Iinuma

*Gifu Prefectrual Institute of Health and Environmental Sciences, 1-1 Nakafudogaoka, Kakamigahara, Gifu 504-0838, Japan

Abstract

A new resveratrol hexamer, upunaphenol A, was isolated from an acetone soluble part of stem of Upuna borneensis (Dipterocarpaceae). The structure, which has twelve asymmetric carbon atoms on the partial structures of a dibenzobicyclo[3.2.1]octadiene ring and four dihydrobenzofuran rings, was determined by spectral analysis including 1D and 2D NMR spectral experiments. Resveratrol and four known resveratrol oligomers, ampelopsin F, isoampelopsin F, vaticanols C and B, were also isolated. Upunaphenol A was found to suppress cell growth in HL60 cells through induction of apoptosis with IC50 at 9.2 μM.