Seven-membered vibsane-type diterpenes with a 5,10-cis relationship from Viburnum awabuki

Chemical & Pharmaceutical Bulletin
Yoshiyasu FukuyamaM Kodama

Abstract

New five seven-membered vibsane-type diterpenes named 5-epi-vibsanin C, 5-epi-vibsanin H, 5-epi-vibsanin K, 18-O-methyl-5-epi-vibsanin K and 5-epi-vibsanin E have been isolated from the leaves of Viburnum awabuki (Caplifoliaceae). Their structures have been elucidated by analyses of spectroscopic data and comparison of their spectral data with those of the previously known seven-membered vibsane-type diterpenes. The occurrence of these seven-membered vibsane-type diterpenes with a cis relationship on the C-5 and C-10 positions in nature have been predicted by conformational analysis of vibsanin B, an eleven-membered vibsane-type diterpene. Vibsanin C, 5-epi-vibsanin C and 5-epi-vibsanin H exhibited moderate cytotoxic activities on KB cells.

Citations

Jan 7, 2005·Chemical & Pharmaceutical Bulletin·Yoshiyasu FukuyamaKenichi Harada
Nov 6, 2018·Chemical Society Reviews·Zengsheng YinPauline Chiu
Sep 26, 2008·Chemistry & Biodiversity·Li-Qin WangYan Zhao
Mar 17, 2010·Chemistry & Biodiversity·Xiao-Yu WangXiao-Bo Li
Mar 8, 2014·Beilstein Journal of Organic Chemistry·Sebastian Krüger, Tanja Gaich
Feb 6, 2008·Organic Letters·Michael J Gallen, Craig M Williams
Mar 27, 2004·Journal of Natural Products·Ali A H El-GamalChang-Yih Duh
Jul 29, 2006·Journal of Natural Products·Yoshiyasu FukuyamaMiwa Kubo
Jan 24, 2004·Journal of Natural Products·Ya-Ching ShenChih-Hsin Wang

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