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Paper | Regular issue | Vol 78, No. 6, 2009, pp.1453-1462
Published online, 30th January, 2009
DOI: 10.3987/COM-08-11624
New Cytotoxic Nor- and Bisnorditerpene Dilactones, Makilactones A-D, from Podocarpus macrophyllus D. Don

Kimihiko Sato, Keito Sugawara, Hirono Takeuchi, Hyun-Sun Park, Toshiyuki Akiyama, Tetsuo Koyama, Haruhiko Fukaya, Yutaka Aoyagi, and Koichi Takeya*

*School of Pharmacy, Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan

Abstract

Four new nor- and bisnorditerpene dilactones, makilactones A-D, were isolated from a MeOH extract of bark and root of Podocarpus macrophyllus D. Don (Podocarpaceae) with three known diterpene dilactones. The structures of the new nor- and bisnorditerpene dilactones having a 7:8, 9:11-dienolide moiety were determined by the spectroscopic studies, including 1D and 2D NMR spectral analysis, and single crystal X-Ray crystallographic analysis. Two of the presently isolated compounds were shown to be very strongly cytotoxic.