Total Synthesis and Cytotoxicity of (+)-and (-)-Goniodiol and 6-epi-Goniodiol. Construction of. ALPHA.,. BETA.-Unsaturated Lactones by Ring-Closing Metathesis

K Nakashima, N Kikuchi, D Shirayama, T Miki…

文献索引：Nakashima, Katsuyuki; Kikuchi, Naoki; Shirayama, Daisuke; Miki, Takuo; Ando, Kazuhiro; Sono, Masakazu; Suzuki, Shinya; Kawase, Masaki; Kondoh, Masuo; Sato, Masao; Tori, Motoo Bulletin of the Chemical Society of Japan, 2007 , vol. 80, # 2 p. 387 - 394

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被引用次数: 16

摘要

(+)-Goniodiol, a potent and selective cytotoxin, and (−)-6-epi-goniodiol, as well as their enantiomers, have been synthesized starting from cinnamyl alcohol. The key steps of the synthesis were Sharpless asymmetric epoxidation and cyclization of an acrylate derivative using ring-closing metathesis reaction. The cytotoxicity of both enantiomers of goniodiol and 6-epi-goniodiol against HL-60 cells was examined.