Isolation and Total Syntheses of Cytotoxic Cryptolactones A1, A2, B1, and B2: 伪,尾-Unsaturated 未-Lactones from a Cryptomyzus sp. Aphid

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• 作者：Mitsuyo Horikawa ; Makoto Inai ; Yuki Oguri ; Eri Kuroda ; Masami Tanaka ; Shinya Suzuki ; Takuya Ito ; Shigeru Takahashi ; Hiroto Kaku ; Tetsuto Tsunoda
• 刊名：Journal of Natural Products
• 出版年：2014
• 出版时间：November 26, 2014
• 年：2014
• 卷：77
• 期：11
• 页码：2459-2464
• 全文大小：249K
• ISSN：1520-6025

文摘

The cryptolactones A₁, A₂, B₁, and B₂, which are 伪,尾-unsaturated 未-lactones, were isolated from a Cryptomyzus sp. aphid. The structures were established by 1-D and 2-D NMR spectra and CI-HRMS. Their absolute configurations were determined with the Kusumi鈥揗osher method, combined with asymmetric total syntheses. The syntheses were accomplished with the Mukaiyama aldol reaction and olefin metathesis, which utilized the second-generation Grubbs catalyst for the key steps. These compounds exhibited cytotoxic activity against human promyelocytic leukemia HL-60 cells with IC₅₀ values of 0.97鈥?.3 渭M.