Total synthesis of (+)-muconin
Total synthesis of (+)-muconin
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DOI：
10.1021/jo0303721
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发表时间：
2004-03-19
影响因子：
3.6
通讯作者：
Nagaoka, H
中科院分区：
文献类型：
--
作者：
Yoshimitsu, T;Makino, T;Nagaoka, H
（+）- mucconin(1)，从Rollinia粘膜（Jacq.）叶中分离得到。Baill。（番麻科），是一种序列四氢呋喃/四氢呋喃的乙酰原，对胰腺和乳腺肿瘤细胞系表现出强效和选择性的体外细胞毒性。本研究建立了从(-)-muricatacin(2)开始获得(+)-muconin(1)的新途径。(-)-muricatacin(2)是最近由四氢呋喃的α - c - h羟基烷基化和α '- c - h氧化合成的化合物。
(+)-Muconin (1), isolated from the leaves of Rollinia mucosa (Jacq.) Baill. (Annonaceae), is a sequential THF/THP-possessing acetogenin that exhibits potent and selective in vitro cytotoxicity toward pancreatic and breast tumor cell lines. In this study, a new route was established for obtaining (+)-muconin (1) starting with (-)-muricatacin (2), a compound recently synthesized via the novel alpha-C-H hydroxyalkylation and alpha'-C-H oxidation of tetrahydrofuran.