HERBOXIDIENE - A POTENT PHYTOTOXIC POLYKETIDE FROM STREPTOMYCES SP A7847

HERBOXIDIENE - A POTENT PHYTOTOXIC POLYKETIDE FROM STREPTOMYCES SP A7847
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DOI:
10.1021/jo00052a042
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发表时间:
1992-12-18
影响因子:
3.6
通讯作者:
STONARD, RJ
STONARD, RJ
中科院分区:
化学2区
文献类型:
--
作者:
ISAAC, BG;AYER, SW;STONARD, RJ

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对链霉菌产生的次级代谢产物的研究。 A7847 (ATCC 49982) 鉴定出了 Herboxidiene (1, C25H42O6),这是一种新型聚酮化合物,对几种一年生杂草具有特殊的植物毒性。合成修饰研究已经确定了 1 保持生物活性的允许的结构改变。显着的结构变化(参见化合物 12 和 13)导致活性丧失,环氧化物环的开环(化合物 5-8)或碳 18 处仲醇的氧化 (3) 也是如此。
Investigation of a secondary metabolite produced by Streptomyces sp. A7847 (ATCC 49982) has resulted in the identification of herboxidiene (1, C25H42O6), a novel polyketide with exceptional phytotoxicity to several annual weed species. Synthetic modification studies have defined the permissible structural alternations of 1 which maintain biological activity. Significant structural change (see compounds 12 and 13) resulted in a loss of activity as did opening of the epoxide ring (we compounds 5-8) or oxidation of the secondary alcohol at carbon 18 (3).