Toward a stable apoptolidin derivative: Identification of isoapoptolidin and selective deglycosylation of apoptolidin

Toward a stable apoptolidin derivative: Identification of isoapoptolidin and selective deglycosylation of apoptolidin
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DOI:
10.1021/ol026829v
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发表时间:
2002-10-31
期刊:
影响因子:
5.2
通讯作者:
Sulikowski, GA
Sulikowski, GA
中科院分区:
化学1区
文献类型:
--
作者:
Pennington, JD;Williams, HJ;Sulikowski, GA

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图解异甘草甲素是从产生甘草甲素的微生物拟诺卡氏菌属的粗发酵提取物中分离的。在用甲醇三乙胺处理后,Apoptolidin异构化为异甘草甲素,以建立异甘草甲素和甘草甲素的1.4:1平衡混合物。还描述了雷公藤甲素的全乙酰化和去糖基化衍生物的半合成。
graphicIsoapoptolidin was isolated from crude fermentation extracts of the apoptolidin-producing microorganism Nocardiopsis sp. Apoptolidin isomerizes to isoapoptolidin upon treatment with methanolic triethylamine to establish a 1.4:1 equilibrium mixture of isoapoptolidin and apoptolidin. Semisynthesis of a peracetylated and deglycosylated derivative of apoptolidin is also described.