Cafestol to Tricalysiolide B and Oxidized Analogues: Biosynthetic and Derivatization Studies Using Non-heme Iron Catalyst Fe(PDP)
Cafestol to Tricalysiolide B and Oxidized Analogues: Biosynthetic and Derivatization Studies Using Non-heme Iron Catalyst Fe(PDP)
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DOI：
10.1055/s-0032-1317708
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发表时间：
2012-12-01
期刊：
影响因子：
2
通讯作者：
White, M. Christina
中科院分区：
文献类型：
--
作者：
Bigi, Marinus A.;Liu, Peng;White, M. Christina
三萼内酯是最近分离出的一类二萜天然产物，其特征在于著名的咖啡提取物咖啡醇的碳主链。在此，我们验证了我们的非血红素铁复合物 Fe(PDP) 作为氧化剪裁酶模拟物的用途，以测试此类天然产物通过细胞色素 P-450 介导的呋喃氧化衍生自咖啡醇的提议。此后，正如计算分析所预测的那样，C-H 氧化衍生化研究提供了一种新型的 2 度醇产品作为单一非对映体。
The tricalysiolides are a recently isolated class of diterpene natural products featuring the carbon backbone of the wellknown coffee extract, cafestol. Herein we validate the use of our non-heme iron complex, Fe(PDP), as an oxidative tailoring enzyme mimic to test the proposal that this class of natural products derives from cafestol via cytochrome P-450-mediated furan oxidation. Thereafter, as predicted by computational analysis, C-H oxidation derivatization studies provided a novel 2 degrees alcohol product as a single diastereomer.