从美洲油梨种子中分离得到的十九碳三烯醇的合成与构型。
Synthesis and configuration of the nonadecenetriol isolated from seeds of Persea americana.
机构信息
State Key Laboratory of Bioorganic and Natural Products Chemistry Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, China.
出版信息
Org Biomol Chem. 2011 Oct 7;9(19):6797-806. doi: 10.1039/c1ob05898c. Epub 2011 Aug 11.
In an effort to establish the relative as well as absolute configuration of the trypanocidally active natural nonadec-6-en-1,2,4-triol isolated from Persea americana, the (2S,4R), (2S,4S), and (2R,4R) isomers were synthesized. The stereogenic centers taken from enantiopure chiral epoxy building blocks derived from inexpensive and readily available D-glucolactone. The (2R,4R) isomer gave (1)H and (13)C NMR as well as specific rotation in excellent consistence with those reported for the natural triol.
为了确定从美洲蒲桃中分离出的具有杀锥虫活性的天然十九碳-6-烯-1,2,4-三醇的相对和绝对构型，合成了（2S,4R）、（2S,4S）和（2R,4R）异构体。这些手性中心取自廉价且易于获得的 D-葡萄糖内酯衍生的对映纯手性环氧化合物构建块。（2R,4R）异构体的 1H 和 13C NMR 以及比旋光度与天然三醇报道的非常一致。
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