Synthesis of phenolic components of Grains of Paradise
Synthesis of phenolic components of Grains of Paradise
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DOI：
10.1016/j.tetlet.2019.06.050
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发表时间：
2019-07-25
影响因子：
1.8
通讯作者：
Clive, Derrick L. J.
中科院分区：
文献类型：
--
作者：
Hattori, Hiroyuki;Mitsunaga, Tohru;Clive, Derrick L. J.
合成了两种香草素，（5E）-8-（4-羟基-3-甲氧基苯基）辛-5-烯-4-酮（1）和4-[3-羟基癸基]-2-甲氧基苯酚（2），分离自天堂的谷物干燥种子;后一种化合物被制成S-对映异构体，并发现从种子衍生的物质是R和S异构体的1：1.7混合物。所使用的合成路线应允许制备具有延长的烷基链和因此不同的亲脂性的类似物，并且还制备了3，2的同系物。(C)2019爱思唯尔有限公司版权所有。
Two vanilloids, (5E)-8-(4-hydroxy-3-methoxyphenyl)oct-5-en-4-one (1) and 4-[3-hydroxydecyl]-2-methoxyphenol (2), isolated from the dried seeds of Grains of Paradise (Aframomum melegueta), were synthesized; the latter compound was made as the S-enantiomer and the material derived from the seeds was found to be a 1:1.7 mixture of the R and S isomers. The synthetic route used should allow the preparation of analogs having extended alkyl chains and consequently different lipophilicity, and 3, a homolog of 2, was also prepared. (C) 2019 Elsevier Ltd. All rights reserved.