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(+)-异秦皮啶的生物转化及其昆虫拒食活性

Biotransformation of (+)-isofraxinellone by and insect antifeedant activity.

作者信息

Okuno Yoshiharu, Marumoto Shinsuke, Tsurumi Jun, Miyazawa Mitsuo

机构信息

a Department of Applied Chemistry and Biochemistry , National Institute of Technology, Wakayama Collage , Gobo-shi, Japan.

b Joint Research Centre , Kindai University (Former name :Kinki University) , Higashiosaka-shi, Japan.

出版信息

Nat Prod Res. 2019 May;33(10):1518-1521. doi: 10.1080/14786419.2017.1422180. Epub 2018 Jan 24.

DOI:10.1080/14786419.2017.1422180
PMID:29363347
Abstract

The biotransformation of (+)-isofraxinellone () by was investigated. Compound was transformed to only one new compound The structure of 2 was identified as (-)-(4)-4-hydroxyisofraxinellone which was regio- and stereo-selective hydroxylated at the C-4 position by IR, EI-MS 1D and 2D NMR. Absolute configuration of hydroxyl group at the C-4 position was detected by modified Mosher's method. Antifeedant activity of compounds and against larvae of was assayed. These compounds showed potent antifeedant activity and ED (50% of effective dose) values were 3.91 and 4.43 μg/cm, respectively.

摘要

研究了(+)-异白鲜碱()的生物转化。化合物被转化为仅一种新化合物,通过红外光谱、电子轰击质谱、一维和二维核磁共振确定化合物2的结构为(-)-(4)-4-羟基异白鲜碱,其在C-4位进行了区域和立体选择性羟基化。通过改进的莫舍尔方法检测C-4位羟基的绝对构型。测定了化合物和对幼虫的拒食活性。这些化合物表现出较强的拒食活性,半数有效剂量(ED)值分别为3.91和4.43μg/cm。

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