Kitagawa I, Minagawa K, Zhang R S, Hori K, Doi M, Inoue M, Ishida T, Kimura M, Uji T, Shibuya H
Faculty of Pharmaceutical Sciences, Osaka University, Japan.
Chem Pharm Bull (Tokyo). 1993 May;41(5):997-9. doi: 10.1248/cpb.41.997.
Through bioassay-guided separations of the chemical constituents of the Indonesian medicinal plant Beilschmiedia madang BL. a bisbenzylisoquinoline alkaloid was obtained as the major antimalarial principle. The physicochemical properties of the alkaloid were consistent with the proposed structure of dehatrine. However, the alkaloid isolated by us was shown to be a mixture of two rotational isomers. The X-ray crystallographic analysis of 1 has shown that two rotamers are incorporated in a single crystal in 1:1 ratio. The complex NMR spectrum of 1 has also been defined as a mixture of two rotamers by extensive use of 2D (COSY and COLOC) techniques. Dehatrine has been shown to significantly inhibit the growth of cultured Plasmodium falciparum K1 strain (cholorquine resistant) with similar activity to quinine.
通过对印度尼西亚药用植物马达加斯加琼楠（Beilschmiedia madang BL.）化学成分进行生物测定导向分离，得到一种双苄基异喹啉生物碱作为主要抗疟成分。该生物碱的物理化学性质与去甲乌药碱的推测结构一致。然而，我们分离得到的生物碱被证明是两种旋转异构体的混合物。对1的X射线晶体学分析表明，两种旋转异构体以1:1的比例存在于单晶中。通过广泛使用二维（COSY和COLOC）技术，1的复杂核磁共振谱也被确定为两种旋转异构体的混合物。已证明去甲乌药碱能显著抑制培养的恶性疟原虫K1株（耐氯喹）的生长，其活性与奎宁相似。
