Unusual indole alkaloids from Ophiorrhiza blumeana Korth

Unusual indole alkaloids from Ophiorrhiza blumeana Korth
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DOI:
10.1039/a803547d
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发表时间:
1998-08-21
期刊:
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
影响因子:
--
通讯作者:
White, AH
White, AH
中科院分区:
其他
文献类型:
--
作者:
Arbain, D;Dachriyanus;White, AH

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比较了两种不同产地蛇根草的生物碱含量。(Rubiaceae)进行了研究。第一次收集产生了已知的生物碱bracteatine 5和两个新的生物碱ophiorrhizine-12-carboxylate 6和blumeanine 7。第二次收集产生了已知的生物碱蛇根草碱1以及两种新的生物碱。根据CD和NMR光谱数据确定了化合物6和二乙酸蓝木碱8的结构。前者被证明是一个不寻常的甜菜碱与羧酸取代的苯型部分的吲哚和结构被证实,单晶X-射线结构测定。Bracteatine是一个在9,12 '位上连接的二聚体的山茱萸生物碱,对联芳基键是手性的。
The alkaloid content of two different collections of Ophiorrhiza blumeana Korth. (Rubiaceae) was investigated. The first collection yielded the known alkaloid bracteatine 5 and two new alkaloids ophiorrhizine-12-carboxylate 6 and blumeanine 7. The second collection yielded the known alkaloid ophiorrhizine 1 as well as the two new alkaloids. The structures of 6 and blumeanine diacetate 8 followed from their CD and NMR spectral data. The former proved to be an unusual betaine with a carboxylate substituent on the benzenoid part of the indole and the structure was confirmed by single crystal X-ray structural determination. Bracteatine proved to be a dimeric Corynanthe alkaloid linked at the 9,12' positions and is chiral about the biaryl linkage.