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太春花酰胺 H 的测定及太春花酰胺 A 的结构修订。

Determination of Taichunamide H and Structural Revision of Taichunamide A.

机构信息

Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China , Qingdao 266003, P. R. China.

Laboratory for Marine Drugs and Bioproducts, Qingdao National Laboratory for Marine Science and Technology , Qingdao, 266237, P. R. China.

出版信息

Org Lett. 2018 Feb 16;20(4):1138-1141. doi: 10.1021/acs.orglett.8b00061. Epub 2018 Feb 5.

DOI:10.1021/acs.orglett.8b00061
PMID:29400467
Abstract

A new indole alkaloid, named taichunamide H (1), was obtained from cultures of the fungus Aspergillus versicolor. With observation of a carbon resonance with a chemical shift of 190.4 ppm, generally thought to be a carbonyl, the structure of 1 was initially proposed to be a diastereomer of taichunamide A that contains a unique spiro-azetidine moiety. Further analysis of compound 1 using X-ray diffraction showed that the spiro-azetidine moiety should be revised as a fused-imine-containing pyrrole ring, with the resonance at 190.4 ppm assigned as an imine carbon. Accordingly, the structure of taichunamide A was also revised.

摘要

从真菌黄曲霉的培养物中获得了一种新的吲哚生物碱,命名为 taichunamide H(1)。观察到一个碳的共振,化学位移为 190.4 ppm,通常被认为是一个羰基,因此 1 的结构最初被提议为含有独特的螺-氮杂环丁烷部分的 taichunamide A 的非对映异构体。使用 X 射线衍射进一步分析化合物 1 表明,螺-氮杂环丁烷部分应修正为含有稠合亚胺的吡咯环,共振在 190.4 ppm 处分配为亚胺碳。相应地,taichunamide A 的结构也进行了修订。

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