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深海来源的 SCSIO 3406 中四氢异喹啉类化合物的基因组导向发现

Genome-Directed Discovery of Tetrahydroisoquinolines from Deep-Sea Derived SCSIO 3406.

机构信息

CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, 164 West Xingang Road, Guangzhou 510301, China.

University of Chinese Academy of Sciences, 19 Yuquan Road, Beijing 100049, China.

出版信息

J Org Chem. 2021 Aug 20;86(16):11107-11116. doi: 10.1021/acs.joc.1c00123. Epub 2021 Mar 26.

Abstract

A genome-directed discovery strategy to identify new tetrahydroisoquinolines (THIQs) was applied to deep-sea derived SCSIO 3406; 11 THIQs were found representing three THIQ classes. Known aclidinomycins A () and B () were isolated along with nine new compounds, aclidinomycins C-K (-). The structures were elucidated using extensive spectroscopic analyses and single-crystal X-ray diffraction methods. The core skeleton of compounds - contains a fused tetrahydropyran (THP) as an integral part of a distinct type of 6/6/6/6/5/5 polycyclic motif. This is the first report of such a system. Beyond their discovery, we also report here a proposed biosynthetic route to these interesting natural products as well as a preliminary survey of their antimicrobial activities.

摘要

采用基于基因组的发现策略,从深海来源的 SCSIO 3406 中鉴定出 11 种新的四氢异喹啉 (THIQ),代表三种 THIQ 类。分离到已知的阿克拉霉素 A()和 B(),以及 9 个新化合物阿克拉霉素 C-K(-)。通过广泛的光谱分析和单晶 X 射线衍射方法确定了结构。化合物 - 的核心骨架包含一个融合的四氢吡喃 (THP),作为独特的 6/6/6/6/5/5 多环结构的一部分。这是首次报道这种系统。除了发现这些化合物,我们还提出了这些有趣天然产物的生物合成途径,并对其抗菌活性进行了初步调查。

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