[6,5,6]深海来源青霉与海绵来源静球菌共培养的山梨霉素类生物碱。

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-05-29 DOI:10.1021/acs.orglett.5c01609

Xiaoyan Pang, Xue Ren, Weihao Chen, Bin Yang, Xuefeng Zhou, Xinpeng Tian, Peng Guo, Junfeng Wang, Yonghong Liu

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引用次数: 0

摘要

从青霉菌（Penicillium sp.）与固球菌（Setosphaeria sp.）共培养中分离到两种罕见的山梨小檗碱类杂合生物碱A(1)和B(2)，通过详细的波谱分析、ECD和NMR计算确定了它们的绝对构型。在结构上，1和2是第一个具有前所未有的[6,5,6]-融合环骨架和piperidin-2- 1环的山梨壳类化合物。提出了1和2的生物合成途径。1对lps诱导的RAW 264.7巨噬细胞具有显著的抗炎活性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Sorbicillalanines A and B, Two [6,5,6] Hybrid-Sorbicillinoid Alkaloids from Deep-Sea-Derived Penicillium sp. Co-Cultured with Sponge-Derived Setosphaeria sp.

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Sorbicillalanines A and B, Two [6,5,6] Hybrid-Sorbicillinoid Alkaloids from Deep-Sea-Derived Penicillium sp. Co-Cultured with Sponge-Derived Setosphaeria sp.

Sorbicillalanines A (1) and B (2), two unusual hybrid-sorbicillinoid alkaloids, were isolated from Penicillium sp. co-cultured with Setosphaeria sp. Their structures containing absolute configurations were determined by detailed spectroscopic analysis and ECD and NMR calculations. Structurally, 1 and 2 are the first sorbicillinoids characterized by an unprecedented [6,5,6]-fused ring skeleton with a piperidin-2-one ring. A plausible biosynthetic pathway for 1 and 2 was put forward. 1 displayed significant anti-inflammatory activity in LPS-induced RAW 264.7 macrophages.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.