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南海采集的Phakellia fusca 海绵中具有 IL-6 抑制活性的吡咯烷酮生物碱。

Pyrrololactam alkaloids with IL-6 inhibitory activities from the sponge Phakellia fusca collected in the South China Sea.

机构信息

School of Pharmaceutical Sciences, Guangzhou University of Chinese Medicine, Guangzhou, 510006, China; Research Center for Marine Drugs, Department of Pharmacy, Ren Ji Hospital, School of Medicine, State Key Laboratory of Microbial Metabolism, Shanghai Jiao Tong University, Shanghai, 200127, China.

Research Center for Marine Drugs, Department of Pharmacy, Ren Ji Hospital, School of Medicine, State Key Laboratory of Microbial Metabolism, Shanghai Jiao Tong University, Shanghai, 200127, China; Department of Pharmaceutical Engineering, College of Chemical Engineering, Northwest University, Xi'an, 710127, China.

出版信息

Phytochemistry. 2024 Dec;228:114250. doi: 10.1016/j.phytochem.2024.114250. Epub 2024 Aug 19.

Abstract

Sixteen undescribed pyrrololactam alkaloids, including five 2-bromopyrrole-ε-lactam (1a, 1b, 4a, 4b and 5), two 3-bromopyrrole-ε-lactam (9 and 10), eight pyrrole-ε-lactam (2a-3 and 6a-8), and one pyrrole-δ-lactam alkaloids (11), along with three previously reported compounds (12-14) were isolated from the marine sponge Phakellia fusca collected in the South China Sea. The planar structures were determined by NMR and MS analyses, while the absolute configurations were clearly elucidated by comparing the experimental and calculated ECD spectra. Compounds 2a, 2b, 4a-7b, 10, 12 and 13 exhibited anti-inflammatory activity in inhibiting the production of inflammatory cytokines IL-6 in LPS-induced RAW264.7 macrophages.

摘要

十六种未描述的吡咯烷酮生物碱,包括五个 2-溴吡咯烷酮-ε-内酰胺(1a、1b、4a、4b 和 5)、两个 3-溴吡咯烷酮-ε-内酰胺(9 和 10)、八个吡咯烷酮-ε-内酰胺(2a-3 和 6a-8)和一个吡咯烷酮-δ-内酰胺生物碱(11),以及三种以前报道的化合物(12-14),从南海采集的海绵 Phakellia fusca 中分离得到。通过 NMR 和 MS 分析确定了平面结构,而通过比较实验和计算 ECD 光谱,清楚地阐明了绝对构型。化合物 2a、2b、4a-7b、10、12 和 13 在抑制 LPS 诱导的 RAW264.7 巨噬细胞中炎症细胞因子 IL-6 的产生方面表现出抗炎活性。

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