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科利托肽 A-D,来自植物内生真菌炭疽菌 S8 的抗炎环十三肽。

Colletopeptides A-D, Anti-inflammatory Cyclic Tridepsipeptides from the Plant Endophytic Fungus Colletotrichum sp. S8.

机构信息

Department of TCMs Pharmaceuticals, School of Traditional Chinese Pharmacy , China Pharmaceutical University , Nanjing 211198 , People's Republic of China.

Faculty of Life Science and Food Engineering , Huaiyin Institute of Technology , Huaian 223001 , People's Republic of China.

出版信息

J Nat Prod. 2019 Jun 28;82(6):1434-1441. doi: 10.1021/acs.jnatprod.8b00829. Epub 2019 Jun 4.

DOI:10.1021/acs.jnatprod.8b00829
PMID:31181925
Abstract

Four new hybrid peptide-polyketide cyclic tridepsipeptides, colletopeptides A-D (1-4), were isolated and characterized from the endophytic fungus Colletotrichum sp. S8 derived from the stems of Rubia podantha with the guidance of LC-UV-MS detection. Their structures were elucidated by extensive spectroscopic analysis and X-ray crystallography. Compounds 1-4 are rare natural 12-membered cyclic tridepsipeptides containing a 3,5,11-trihydroxy-2-methyl dodecanoic acid unit in their structures. 1-4 inhibited lipopolysaccharide-induced nitric oxide production in RAW264.7 macrophages with the IC values of 8.3, 38.7, 13.5, and 22.2 μM, respectively. 1 also inhibited the production of inflammatory factors IL-6 and TNF-α, and decreased the phosphorylation of NF-κB-associated proteins IκBα and p65.

摘要

从内生真菌 Colletotrichum sp. S8 中分离得到了 4 种新型杂合肽聚酮环十三肽,分别为 colletopeptides A-D(1-4)。该内生真菌来源于Rubia podantha 的茎部,通过 LC-UV-MS 检测进行指导。通过广泛的光谱分析和 X 射线晶体学解析了它们的结构。化合物 1-4 是罕见的天然 12 元环十三肽,其结构中含有 3,5,11-三羟基-2-甲基十二烷酸单元。1-4 对 LPS 诱导的 RAW264.7 巨噬细胞中一氧化氮的产生具有抑制作用,IC50 值分别为 8.3、38.7、13.5 和 22.2 μM。1 还抑制了炎症因子 IL-6 和 TNF-α 的产生,并降低了 NF-κB 相关蛋白 IκBα 和 p65 的磷酸化。

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