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从红树林来源的放线菌Isoptericola chiayiensis BCRC 16888 中分离得到的化学成分及其对 NO 的抑制活性评价。

Chemical Constituents from a Mangrove-Derived Actinobacteria Isoptericola chiayiensis BCRC 16888 and Evaluation of Their Anti-NO Activity.

机构信息

Graduate Institute of Medicine, College of Medicine, Kaohsiung Medical University (KMU), Kaohsiung, 807, Taiwan.

Department of Dermatology, Kaohsiung Medical University Chung-Ho Memorial Hospital, Kaohsiung, 807, Taiwan.

出版信息

Chem Biodivers. 2021 Aug;18(8):e2100211. doi: 10.1002/cbdv.202100211. Epub 2021 Jul 29.

Abstract

Cultivation of the actinobacteria strain Isoptericola chiayiensis, a mangrove-derived actinobacteria that was isolated from a mangrove soil collected in Chiayi County, resulted in the isolation of one new 2-furanone derivative, isopterfuranone (1), one new sesquiterpenoid, isopterchiayione (2), one new benzenoid derivative, isopterinoid (3), five new flavonoids, chiayiflavans A-E (4-8), and 4 metabolites isolated for the first time from nature source, methyl 3-(4-methyl-2,5-dioxopyrrolidin-3-yl)propanoate (9), 3-ethyl-4-methylpyrrolidine-2,5-dione (10), chiayiensol (11) and chiayiensic acid (12). Their structures were determined through in-depth spectroscopic and mass-spectrometric analyses. Most of the isolates showed potent inhibitory effects on NO production in LPS-stimulated RAW 264.7 murine macrophages cells with IC values ranging from 9.36 to 40.02 μM. Of these isolates, 4 and 5 showed NO inhibitory activity with IC values of 17.14 and 9.36 μM, stronger than the positive control quercetin (IC =36.95 μM). This is the first report on flavan metabolites from the genus Isoptericola.

摘要

从嘉义县红树林土壤中分离得到一株红树林来源的放线菌,将其命名为拟异单胞菌属(Isoptericola)菌株嘉义拟异单胞菌(Isoptericola chiayiensis)。通过对其发酵产物的研究,分离得到一个新的呋喃酮衍生物(1)、一个新的倍半萜(2)、一个新的苯衍生物(3)、五个新的黄酮类化合物(4-8)和 4 个首次从天然产物中分离得到的代谢产物,包括 3-(4-甲基-2,5-二氧代吡咯烷-3-基)丙酸甲酯(9)、3-乙基-4-甲基吡咯烷-2,5-二酮(10)、嘉义异醇(11)和嘉义异酸(12)。通过深入的光谱和质谱分析确定了它们的结构。大多数分离物对 LPS 刺激的 RAW 264.7 巨噬细胞细胞中的 NO 产生具有很强的抑制作用,IC 值范围为 9.36-40.02 μM。其中,化合物 4 和 5 对 NO 的抑制活性较强,IC 值分别为 17.14 和 9.36 μM,优于阳性对照槲皮素(IC=36.95 μM)。这是首次从拟异单胞菌属中分离到黄酮类代谢产物。

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