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泰国红树林内生真菌来源的含氧异香豆素和酮的抗炎特性。

Anti-Inflammatory Properties of Oxygenated Isocoumarins and Xanthone from Thai Mangrove-Associated Endophytic Fungus .

机构信息

Program in Biotechnology, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand.

Department of Chemistry, Faculty of Science, King Mongkut's University of Technology, Thonburi 10140, Thailand.

出版信息

Molecules. 2024 Jan 26;29(3):603. doi: 10.3390/molecules29030603.

DOI:10.3390/molecules29030603
PMID:38338348
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10856793/
Abstract

Chronic inflammation plays a crucial role in the development and progression of numerous chronic diseases. To search for anti-inflammatory metabolites from endophytic fungi isolated from plants growing in Thai mangrove areas, a chemical investigation of those fungi was performed. Five new oxygenated isocoumarins, setosphamarins A-E (-) were isolated from the EtOAc extract of an endophytic fungus , along with four known isocoumarins and one xanthone. Their structures were determined by extensive spectroscopic analysis. The absolute configurations of the undescribed compounds were established by comparative analysis between experimental and calculated circular dichroism (ECD) spectroscopy. All the compounds were evaluated for their anti-inflammatory activity by monitoring nitric oxide inhibition in lipopolysaccharide-induced macrophage J774A.1 cells. Only a xanthone, ravenelin (), showed potent activity, with an IC value of 6.27 μM, and detailed mechanistic study showed that it suppressed iNOS and COX-2 expression.

摘要

慢性炎症在许多慢性疾病的发展和进展中起着至关重要的作用。为了从生长在泰国红树林地区的植物内生真菌中寻找抗炎代谢物,对这些真菌进行了化学研究。从内生真菌的 EtOAc 提取物中分离得到了五个新的氧代异香豆素,即 setosphamarins A-E(-),以及四个已知的异香豆素和一个黄烷酮。通过广泛的光谱分析确定了它们的结构。通过实验和计算圆二色性(ECD)光谱的比较分析确定了未描述化合物的绝对构型。所有化合物均通过监测脂多糖诱导的巨噬细胞 J774A.1 细胞中一氧化氮抑制作用来评估其抗炎活性。只有一种黄烷酮,ravenelin(),表现出很强的活性,IC 值为 6.27 μM,详细的机制研究表明它抑制了 iNOS 和 COX-2 的表达。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5b9/10856793/950b067e96e3/molecules-29-00603-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5b9/10856793/dfeeaffd3914/molecules-29-00603-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5b9/10856793/fc5c72423266/molecules-29-00603-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5b9/10856793/91c868cb4afa/molecules-29-00603-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5b9/10856793/e7bd3d528259/molecules-29-00603-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5b9/10856793/950b067e96e3/molecules-29-00603-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5b9/10856793/dfeeaffd3914/molecules-29-00603-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5b9/10856793/fc5c72423266/molecules-29-00603-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5b9/10856793/91c868cb4afa/molecules-29-00603-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5b9/10856793/e7bd3d528259/molecules-29-00603-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5b9/10856793/950b067e96e3/molecules-29-00603-g005.jpg

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