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来自红树林内生真菌阿姆斯特丹散囊菌YX1的抗炎杂萜类化合物。

Anti-inflammatory meroterpenoids from the mangrove endophytic fungus Talaromyces amestolkiae YX1.

作者信息

Chen Senhua, Ding Meng, Liu Weiyang, Huang Xishan, Liu Zhaoming, Lu Yongjun, Liu Hongju, She Zhigang

机构信息

School of Chemistry, Sun Yat-Sen University, Guangzhou 510275, China.

School of Pharmacy, Guangdong Medical University, Dongguan, 523808, China.

出版信息

Phytochemistry. 2018 Feb;146:8-15. doi: 10.1016/j.phytochem.2017.11.011. Epub 2017 Dec 1.

Abstract

Four previously undescribed meroterpenoids, amestolkolides A-D, along with three known compounds were isolated from the mangrove endophytic fungus Talaromyces amestolkiae YX1 cultured on wheat solid-substrate medium culture. Their structures were elucidated by a combination of spectroscopic analyses. The absolute configurations of amestolkolides B and C, and purpurogenolide E were determined by single-crystal X-ray diffraction using Cu Kα radiation, and those of amestolkolides A and D were elucidated on the basis of experimental and calculated electronic circular dichroism spectra. The absolute configuration of amestolkolides A-D, and purpurogenolide E (9R) at C-9 was different from that of analogues (9S) in references, so that their plausible and distinct biosynthetic pathways were proposed. Amestolkolide B showed strong anti-inflammatory activity in vitro by inhibiting nitric oxide (NO) production in lipopolysaccharide activated in RAW264.7 cells with IC value of 1.6 ± 0.1 μM.

摘要

从在小麦固体培养基上培养的红树林内生真菌嗜盐青霉YX1中分离出四种以前未描述的半萜类化合物,即amesolkolides A-D,以及三种已知化合物。通过光谱分析相结合的方法阐明了它们的结构。amesolkolides B和C以及紫麦角菌素E的绝对构型通过使用Cu Kα辐射的单晶X射线衍射确定,amesolkolides A和D的绝对构型则根据实验和计算的电子圆二色光谱进行阐明。amesolkolides A-D和紫麦角菌素E在C-9处的绝对构型(9R)与参考文献中类似物的(9S)不同,因此提出了它们合理且独特的生物合成途径。amesolkolide B通过抑制RAW264.7细胞中脂多糖激活产生的一氧化氮(NO),在体外表现出较强的抗炎活性,IC值为1.6±0.1μM。

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