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担子菌HFG119中赭曲菌素F-L、菖蒲烷和杜松烷倍半萜的结构及绝对构型确定

Structure and absolute configuration assignments of ochracines F-L, chamigrane and cadinane sesquiterpenes from the basidiomycete HFG119.

作者信息

Zhao Zhen-Zhu, Zhao Qi-Lu, Feng Wei-Sheng, He Hai-Rong, Li Meng, Xue Gui-Min, Chen He-Ping, Liu Ji-Kai

机构信息

School of Pharmacy, Henan University of Chinese Medicine Zhengzhou 450046 China.

School of Pharmaceutical Sciences, South-Central University for Nationalities Wuhan 430074 China

出版信息

RSC Adv. 2021 May 24;11(31):18693-18701. doi: 10.1039/d1ra03320d.

Abstract

Ochracines F-L (1-7), seven previously undescribed chamigrane and cadinane sesquiterpenoids, together with four known chamigranes were isolated from cultures of the wood-decaying fungus HFG119. Ochracines F-L were structurally characterized by extensive analysis of HRMS and NMR spectroscopic data. The relative configurations were assigned through a combination of NOE correlations and -based configuration analysis (JBCA), while the absolute configurations were determined by X-ray single-crystal diffraction, and calculated methods (ECD, [α], C NMR). All the new isolates were evaluated for their cytotoxicity against five human cancer cell lines HL-60, SMMC-7721, A549, MCF-7, and SW-480, and inhibitory activity on NO production in RAW 264.7 macrophages.

摘要

从木材腐朽真菌HFG119的培养物中分离出了赭曲菌素F-L(1-7),这是七种先前未描述的菖蒲烷和杜松烷倍半萜类化合物,以及四种已知的菖蒲烷类化合物。通过对高分辨质谱(HRMS)和核磁共振(NMR)光谱数据的广泛分析对赭曲菌素F-L进行了结构表征。通过NOE相关和基于J耦合常数的构型分析(JBCA)相结合的方法确定了相对构型,而绝对构型则通过X射线单晶衍射以及计算方法(电子圆二光谱,旋光度,碳核磁共振)来确定。评估了所有新分离物对五种人类癌细胞系HL-60、SMMC-7721、A549、MCF-7和SW-480的细胞毒性,以及对RAW 264.7巨噬细胞中一氧化氮产生的抑制活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/70f9/9033458/69b7c58df5d4/d1ra03320d-f1.jpg

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