Natural Products and Bioprospecting ( IF 4.8 ) Pub Date : 2021-05-07 , DOI: 10.1007/s13659-021-00299-9 Yi-Jie Zhai 1 , Jian-Nan Li 1 , Yu-Qi Gao 1 , Lin-Lin Gao 1 , Da-Cheng Wang 1 , Wen-Bo Han 1 , Jin-Ming Gao 1
Two new sterpurane sesquiterpenoids named sterpurol D (1) and sterpurol E (2), and one skeletally new sesquiterpene, cryptomaraone (3), bearing a 5,6-fused bicyclic ring system, along with five known ones, sterpurol A (4), sterpurol B (5), paneolilludinic Acid (6), murolane-2α, 9β-diol-3-ene (7) and (–)-10,11-dihydroxyfarnesol (8) were isolated from an endolichenic fungus Cryptomarasmius aucubae. The structures of the new compounds were elucidated by analysis of NMR spectroscopic spectra and HRESIMS data. The absolute configurations of 1 and 2 were established by spectroscopic data analysis and comparison of specific optical rotation, as well as the biosynthetic consideration. Additionally, compounds 1, 2, 4–6, and 8 showed significant nitric oxide (NO) production inhibition in Lipopolysaccharide (LPS)-induced BV-2 microglial cells with the IC50 values ranging from 9.06 to 14.81 μM.
Graphic Abstract
中文翻译:
内生真菌 Cryptomarasmius aucubae 中具有抗神经炎症活性的结构多样的倍半萜类化合物
两种新的萜烯倍半萜类化合物,名为 sterpurol D ( 1 ) 和 sterpurol E ( 2 ),以及一种新型骨架倍半萜,cryptomaraone ( 3 ),带有 5,6-稠合双环系统,以及五种已知的 sterpurol A ( 4 ) 、sterpurol B ( 5 )、paneolilludinic Acid ( 6 )、murolane-2 α , 9 β -diol-3-ene ( 7 ) 和 (–)-10,11-diHydroxyfarnesol ( 8 ) 是从内生真菌Cryptomarasmius aucubae中分离出来的。通过NMR光谱和HRESIMS数据分析阐明了新化合物的结构。通过光谱数据分析和比旋光度比较以及生物合成的考虑,建立了1和2的绝对构型。此外,化合物1、2、4-6和8在脂多糖(LPS) 诱导的 BV-2 小胶质细胞中表现出显着的一氧化氮 (NO) 产生抑制作用,IC 50值范围为 9.06 至 14.81 μM 。