南极曲霉中源自葎草酮的倍半萜 Ochracenes A-I。
Ochracenes A-I, Humulane-Derived Sesquiterpenoids from the Antarctic Fungus Aspergillus ochraceopetaliformis.
机构信息
CAS Key Laboratory of Tropical Marine Bio-resources and Ecology/Guangdong Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences , Guangzhou 510301, People's Republic of China.
College of Pharmacy, Hunan University of Chinese Medicine , Changsha 410208, People's Republic of China.
出版信息
J Nat Prod. 2017 Jun 23;80(6):1725-1733. doi: 10.1021/acs.jnatprod.6b00810. Epub 2017 Jun 9.
Nine new humulane-derived sesquiterpenoids, ochracenes A-I (1-9), were isolated from the Antarctic fungus Aspergillus ochraceopetaliformis SCSIO 05702. Their structures including absolute configurations were elucidated on the basis of spectroscopic analysis, Mosher's method, and electronic circular dichroism analysis. Compared with previous humulane-type sesquiterpenoids, ochracenes A-I (1-9) featured novel carbon skeletons with corresponding methyl migration, ring cleavage, and carbon loss. Two unprecedented 8,9-secocyclic sesquiterpenoids (2 and 3) exhibited inhibitory effects on lipopolysaccharide-induced NO release in RAW 264.7 mouse macrophage cell lines with IC values of 14.6 ± 0.5 and 18.3 ± 1.7 μM, respectively.
从南极真菌灰绿青霉 SCSIO 05702 中分离得到了 9 种新的葎草烷衍生的倍半萜类化合物，命名为 ochracenes A-I（1-9）。基于光谱分析、Mosher 法和电子圆二色谱分析，确定了它们的结构包括绝对构型。与以前的葎草烷型倍半萜类化合物相比，ochracenes A-I（1-9）具有新颖的碳骨架，伴随着相应的甲基迁移、环裂解和碳损失。两种前所未有的 8,9-环化倍半萜类化合物（2 和 3）对脂多糖诱导的 RAW 264.7 小鼠巨噬细胞系中 NO 的释放具有抑制作用，IC 值分别为 14.6±0.5 和 18.3±1.7 μM。
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