Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China.
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China.
Bioorg Chem. 2019 Oct;91:103166. doi: 10.1016/j.bioorg.2019.103166. Epub 2019 Jul 30.
A new spiroaxane sesquiterpenoid talaminoid A (1) and two drimane sesquiterpenoid talaminoids B and C (2 and 3), together with four known compounds (4-7), were isolated from the solid culture broth of fungus Talaromyces minioluteum. The structures were determined by extensive 1D and 2D NMR and HRESIMS spectroscopic data analyses, and the absolute configuration of these new compounds were undoubtedly confirmed by X-ray crystal diffrations. Compound 1 is a rare spiroaxane sesquiterpenoid and the absolute configuration of spiroaxane sesquiterpenoid was determined for the first time. Compound 2 is the first drimane-type sesquiterpenoid containing both amino acid residue and butanediol group. Compounds 1, 4, and 5 showed significant suppressive effect on the production of NO on LPS induced BV-2 cells, with IC values ranging from 4.97 to 7.81 μM. In addition, 1, 4, and 5 exhibited significant anti-inflammatory activities against the production of TNF-α and IL-6. Further immunofluorescence experiments revealed the mechanism of action to be inhibitory the NF- κB-activated pathway.
一种新的螺环倍半萜类塔利酰胺 A（1）和两种倍半萜类塔利酰胺 B 和 C（2 和 3），以及四种已知化合物（4-7），从真菌塔玛氏木霉的固体培养肉汤中分离得到。通过广泛的 1D 和 2D NMR 和 HRESIMS 光谱数据分析确定了结构，这些新化合物的绝对构型通过 X 射线晶体衍射得到了无疑的确定。化合物 1 是一种罕见的螺环倍半萜，螺环倍半萜的绝对构型首次确定。化合物 2 是第一个含有氨基酸残基和丁二醇基团的倍半萜型。化合物 1、4 和 5 对 LPS 诱导的 BV-2 细胞中 NO 的产生具有显著的抑制作用，IC 值范围为 4.97 至 7.81μM。此外，1、4 和 5 对 TNF-α 和 IL-6 的产生表现出显著的抗炎活性。进一步的免疫荧光实验表明，其作用机制是抑制 NF-κB 激活途径。
