School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou, 450046, China.
School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, 430074, China.
Phytochemistry. 2022 Aug;200:113227. doi: 10.1016/j.phytochem.2022.113227. Epub 2022 May 7.
Eighteen linear triquinane sesquiterpenoids (LTSs), including seventeen previously undescribed ones (hirsutuminoids A-Q), were isolated from the fermentation of the fungus Stereum hirsutum (Willd.) Pers. The structures and absolute configurations of the isolates were characterized by extensive spectroscopic analysis (1D, 2D NMR, and HRMS data), together with comparing the experimental and calculated data of both electronic circular dichroism and NMR data, as well as X-ray crystallography. Based on the literature survey and efforts on constructing the absolute configurations of these LTSs in this study, one empirical rule about the orientations of substitutions at C-2/C-3/C-7/C-9 was summarized. Anti-inflammatory and cytotoxic bioassays showed that only hirsutuminoid B inhibited the nitric oxide (NO) production in RAW 264.7 macrophages with an IC value, 18.9 μM.
从真菌 Stereum hirsutum (Willd.) Pers 的发酵产物中分离得到了 18 个线性三尖杉烷倍半萜（LTSs），包括 17 个以前未描述的化合物（hirsutuminoids A-Q）。通过广泛的光谱分析（1D、2D NMR 和 HRMS 数据），以及比较电子圆二色性和 NMR 数据的实验和计算数据，以及 X 射线晶体学，确定了这些分离物的结构和绝对构型。根据文献调查和本研究中对这些 LTSs 绝对构型的构建努力，总结了 C-2/C-3/C-7/C-9 位取代取向的一个经验规律。抗炎和细胞毒性生物测定表明，只有 hirsutuminoid B 抑制 RAW 264.7 巨噬细胞中一氧化氮（NO）的产生，IC 值为 18.9 μM。
