Center for Bioactive Natural Molecules and Innovative Drugs Research, College of Pharmacy, Jinan University, Guangzhou 510632, People's Republic of China; State Key Laboratory of Bioactive Molecules and Druggability Assessment, Jinan University, Guangzhou 510632, People's Republic of China; Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou 510632, People's Republic of China.
Center for Bioactive Natural Molecules and Innovative Drugs Research, College of Pharmacy, Jinan University, Guangzhou 510632, People's Republic of China; State Key Laboratory of Bioactive Molecules and Druggability Assessment, Jinan University, Guangzhou 510632, People's Republic of China; Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou 510632, People's Republic of China.
Fitoterapia. 2023 Dec;171:105705. doi: 10.1016/j.fitote.2023.105705. Epub 2023 Oct 16.
Seven new secoiridoid glycosides (1-7), together with a known analogue (8), were isolated from the fruits of Ligustrum lucidum. Their structures with absolute configurations were determined by HR-ESI-MS, 1D and 2D NMR, and electronic circular dichroism (ECD) spectroscopic analysis, as well as biogenetic consideration. Compounds 1 and 2 are the first examples of secoiridoid glycoside dimers featuring a rare rearranged oleoside-type secoiridoid moiety, and compounds 3-7 represent a new class of oleoside-type secoiridoid glycosides with unusual stereochemistry at C-1 position. A plausible biosynthetic pathway for this group of unusual secoiridoid glycosides was also proposed herein. In addition, the isolates were evaluated for their in vitro anti-inflammatory activity, and all tested compounds exhibited modest inhibitory effects against nitric oxide (NO) production in lipopolysaccharide (LPS)-induced RAW264.7 macrophages.
从女贞果实中分离得到了 7 种新的环烯醚萜苷（1-7）和 1 种已知类似物（8）。通过高分辨电喷雾质谱（HR-ESI-MS）、1D 和 2D NMR 以及电子圆二色谱（ECD）光谱分析和生物发生考虑，确定了它们的结构和绝对构型。化合物 1 和 2 是首例具有罕见重排的橄榄苦苷型环烯醚萜部分的环烯醚萜苷二聚体，化合物 3-7 则代表了一类具有不寻常 C-1 立体化学的新的橄榄苦苷型环烯醚萜糖苷。本文还提出了这组不寻常的环烯醚萜糖苷的可能生物合成途径。此外，对分离得到的化合物进行了体外抗炎活性评价，所有测试化合物对脂多糖（LPS）诱导的 RAW264.7 巨噬细胞中一氧化氮（NO）的产生均表现出适度的抑制作用。
