Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University, Suwon 16419, Republic of Korea.
Gachon Institute of Pharmaceutical Science, Gachon University, 191 Hambakmoero, Yeonsu-gu, Incheon 21936, Republic of Korea; College of Pharmacy, Gachon University, 191 Hambakmoero, Yeonsu-gu, Incheon 21936, Republic of Korea.
Bioorg Chem. 2020 Dec;105:104443. doi: 10.1016/j.bioorg.2020.104443. Epub 2020 Nov 1.
In the course of our continuing search for biologically active compounds from medicinal sources, we investigated the MeOH extract of the aerial parts of Coriandrum sativum Linn. An extended phytochemical investigation of the aerial parts of C. sativum led to the isolation and identification of seven compounds (1-7) including two new isocoumarin glycosides (1-2) and a new phenolic glycoside (5). The chemical structures of the new compounds (1, 2, and 5) were elucidated by analysis of 1D and 2D NMR (H and C NMR, COSY, HSQC, and HMBC) and HRESIMS data as well as by using chemical methods. All the isolates were evaluated not only for their potential neurotrophic activity by means of induction of nerve growth factor (NGF) in C6 glioma cells but also for production of nitric oxide (NO) levels in lipopolysaccharide (LPS)-activated murine microglia BV-2 cells to assess their anti-neuroinflammatory activity. Compounds 1-3 and 7 were stimulants of NGF release, with levels of NGF stimulated at 127.23 ± 1.89%, 128.22 ± 5.45%, 121.23 ± 6.66%, and 120.94 ± 3.97%, respectively. Furthermore, the aglycones of 1 and 2 (1a and 2a) showed more potent NGF secretion activity and anti-neuroinflammatory effect than did their glycosides (1a : 130.81 ± 5.45% and 2a : 134.44 ± 5.45%).
在我们继续从药用资源中寻找具有生物活性的化合物的过程中,我们研究了芫荽(Coriandrum sativum Linn.)地上部分的甲醇提取物。芫荽地上部分的广泛植物化学研究导致分离并鉴定了七种化合物(1-7),包括两种新的异香豆素糖苷(1-2)和一种新的酚糖苷(5)。新化合物(1、2 和 5)的化学结构通过 1D 和 2D NMR(H 和 C NMR、COSY、HSQC 和 HMBC)和 HRESIMS 数据以及化学方法进行了分析。所有分离物不仅通过 C6 神经胶质瘤细胞中神经生长因子(NGF)的诱导来评估其潜在的神经营养活性,而且还通过脂多糖(LPS)激活的鼠小胶质细胞 BV-2 细胞中一氧化氮(NO)水平来评估其抗神经炎症活性。化合物 1-3 和 7 是 NGF 释放的刺激物,NGF 水平分别刺激到 127.23 ± 1.89%、128.22 ± 5.45%、121.23 ± 6.66%和 120.94 ± 3.97%。此外,糖苷 1 和 2 的苷元(1a 和 2a)比它们的糖苷(1a:130.81 ± 5.45%和 2a:134.44 ± 5.45%)具有更强的 NGF 分泌活性和抗神经炎症作用。