College of Pharmacy, Chungnam National University, Daejeon 34134, Korea.
Aging Research Center, Korea Research Institute of Bioscience and Biotechnology (KRIBB), Daejeon 34141, Korea.
Int J Mol Sci. 2020 May 12;21(10):3406. doi: 10.3390/ijms21103406.
The larva of (family Scarabaeidae) is an edible insect that is registered in the Korean Food Standards Codex as a food resource. The chemical study on the larvae of resulted in the isolation of three new tetrahydroquinolines, allomyrinaines A-C (-), one new dopamine derivative, allomyrinamide A (), and four known compounds (-). The structures were elucidated on the basis of 1D and 2D nuclear magnetic resonance (NMR) and MS spectroscopic data analysis. Allomyrinaines A-C (-) possessed three stereogenic centers at C-2, C-3, and C-4, whose relative configurations were determined by analyses of the coupling constants and the nuclear Overhauser enhancement spectroscopy (NOESY) data, as well as DP4+ calculation. The anti-inflammatory effects of compounds - were evaluated in human endothelial cells. Allomyrinaines A-C (-) could stabilize vascular barrier integrity on lipopolysaccharide (LPS)-induced vascular inflammation via inhibition of the nuclear factor-κB (NF-κB) pathway. The physiologically relevant concentration was confirmed by Q-TOF-MS-based quantitative analysis on allomyrinaines A-C in crude extract. This study suggests that allomyrinaines A-C (-) are bioactive constituents of to treat vascular inflammatory disorder.
(家)幼虫是一种可食用的昆虫,被列入《韩国食品标准法典》作为一种食物资源。对幼虫的化学研究导致了三种新的四氢喹啉,即异麦角林 A-C(-),一种新的多巴胺衍生物,异麦角林酰胺 A(),以及四种已知化合物(-)的分离。根据 1D 和 2D 核磁共振(NMR)和 MS 光谱数据分析确定了这些结构。异麦角林 A-C(-)在 C-2、C-3 和 C-4 处具有三个手性中心,其相对构型通过分析偶合常数和核奥弗豪瑟增强光谱(NOESY)数据以及 DP4+计算确定。评估了化合物-在人内皮细胞中的抗炎作用。异麦角林 A-C(-)可以通过抑制核因子-κB(NF-κB)途径稳定脂多糖(LPS)诱导的血管炎症中的血管屏障完整性。通过基于 Q-TOF-MS 的粗提物中异麦角林 A-C 的定量分析,确定了生理相关浓度。本研究表明,异麦角林 A-C(-)是治疗血管炎症性疾病的有效成分。