Ji Kai-Long, Liu Wei, Yin Wei-Hang, Li Jing-Ya, Yue Jian-Min
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, China.
University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing 100049, China.
Org Biomol Chem. 2022 May 26;20(20):4176-4182. doi: 10.1039/d2ob00711h.
fruits were traditionally used to treat many inflammatory-related diseases, such as icterohepatitis, nephritis and colitis, which inspired us to explore the active chemicals and pharmacological activity. As a result, ten quinoline alkaloids, including six new ones, avicenines A-F (1-6), were isolated and structurally characterized by solid data. Compounds 1, 7 and 8 were identified as three pairs of enantiomers by chiral HPLC separation, of which 1 was an unusual 6/6/5/5-fused quinoline alkaloid bearing a unique -hexahydrofuro[3,2-]furan moiety. The putative biosynthetic pathway for enantiomeric compounds was also proposed. In addition, compound 6 significantly suppressed the gene expression and secretion of pro-inflammatory cytokines IL-1β and IL-6 in macrophages.
水果传统上被用于治疗许多炎症相关疾病，如黄疸性肝炎、肾炎和结肠炎，这启发我们探索其活性化学成分和药理活性。结果，分离出了十种喹啉生物碱，包括六种新的生物碱，即白骨壤碱A-F（1-6），并通过可靠的数据对其进行了结构表征。化合物1、7和8通过手性高效液相色谱分离被鉴定为三对对映体，其中1是一种不寻常的6/6/5/5稠合喹啉生物碱，带有独特的六氢呋喃并[3,2-b]呋喃部分。还提出了对映体化合物的推定生物合成途径。此外，化合物6显著抑制巨噬细胞中促炎细胞因子IL-1β和IL-6的基因表达和分泌。
