Rupestrisine A and B, two novel dimeric indole alkaloids from Alstonia rupestris. (21st December 2021)

• Record Type: Journal Article
• Authors: Wang, Zhi-Wei; Zhang, Jin-Ping; Wei, Quan-Hao; Chen, Long; Lin, Yun-Liang; Wang, Yu-Liang; An, Tao; Wang, Xiao-Jing
• Is Part Of: Tetrahedron letters. Volume 87(2021)
• Publication Date: 2021-12-21
• Subjects: Alstonia rupestris -- Dimeric indole alkaloid -- RAW264.7 -- Mesangial cell; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2021.153525
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Two novel bisindole alkaloids were isolated from Alstonia rupestris . The absolute configurations of 1 and 2 were established. Compound 1 showed moderate anti-inflammatory activity. Abstract: Rupestrisine A (1 ), an unprecedented heteroyohimbine-kopsinine type dimeric indole alkaloid, and rupestrisine B (2 ), the first example of yohimbine-kopsinine type bisindole alkaloid, were isolated from Alstonia rupestris . Their structures were elucidated based on 1D and 2D-NMR, MS, ECD, FTIR and UV spectroscopic data. Compound 1 showed moderate activity of inhibiting NO production of RAW264.7 cells induced by lipopolysaccharide with an IC50 value of 17.5 ± 1.6 μM.