Cassane diterpenoids from the seeds of Caesalpinia bonduc and their nitric oxide production and α-glucosidase inhibitory activities. (January 2022)

• Record Type: Journal Article
• Authors: Tu, Wen-Chao; Ding, Lin-Fen; Peng, Li-Yan; Song, Liu-Dong; Wu, Xing-De; Zhao, Qin-Shi
• Is Part Of: Phytochemistry. Volume 193(2022)
• Publication Date: 2022-01
• Subjects: Caesalpinia bonduc (L.) roxb. -- Fabaceae -- Cassane diterpenoids -- α-glucosidase inhibitory activity -- Nitric oxide (NO) inhibitory activity; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2021.112973
• Languages: English
• ISSNs: 0031-9422

Abstract

Abstract: Ten previously undescribed cassane diterpenoids, cassabonducins A–J, and eleven known compounds were isolated from the seeds of Caesalpinia bonduc . The structures of the undescribed compounds were elucidated by extensive analysis of spectroscopic data (IR, HRESIMS, and 1 H, 13 C and 2D NMR) and their absolute configurations were determined by the ECD data and single-crystal X-ray diffraction analysis. ε -Caesalpin-Ⅶ was obtained from natural resources for the first time. Cassabonducin A possessed noteworthy inhibitory activity against LPS-induced nitric oxide (NO) production in RAW 264.7 macrophages with IC50 value of 6.12 μM. Cassabonducin D and neocaesalpin N showed moderate α -glucosidase inhibition at the concentration of 50 μM with inhibitory capacities of 47.17% and 43.83%, respectively. Graphical abstract: Ten previously undescribed cassane diterpenoids and eleven known compounds were isolated from the seeds of Caesalpinia bonduc . Cassabonducin A possessed noteworthy inhibitory activity against LPS-induced nitric oxide (NO) production in RAW 264.7 macrophages. Image 1 Highlights: Ten undescribed cassane diterpenoids were isolated from Caesalpinia bonduc. The absolute configurations of seven compounds were determined by X-ray diffraction. Cassabonducin A exhibited potent inhibitory activity against NO production.