Anti-Inflammatory Spirostanol and Furostanol Saponins from Solanum macaonense

• Published in: Journal of natural products (Washington, D.C.) D.C.), 2014-08, Vol.77 (8), p.1770-1783
• Main Authors: Lee, Chia-Lin, Hwang, Tsong-Long, Yang, Juan-Cheng, Cheng, Hao-Ting, He, Wan-Jung, Yen, Chiao-Ting, Kuo, Chao-Lin, Chen, Chao-Jung, Chang, Wen-Yi, Wu, Yang-Chang
• Format: Article
• Language: English
• Subjects: Anti-Inflammatory Agents - chemistry; Anti-Inflammatory Agents - isolation & purification; Anti-Inflammatory Agents - pharmacology; Inhibitory Concentration 50; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Pancreatic Elastase - metabolism; Saponins - chemistry; Saponins - isolation & purification; Saponins - pharmacology; Solanum - chemistry; Spirostans - chemistry; Spirostans - isolation & purification; Spirostans - pharmacology; Taiwan
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np500057b

Eight new spirostanol saponins, macaosides A–H (1–8), and 10 new furostanol saponins, macaosides I–R (9–18), together with six known spirostanol compounds (19–24) were isolated from Solanum macaonense. The structures of the new compounds were determined from their spectroscopic data, and the compounds were tested for in vitro antineutrophilic inflammatory activity. It was found that both immediate inflammation responses including superoxide anion generation and elastase release were significantly inhibited by treatment with compounds 20, 21, and 24 (superoxide anion generation: IC50 7.0, 7.6, 4.0 μM; elastase release: IC50 3.7, 4.4, 1.0 μM, respectively). However, compounds 1 and 4 exhibited effects on the inhibition of elastase release only, with IC50 values of 3.2 and 4.2 μM, respectively, while 19 was active against superoxide anion generation only, with an IC50 value of 6.1 μM. Accordingly, spirostanols may be promising lead compounds for further neutrophilic inflammatory disease studies.