Chemical constituents with inhibition against TNF-α from Merrillanthus hainanensis

• Published in: Fitoterapia 2021-07, Vol.152, p.104938, Article 104938
• Main Authors: Jiang, Qian-Cai, Wang, Qi-Qi, Xiao, Chun-Xia, Tan, Zong-Jian, Liu, Pan-Pan, Sun, Hong-Mei, Liao, Hao-Bing, Xu, Wei, Jiang, Ren-Wang
• Format: Article
• Language: English
• Subjects: Absolute configuration; Acetic acid; Anti-inflammatory agents; Chemical constituents; Crystallography; Ethanol; Ethyl acetate; Glycosides; Hydroxyl groups; Inflammation; Mass spectra; Merrillanthus hainanensis; NMR; Nuclear magnetic resonance; Phenolic compounds; Phenols; Single crystals; TNF-α; Tumor necrosis factor-α; X-ray crystallography
• ISSN: 0367-326X; 1873-6971
• DOI: 10.1016/j.fitote.2021.104938

Two new steroidal glycosides oxystauntoside A (1) and oxystauntoside B (2), together with sixteen known compounds (3–18) were isolated from the 95% ethanol extract of Merrillanthus hainanensis. Their structures were characterized by extensive spectroscopic analysis including NMR and mass spectra and single crystal X-ray crystallography. The absolute configuration of 1 and 2 were further determined by ECD calculations. All of these compounds were isolated from M. hainanensis for the first time. All the fractions and compounds were tested for the anti-inflammatory activity against the TNF-α factor. The ethyl acetate fraction showed the most potent inhibition (71.3%) at 10 μg/mL and compounds 5 (78.9%) and 9 (73.4%) in this fraction with both carboxyl and phenolic hydroxyl groups showed significant inhibition at 10 μM. Our study provided the first scientific report for the medicinal value of M. hainanensis. [Display omitted]