New vernocuminosides from the stem barks of Vernonia cumingiana Benth

• Published in: Steroids Vol. 74; no. 1; pp. 51 - 61
• Main Authors: Liu, Jing, Liu, Yunbao, Si, Yikang, Yu, Shishan, Qu, Jing, Xu, Song, Hu, Youcai, Ma, Shuanggang
• Format: Journal Article
• Language: English
• Published: NEW YORK Elsevier Inc 2009; Elsevier
• Subjects: Animals; Anti-inflammatory activity; Anti-Inflammatory Agents - chemistry; Anti-Inflammatory Agents - isolation & purification; Anti-Inflammatory Agents - pharmacology; Biochemistry & Molecular Biology; Circular dichroism; Drug Evaluation, Preclinical; Endocrinology & Metabolism; Glucosides - chemistry; Glucosides - isolation & purification; Glucosides - pharmacology; Glucuronidase - metabolism; Leukocytes - metabolism; Life Sciences & Biomedicine; Plant Stems - chemistry; Platelet Activating Factor - biosynthesis; Rats; Science & Technology; Steroids - chemistry; Steroids - isolation & purification; Steroids - pharmacology; Stigmastane; Vernonia - chemistry; Vernonia cumingiana; Anti-inflammatory activity; Stigmastane; Vernonia cumingiana; Circular dichroism; ALDER TYPE ADDUCTS; STIGMASTANE DERIVATIVES; COMPLEXES; MEDICINAL-PLANT; STEROID GLUCOSIDES; MO-2(OAC); ABSOLUTE-CONFIGURATION; 1,2-DIOLS; GUINEENSIS ASTERACEAE; AMYGDALINA
• ISSN: 0039-128X; 1878-5867
• DOI: 10.1016/j.steroids.2008.09.005

Seven new stigmastane-type steroidal glycosides, vernocuminosides A–G ( 1– 7), have been isolated from the stem barks of Vernonia cumingiana Benth. The structural elucidation and stereochemistry determination were achieved by spectroscopic and chemical methods including 1D and 2D NMR ( 1H– 1H COSY, HSQC, HMBC, and NOE) experiments, especially the employment of Snatzke’s method expressed by the induced circular dichroism spectra. Anti-inflammatory activities and cytotoxicities of compounds 1– 7 were evaluated.