Isolation, Structural Elucidation, and Liquid Chromatography–Mass Spectrometry Analysis of Steroidal Glycosides from Polygonatum odoratum

• Published in: Journal of Agricultural and Food Chemistry Vol. 66; no. 2; pp. 521 - 531
• Main Authors: Liu, Qingbo, Li, Wei, Nagata, Kazuya, Fu, Hongwei, Okada, Shunpei, Tanabe, Ikumi, Kobori, Yumi, Higai, Koji, Norie, Wada, Sasaki, Tatsunori, Asada, Yoshihisa, Zhao, Huanxin, Bai, Hong, Koike, Kazuo
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 17.01.2018; American Chemical Society (ACS); Amer Chemical Soc
• Subjects: Agriculture; Agriculture, Multidisciplinary; autumn; biosynthesis; Cell Proliferation; Cell Survival; chemical constituents of plants; chemical reactions; Chemistry; Chemistry, Applied; chemotaxonomy; Chromatography, Liquid; Food Science & Technology; functional foods; Geographical Locations; Glycosides; Hep G2 Cells; hepatoma; human cell lines; Humans; inhibitory concentration 50; Life Sciences & Biomedicine; liquid chromatography; Mass Spectrometry; Molecular Structure; neoplasm cells; Oriental traditional medicine; Physical Sciences; Plant Extracts; Polygonatum; Polygonatum odoratum; quality control; Rhizome; rhizomes; Science & Technology; spectral analysis; spring; Steroids; structural elucidation; antiproliferation activity; Polygonatum odoratum; LC−MS analysis; steroidal glycosides; APOPTOSIS; LC-MS analysis; SAPONINS; antiptoliferation activity; RHIZOMES
• ISSN: 0021-8561; 1520-5118; 1520-5118
• DOI: 10.1021/acs.jafc.7b04488

The rhizomes of Polygonatum odoratum represent a traditional Chinese medicine and functional food. A phytochemical investigation resulted in the isolation of eight steroidal glycosides (1–8), including two new compounds, polygonatumosides F (1) and G (2). The structures were elucidated by spectroscopic data and chemical reactions. Compound 7 showed antiproliferation activity against human hepatocellular carcinoma cell line HepG2 (IC50 of 3.2 μM). The chemical profile and contents of steroidal glycosides of P. odoratum rhizomes collected at different dates and geographical locations were also investigated, indicating that the rational harvest of P. odoratum in spring and autumn is preferable to obtain higher levels of steroidal glycosides. Compounds 1 and 7 showed the highest contents in all P. odoratum samples and have potential to serve as chemotaxonomic and chemical markers for quality control of this important plant material. 14-Hydroxylation may be a key step for the biosynthesis of compounds 1–7.