10-Secocycloartane (=9,19-cyclo-9,10-secolanostane) triterpenoid saponins: Huangqiyenins M–X from Astragalus membranaceus (Fisch.) Bge

• Published in: Phytochemistry (Oxford) Vol. 222; p. 114072
• Main Authors: Yan, Meng-Qi, Xu, Feng, Kuang, Hai-Xue, Shi, Xue-Peng, Cao, Feng, Yang, Bing-You, Wang, Zhi-Bin
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.06.2024; Elsevier
• Subjects: Antineoplastic Agents, Phytogenic - chemistry; Antineoplastic Agents, Phytogenic - isolation & purification; Antineoplastic Agents, Phytogenic - pharmacology; Astragalus membranaceus (Fisch) Bge; Astragalus propinquus - chemistry; Biochemistry & Molecular Biology; Cell Proliferation - drug effects; Cytotoxic activity; Dose-Response Relationship, Drug; Drug Screening Assays, Antitumor; Fabaceae; HT29 Cells; Huangqiyenins M-X; Humans; Interleukin-2 - metabolism; Life Sciences & Biomedicine; Molecular Structure; Network pharmacology; Plant Leaves - chemistry; Plant Sciences; Saponins - chemistry; Saponins - isolation & purification; Saponins - pharmacology; Science & Technology; STAT3 Transcription Factor - antagonists & inhibitors; STAT3 Transcription Factor - metabolism; Structure-Activity Relationship; Triterpenes - chemistry; Triterpenes - isolation & purification; Triterpenes - pharmacology; Triterpenoid saponins; Astragalus membranaceus (Fisch) Bge; Network pharmacology; Triterpenoid saponins; Huangqiyenins M-X; Fabaceae; Cytotoxic activity; IMPROVE; CANCER
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/j.phytochem.2024.114072

Phytochemical investigations of the leaves of Astragalus membranaceus (Fisch.) Bge. have led to the isolation of 12 undescribed triterpenoid saponins named huangqiyenins M–X. The structures of the undescribed compounds were determined using NMR and HRESIMS data. The cytotoxicity of these compounds against the RKO and HT-29 colon cancer cell lines was evaluated. Among these compounds, huangqiyenin W exhibited the highest cytotoxic activity against RKO colon cancer cells, whereas huangqiyenin Q and W showed moderate cytotoxic activity against HT-29 colon cancer cells. The network pharmacology results indicated that STAT3, IL-2 and CXCR1 are the correlated targets of huangqiyenin W against colon cancer, with AGE–RAGE and Th17 cell differentiation as the key signaling pathways. [Display omitted] •Twelve undescribed triterpenoid saponins were found.•Compound 11 showed preferable cytotoxic activity against RKO cells.•Compounds 1, 5 and 11 showed intermediate cytotoxic activity against HT-29 cells.•Network pharmacology predicted targets and pathways of 11 against colon cancer.