A new steroidal glycoside from the fruits of Solanum myriacanthum. Issue 1 (22nd December 2021)

• Record Type: Journal Article
• Authors: Ono, Masateru; Shimode, Mizuki; Tsutsumi, Shuhei; Yasuda, Shin; Okawa, Masafumi; Kinjo, Junei; Miyashita, Hiroyuki; Ikeda, Tsuyoshi; Yoshimitsu, Hitoshi; Nohara, Toshihiro
• Is Part Of: Natural product research. Volume 36:Issue 1(2022)
• Page Start: 326
• Page End: 333
• Publication Date: 2021-12-22
• Subjects: Solanum myriacanthum -- Solanaceae -- cholestane-type steroidal glycoside -- cytotoxic activity; Natural products -- Periodicals; Natural products -- Research -- Periodicals; Biological Factors -- Periodicals; Biological Products -- Periodicals; 547
• DOI: 10.1080/14786419.2020.1781117
• Languages: English
• ISSNs: 1478-6419

Abstract

Abstract: A new cholestane-type steroidal glycoside, solamyriaside A (1 ), was isolated from the fruits of Solanum myriacanthum Dunal (Solanaceae), along with two known steroidal glycosides, namely, solaviaside A (2 ) and aculeatiside A (3 ), and three known steroidal alkaloid glycosides, namely, solamargine (4 ), khasianine (5 ) and solasonine (6 ), which were isolated for the first time from this plant. Based on spectroscopic data as well as chemical evidence, 1 was determined to be 3- O -α-L-rhamnopyranosyl-(1→2)- O -[α-L-rhamnopyranosyl-(1→4)]-β-D-glucopyranosyl-22 R, 25 R -cholest-5-ene-3β, 16α, 22, 26-tetraol 26- O -β-D-glucopyranoside. The cytotoxic activity of 1 –6 against HL-60 human promyelocytic leukaemia cells was examined. Compounds 4 –6 showed cytotoxic activity. Among them, 4 exhibited the strongest activity with an IC50 value of 4.64 ± 0.17 μM, similar to the activity of cisplatin, a positive control. Graphical Abstract: