A new steroid glycoside from Begonia sp.: cytotoxic activity and docking studies.

Abstract

Chemical investigation on the ethyl acetate extract of the aerial parts of Begonia sp. afforded a new steroid glycoside, 9(11)α,16(17)α-dioxirane-20,25-dihydroxy-β-sitosterol-3-O-β-glucopyranoside (1) along with a known steroidal glycoside, β-sitosterol-3-O-β-D-glucopyranoside (2). The Chemical structures were elucidated by 1D and 2D NMR and mass spectroscopic analysis. Cytotoxicity against four different cancer cell lines (HeLa, T47D, WiDr and Vero) was assessed. Compound 1 was more potent and selective against breast cancer cell line (T47D) than other cell lines with an IC50 value of 0.16 µg/mL. Further docking study of 1 exhibited the preference of molecule to bind in the epidermal growth factor receptor tyrosine kinase (EGFR-TK) binding pockets with docking scores of -97.8800 (PLANTS) and -3.56 kcal/mol (AutoDock 4.2.6).

• Authors: Muhammad Sulaiman Zubair, Walied M Alarif, Mohamed A Ghandourah, Syariful Anam
• Journal: Natural product research (Nat Prod Res) Vol. 35 Issue 13 Pg. 2224-2231 (Jul 2021) ISSN: 1478-6427 [Electronic] England
• PMID: 31554438 (Publication Type: Journal Article)

Chemical References

• Glycosides
• Steroids

Topics

• Begoniaceae (chemistry)
• Cell Death (drug effects)
• Cell Line, Tumor
• Glycosides (chemistry, isolation & purification, pharmacology)
• Humans
• Molecular Docking Simulation
• Proton Magnetic Resonance Spectroscopy
• Steroids (chemistry, isolation & purification, pharmacology)