title: A new cytotoxic triterpene saponin from Lysimachia nummularia L.
abstract: A new glycosylated triterpene 1 (named nummularoside) was isolated from the underground parts of Lysimachia nummularia L. Its chemical structure was elucidated as 3-O-β-{{[β-D-xylopyranosyl-(1→2)]-[β-D-xylopyranosyl-(1→4)]-β-D-glucopyranosyl-(1→4)}-[β-D-glucopyranosyl-(1→2)-]-α-L-arabinopyranosyl]}, protoprimulagenin A on the basis of extensive NMR and MS spectral data. The saponin showed significant activity against prostate cancer cells DU145 and PC3 (EC50 1.2 and 7.4 μg/mL, respectively), while it did not affect normal cells (EC50 30 μg/mL), in contrast to the reference compound (mitoxanthrone, EC50 0.45 μg/mL). Glioblastoma cells were also significantly affected by the tested saponin (EC50 6.0 μg/mL), whereas the activity against melanoma cells was moderate (EC50 17.5-23.2 μg/mL).
authors.affiliation: Department of Pharmacognosy, Pharmaceutical Faculty, Medical College, Jagiellonian University, Cracow, Poland. mfpodola@cyf-kr.edu.pl
authors.forename: Irma
authors.initials: I
authors.lastname: Podolak
authors.forename: Paulina
authors.initials: P
authors.lastname: Koczurkiewicz
authors.forename: Marta
authors.initials: M
authors.lastname: Michalik
authors.forename: Agnieszka
authors.initials: A
authors.lastname: Galanty
authors.forename: Paweł
authors.initials: P
authors.lastname: Zajdel
authors.forename: Zbigniew
authors.initials: Z
authors.lastname: Janeczko
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D049109:Cell Proliferation / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008968:Molecular Conformation; D029623:Primulaceae / Q000737:chemistry*; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D014407:Tumor Cells, Cultured
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D012503:Saponins; D014315:Triterpenes