title: Minor triterpene saponins from underground parts of Lysimachia thyrsiflora: structure elucidation, LC-ESI-MS/MS quantification, and biological activity.
abstract: Two minor triterpene saponins, one previously not reported, were isolated from the underground parts of Lysimachia thyrsiflora L. The structures were determined based on a combination of one- and two-dimensional NMR techniques, and mass spectrometry, as 30-O-beta-D-glucopyranosyl-3beta,16alpha,30-trihydroxy-olean-12-en-28-yl acetate 3-O-beta-D-glucopyranosyl-(1--> 4)-O-[beta-D-glucopyranosyl-(1-->2)-]-O-alpha-L-arabinopyranoside (denoted as thyrsiloside A), and davuricoside L. Quantitative determination of these two compounds, along with other saponins present in L. thyrsiflora underground parts, was performed by a developed UPLC-ESI-MS/MS method, validated according to the ICH guidelines. The relative total content of triterpene saponins amounted to 1.19 microg/mg dw. Both 4 and 5 were present in minor quantities, 0.031 and 0.077 microg/mg dw, respectively. Assays performed on a panel of human cancer cell lines showed antiproliferative activity against prostate carcinoma PC-3 (GI50 after 48 h = 20 and 24 microg/mL, respectively).
authors.affiliation: Department of Pharmacognosy, Pharmaceutical Faculty, Medical College, Jagiellonian University, Medyczna 9, 30-688 Cracow, Poland. mfpodola@cyf-kr.edu.pl
authors.forename: Irma
authors.initials: I
authors.lastname: Podolak
authors.affiliation: Department of Medicinal Chemistry, Pharmaceutical Faculty, Medical College, Jagiellonian University, Medyczna 9, 30-688 Cracow, Poland.
authors.forename: Pawel
authors.initials: P
authors.lastname: Zmudzki
authors.affiliation: Department of Pharmacognosy, Pharmaceutical Faculty, Medical College, Jagiellonian University, Medyczna 9, 30-688 Cracow, Poland.
authors.forename: Paulina
authors.initials: P
authors.lastname: Koczurkiewicz
authors.affiliation: Department of Cell Biology, Faculty of Biochemistry, Biophysics and Biotechnology, Jagiellonian University, Gronostajowa 7, 30-387 Cracow, Poland.
authors.forename: Marta
authors.initials: M
authors.lastname: Michalikb
authors.affiliation: Department of Medicinal Chemistry, Pharmaceutical Faculty, Medical College, Jagiellonian University, Medyczna 9, 30-688 Cracow, Poland.
authors.forename: Pawel
authors.initials: P
authors.lastname: Zajdel
authors.affiliation: Department of Pharmacognosy, Pharmaceutical Faculty, Medical College, Jagiellonian University, Medyczna 9, 30-688 Cracow, Poland.
authors.forename: Agnieszka
authors.initials: A
authors.lastname: Galanty
mesh_terms: D000935:Antifungal Agents / Q000302:isolation & purification*; D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification*; D045744:Cell Line, Tumor; D002853:Chromatography, Liquid; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry; D029623:Primulaceae / Q000737:chemistry*; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification*; D021241:Spectrometry, Mass, Electrospray Ionization; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification*
chemical_list: D000935:Antifungal Agents; D000972:Antineoplastic Agents, Phytogenic; D012503:Saponins; D014315:Triterpenes