title: Two structurally distinct chalcone dimers from Helichrysum zivojinii and their activities in cancer cell lines.
abstract: Dimers tomoroside A (1) and tomoroside B (2) of the co-occuring known chalcone monomer (3), along with the seven known flavonoid glucosides (4-10), were isolated from the aerial parts of Helichrysum zivojinii Černjavski & Soška. The structures of the isolated compounds were elucidated by spectroscopic techniques. Compound 1 inhibited topo IIα and hif-1α expression and stimulated doxorubicin anticancer effect, while 2 increased the expression of hif-1α, probably acting as antioxidant and redox status modulator. Notably, 2 synergized with Tipifarnib showing potential to improve the action of this new chemotherapeutic involved in the modulation of mitogene activated protein (MAP) kinase signaling pathway.
authors.affiliation: Institute of Chemistry, Technology and Metallurgy, Center for Chemistry, University of Belgrade, Njegoševa 12, 11001 Belgrade, Serbia. Electronic address: aljancic@chem.bg.ac.rs.
authors.forename: Ivana S
authors.initials: IS
authors.lastname: Aljančić
authors.affiliation: Faculty of Chemistry, University of Belgrade, Studentski trg 12-16, 11158 Belgrade, Serbia.
authors.forename: Ivan
authors.initials: I
authors.lastname: Vučković
authors.affiliation: Institute of Chemistry, Technology and Metallurgy, Center for Chemistry, University of Belgrade, Njegoševa 12, 11001 Belgrade, Serbia.
authors.forename: Milka
authors.initials: M
authors.lastname: Jadranin
authors.affiliation: Institute for Biological Research, Department of Neurobiology, University of Belgrade, Bulevar Despota Stefana 142, 11060 Belgrade, Serbia.
authors.forename: Milica
authors.initials: M
authors.lastname: Pešić
authors.affiliation: Faculty for Veterinary Medicine, University of Belgrade, Bulevar Oslobodenja 18, 11000 Belgrade, Serbia.
authors.forename: Iris
authors.initials: I
authors.lastname: Dorđević
authors.affiliation: Institute for Biological Research, Department of Neurobiology, University of Belgrade, Bulevar Despota Stefana 142, 11060 Belgrade, Serbia.
authors.forename: Ana
authors.initials: A
authors.lastname: Podolski-Renić
authors.affiliation: Institute for Biological Research, Department of Neurobiology, University of Belgrade, Bulevar Despota Stefana 142, 11060 Belgrade, Serbia.
authors.forename: Sonja
authors.initials: S
authors.lastname: Stojković
authors.affiliation: Institute for Medicinal Plant Research, "Dr. Josif Pančić", Tadeuša Košćuška 1, 11000 Belgrade, Serbia.
authors.forename: Nebojša
authors.initials: N
authors.lastname: Menković
authors.affiliation: Institute of Chemistry, Technology and Metallurgy, Center for Chemistry, University of Belgrade, Njegoševa 12, 11001 Belgrade, Serbia; Faculty of Chemistry, University of Belgrade, Studentski trg 12-16, 11158 Belgrade, Serbia.
authors.forename: Vlatka E
authors.initials: VE
authors.lastname: Vajs
authors.affiliation: Faculty of Chemistry, University of Belgrade, Studentski trg 12-16, 11158 Belgrade, Serbia.
authors.forename: Slobodan M
authors.initials: SM
authors.lastname: Milosavljević
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D049109:Cell Proliferation / Q000187:drug effects; D002599:Chalcone / Q000031:analogs & derivatives / Q000737:chemistry / Q000494:pharmacology*; D019281:Dimerization; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D035264:Flowers / Q000737:chemistry*; D036562:Helichrysum / Q000737:chemistry*; D006801:Humans; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D002599:Chalcone
keywords: Asteraceae; Chalcone glucoside dimers; Drug combination; Flavonoid glucoside; HIF-1α; Helichrysum zivojinii; MAP kinase pathway; Topoisomerase IIα