title: Cytotoxic activities of several geranyl-substituted flavanones.
abstract: Nine geranylated flavanones isolated from the fruits of Paulownia tomentosa (4-12) and two from the roots of Morus alba (13 and 14) were examined for cytotoxicity to selected human cancer cell lines and normal human fibroblasts. Cytotoxicity was determined in vitro using a calcein AM cytotoxicity assay. Cytotoxicity for the THP-1 monocytic leukemia cell line was tested using erythrosin B cell staining. The geranylated compounds tested were compared with the known simple flavanone standards taxifolin (1), naringenin (2), and hesperetin (3) and with the standard anticancer drugs olomoucine II, diaziquone, and oxaliplatin and the antineoplastic compound camptothecin, and showed different levels of cytotoxicity. The effects of structural changes on cytotoxic activity, including geranyl substitution of the flavanone skeleton and the oxidation pattern of ring B of the flavanones, are discussed.
authors.affiliation: Department of Natural Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences Brno, Brno, Palackeho 1-3, CZ-612 42, Czech Republic. karel.mejkal@post.cz
authors.forename: Karel
authors.initials: K
authors.lastname: Smejkal
authors.forename: Jana
authors.initials: J
authors.lastname: Svacinová
authors.forename: Tereza
authors.initials: T
authors.lastname: Slapetová
authors.forename: Kristýna
authors.initials: K
authors.lastname: Schneiderová
authors.forename: Stefano
authors.initials: S
authors.lastname: Dall'acqua
authors.forename: Gabbriella
authors.initials: G
authors.lastname: Innocenti
authors.forename: Veronika
authors.initials: V
authors.lastname: Závalová
authors.forename: Peter
authors.initials: P
authors.lastname: Kollár
authors.forename: Stanislav
authors.initials: S
authors.lastname: Chudík
authors.forename: Radek
authors.initials: R
authors.lastname: Marek
authors.forename: Ondrej
authors.initials: O
authors.lastname: Julínek
authors.forename: Marie
authors.initials: M
authors.lastname: Urbanová
authors.forename: Murat
authors.initials: M
authors.lastname: Kartal
authors.forename: Marek
authors.initials: M
authors.lastname: Csöllei
authors.forename: Karel
authors.initials: K
authors.lastname: Dolezal
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D017209:Apoptosis / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D005347:Fibroblasts / Q000187:drug effects; D044950:Flavanones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D005638:Fruit / Q000737:chemistry; D006801:Humans; D019684:Magnoliopsida / Q000737:chemistry*; D015394:Molecular Structure; D031625:Morus / Q000737:chemistry; D019906:Nuclear Magnetic Resonance, Biomolecular; D018517:Plant Roots / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D013329:Structure-Activity Relationship; D014421:Turkey
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D044950:Flavanones; C005273:naringenin