Cytotoxic activities of several geranyl-substituted flavanones.
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.
Smejkal
Karel
K
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
Svacinová
Jana
J
Slapetová
Tereza
T
Schneiderová
Kristýna
K
Dall'acqua
Stefano
S
Innocenti
Gabbriella
G
Závalová
Veronika
V
Kollár
Peter
P
Chudík
Stanislav
S
Marek
Radek
R
Julínek
Ondrej
O
Urbanová
Marie
M
Kartal
Murat
M
Csöllei
Marek
M
Dolezal
Karel
K
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
D000972:Antineoplastic Agents, Phytogenic; D044950:Flavanones; C005273:naringenin