Cytotoxic activity of C-geranyl compounds from Paulownia tomentosa fruits

Planta Medica

Volumn 74, Issue 12, 2008, Pages 1488-1491

  Šmejkal, Karel ^a   Babula, Petr ^a   Šlapetové, Tereza ^a   Brognara, Eleonora ^b   Dall'Acqua, Stefano ^c   Žemlička, Milan ^a   Innocenti, Gabbriella ^c   Cvačka, Josef ^d  

^a UNIVERSITY OF VETERINARY AND PHARMACEUTICAL SCIENCES   (Czech Republic)

^b UNIVERSITY OF FERRARA   (Italy)

^c UNIVERSITY OF PADOVA   (Italy)

^d INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY   (Czech Republic)

Author keywords

BY 2; Cytotoxicity; Flavanone; K562; Paulownia tomentosa; Scrophulariaceae

Indexed keywords

3' O METHYL 5' O HYDROXYDIPLACONE; 3' O METHYL 5' O METHYLDIPLACONE; 3' O METHYLDIPLACOL; 3' O METHYLDIPLACONE; 5,7 DIHYDROXY 6 GERANYLCHROMONE; 5,7,4' TRIHYDROXYFLAVANONE; ACTEOSIDE; CISPLATIN; CYTARABINE; DIPLACONE; FLAVANONE DERIVATIVE; ISOACTEOSIDE; MIMULONE; PAULOWNIA TOMENTOSA EXTRACT; PLANT EXTRACT; PLANT MEDICINAL PRODUCT; TAXIFOLIN; TOMENTODIPLACONE; TOMENTODIPLACONE B; UNCLASSIFIED DRUG;

ARTICLE; CELL LINE BY 2; CELL STRAIN K 562; CYTOTOXICITY; DRUG ISOLATION; DRUG STRUCTURE; FRUIT; HUMAN; HUMAN CELL; NONHUMAN; PAULOWNIA TOMENTOSA; PLANT CELL; STRUCTURE ACTIVITY RELATION;

ANGIOSPERMS; CELL DIFFERENTIATION; CHROMONES; ERYTHROID CELLS; FLAVANONES; FRUIT; HUMANS; K562 CELLS; LETHAL DOSE 50; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PHENOLS; TOBACCO;

NICOTIANA TABACUM; PAULOWNIA TOMENTOSA; SCROPHULARIACEAE;

EID: 54249163764     PISSN: 00320943     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2008-1081339     Document Type: Article

References (19)

1. Smejkal K, Grycova L, Marek R, Lemière F, Jankovska D, Forejtníkova H et al. C-Geranyl compounds from Paulownia tomentosa fruits. J Nat Prod 2007; 70: 1244-8
2. Smejkal K, Chudík S, Kloucek P, Marek R, Cvacka J, Urbanova M et al. Antibacterial C-geranylflavonoids from Paulownia tomentosa Fruits. J Nat Prod; 2008: DOI: 10.1021/np070446 u
3. Asai T, Hara N, Kobayashi S, Kohshima S, Fujimoto Y. Geranylated flavanones from the secretion on the surface of the immature fruits of Paulownia tomentosa. Phytochemistry 2008; 69: 1234-41
4. Kang KH, Jang SK, Kim BK, Park MK. Antibacterial phenylpropanoid glycosides from Paulownia tomentosa Steud. Arch Pharm Res 1994; 17: 470-5
5. Lee KW, Kim HJ, Lee YS, Park HJ, Choi JW, Ha J et al. Acteoside inhibits human promyelocytic HL-60 leukemia cell proliferation via inducing cell cycle arrest at G(0)/G(1) phase and differentiation into monocyte. Carcinogenesis 2007; 28: 1928-36
6. Pettit GR, Numata A, Takemura T, Ode RH, Narula AS, Schmidt JM et al. Antineoplastic agents 107. Isolation of acteoside and isoacteoside from Castilleja linariaefolia. J Nat Prod 1990; 53: 456-8
7. Li NG, You QD, Huang XF, Wang JX, Guo QL, Chen XG et al. Synthesis and antitumor activity of small compounds structurally related to gambogic acid. Chin Chem Lett 2007; 18: 659-62
8. Rao YK, Geethangili M, Fang S-H, Tzeng Y-M. Antioxidant and cytotoxic activities of naturally occurring phenolic and related compounds: A comparative study. Food Chem Toxicol 2007; 45: 1770-6
9. Ko WG, Kang TH, Kim NY, Lee SJ, Kim YC, Ko GI et al. Lavandulylflavonoids: a new class of in vitro apoptogenic agents from Sophora flavescens. Toxicol In Vitro 2000; 14: 429-33
10. Moridani MY, Galati G, O'Brien PJ. Comparative quantitative structure toxicity relationships for flavonoids evaluated in isolated rat hepatocytes and HeLa tumor cells. Chem Biol Interact 2002; 139: 251-64
11. Hayashi K, Nakanishi Y, Bastow KF, Cragg G, Nozaki H, Lee K-H. Antitumor agents. 221. Buceracidins A and B, two new flavanones from Bucida buceras. J Nat Prod 2003; 66: 125-7
12. Wätjen W, Weber N, Lou Y, Wang Z, Chovolou Y, Kampkötter A et al. Prenylation enhances cytotoxicity of apigenin and liquiritigenin in rat H4IIE hepatoma and C6 glioma cells. Food Chem Toxicol 2007; 45: 119-24
13. Shen S-C, Ko CH, Tseng S-W, Tsai S-H, Chen Y-C. Structurally related antitumor effects of flavanones in vitro and in vivo: involvement of caspase 3 activation, p21 gene expression, and reactive oxygen species production. Toxicol Appl Pharmacol 2004; 197: 84-5
14. Breinholt VM, Offord EA, Brouwer C, Nielsen SE, Brøsen K, Friedberg T. In vitro investigation of cytochrome P450-mediated metabolism of dietary flavonoids. Food Chem Toxicol 2002; 40: 609-16
15. Rechner AR, Smith MA, Kuhnle G, Gibson GR, Debnam ES, Srai SKS et al. Colonic metabolism of dietary polyphenols: Influence of structure on microbial fermentation products. Free Radic Biol Med 2004; 36: 212-25
16. Silberberg M, Gil-Izquierdo A, Combaret L, Remesy C, Scalbert A, Morand C. Flavanone metabolism in healthy and tumor-bearing rats. Biomed Pharmacother 2006; 60: 529-35
17. Murashige T, Skoog F. A revised medium for rapid growth and bioassys with tobacco tissue cultures. Physiol Plant 1962; 15: 473-97
18. Nagata T, Nemoto Y, Hasetawa SA. Tobacco BY-2 cell line as the Hela-cell in the cell biology of higher plants. Int Rev Cytol Surv Cell Biol 1992; 132: 1-30
19. Bianchi N, Chiarabelli C, Borgatti M, Mischiatti C, Bergamini P, Fibach E et al. Accumulation of gamma-globin mRNA and induction of erythroid differentiation after treatment of human leukemia K562 cells with tallimustine. Br J Haematol 2001; 113: 951-61