Induction of cytotoxicity and apoptosis and inhibition of cyclooxygenase-2 gene expression by eugenol-related compounds

Anticancer Research

Volumn 25, Issue 5, 2005, Pages 3263-3269

  Okada, Norihisa ^a   Hirata, Atsushi ^a   Murakami, Yukio ^a   Shoji, Masao ^a   Sakagami, Hiroshi ^a   Fujisawa, Seiichiro ^a  

^a MEIKAI UNIVERSITY SCHOOL OF DENTISTRY   (Japan)

Author keywords

Apoptosis; COX 2; Cytotoxicity; Eugenol related compounds; HL 60 cells; LPS; RAW cells

Indexed keywords

3,3' DIMETHOXY 5,5' DI 2 PROPENYL 1,1' BIPHENYL 2,2' DIOL; 3,3' DIMETHOXY 5,5' DIMETHYL 1,1' BIPHENYL 2,2' DIOL; ACETYLCYSTEINE; ANTIOXIDANT; COMPLEMENTARY DNA; COPPER ZINC SUPEROXIDE DISMUTASE; CREOSOL; CYCLOOXYGENASE 2; ESCHERICHIA COLI LIPOPOLYSACCHARIDE; EUGENOL; GLUTATHIONE; MANGANESE SUPEROXIDE DISMUTASE; MESSENGER RNA; UNCLASSIFIED DRUG;

APOPTOSIS; ARTICLE; CELL STRAIN HL 60; CELL VIABILITY; CONTROLLED STUDY; DNA DAMAGE; DRUG CYTOTOXICITY; DRUG POTENTIATION; DRUG SYNTHESIS; GENE EXPRESSION; HUMAN; HUMAN CELL; NORTHERN BLOTTING; NUCLEOTIDE SEQUENCE; PRIORITY JOURNAL; REVERSE TRANSCRIPTION POLYMERASE CHAIN REACTION;

ANIMALS; APOPTOSIS; CELL LINE; CYCLOOXYGENASE 2; CYCLOOXYGENASE 2 INHIBITORS; CYCLOOXYGENASE INHIBITORS; DNA FRAGMENTATION; ENZYME INDUCTION; EUGENOL; GENE EXPRESSION REGULATION, ENZYMOLOGIC; HL-60 CELLS; HUMANS; MACROPHAGES; MEMBRANE PROTEINS; MICE; NUCLEOSOMES; PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES; RNA, MESSENGER; SUPEROXIDE DISMUTASE;

EID: 23344447557     PISSN: 02507005     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (18)

1. Fujisawa S, Atsumi T, Kadoma Y and Sakagami H: Antioxidant and prooxidant action of eugenol-related compounds and their cytotoxicity. Toxicology 177: 39-54, 2002.
2. Fujisawa S, Atsumi T, Kadoma Y, Ishihara M, Ito S and Yokoe I: Kinetic radical scavenging activity and cytotoxicity of 2-methoxy-and 2-t-butyl-substituted phenols and their dimers. Anticancer Res 24: 3019-3026, 2004.
3. Saito M, Sakagami H and Fujisawa S: Cytotoxicity and apoptosis induction by butylated hydroxyanisole (BHA) and butylated hydroxytoluene (BHT). Anticancer Res 23: 4693-4701, 2003.
4. Park YC, Kim JM, Kim HM and Yoo YH: Phospho-ser 15-p53 translocates into mitochondria and interacts with Bcl-2 and Bcl-xL in eugenol-induced apoptosis. Apoptosis 10: 193-200, 2005.
5. Ghosh R, Nadiminty N, Fitzpatrick JE, Alworth WL, Slaga TJ and Kumar AP: Eugenol causes melanoma growth suppression through inhibition of E2F1 transcriptional activity. J Biol Chem 280: 5812-5819, 2005.
6. Cao Y, Pcarman AT, Zimmerman GA, McIntyre TM and Prescott SM: Intraccllular unesterified arachidonic acid signals apoptosis. Proc Natl Acad Sci USA 97: 11280-11285, 2000.
7. Han SS, Kim K, Hahm ER, Park CH, Kimler BF, Lee SJ, Lee SH, Kim WS, Jung CW, Park K, Kim J, Yoon SS, Lee JH and Park S: Arsenic trioxide represses constitutive activation of NF-kappaB and COX-2 expression in human acute myeloid leukemia, HL-60. J Cell Biochem 94: 695-707, 2005.
8. Terasaka H, Morshed SR, Hashimoto K, Sakagami H and Fujisawa S: Hydroquinone-induced apoptosis in HL-60 cells. Anticancer Res 25: 161-170, 2005.
9. Beauchamp C and Fridovich I: Superoxide dismutase: improved assays and an assay applicable to acrylamide gels. Anal Biochem 44: 276-287, 1971.
10. Chomczynski P and Sacchi N: Single-step method of RNA isolation by acid guanidine thiocyanate-phenol-chloroform extraction. Anal Biochem 162: 156-159, 1987.
11. Hanazawa S, Takeshita A and Kitano S: Retinoic acid suppression of c-fos gene inhibits expression of tumor necrosis factor-alpha-induced monocyte chemoattractant JE/MCP-1 in clonal osteoblastic MC3T3-E1 cells. J Biol Chem 269: 21379-21384, 1994.
12. Atsumi T, Iwakura I, Fujisawa S and Ueha T: Reactive oxygen species generation and photo-cytotoxicity of eugenol in solutions of various pH. Biomaterials 22: 1459-1466, 2001.
13. Fujisawa S, Atsumi T, Murakami Y and Kadoma Y: Dimerization, ROS formation, and biological activity of o-methoxyphenols. Arch Immunol Ther Exp (Warsz) 253: 28-38, 2005.
14. Thompson D, Norbeck K, Olsson LI, Constantin-Teodosiu D. Van der Zee J and Moldeus P: Peroxidase-catalyzed oxidation of eugenol: formation of a cytotoxic metabolite(s). J Biol Chem 264: 1016-1021, 1989.
15. Prescott SM and Fitzpatrick FA: Cyclooxygenase-2 and carcinogenesis. Biochim Biophys Acta 1470: M69-78, 2000.
16. Tsujii M, Kawano S and DuBois RN: Cyclooxygenase-2 expression in human colon cancer cells increases metastatic potential. Proc Natl Acad Sci USA 94: 3336-3340, 1997.
17. Huang M, Sharma S, Mao JT and Duhinett SM: Non-small cell lung cancer-derived soluble mediators and prostaglandin E2 enhance peripheral blood lymphocyte IL-10 transcription and protein production. J Immunol 157: 5512-5520, 1996.
18. Murakami Y, Shoji M, Hanazawa S, Tanaka S and Fujisawa S: Preventive effect of bis-eugenol, a eugenol ortho dimer, on lipopolysaccharide-stimulated nuclear factor kappa B activation and inflammatory cytokine expression in macrophages. Biochem Pharmacol 66: 1061-1066, 2003.