Flavonoids and the inhibition of PKC and PI 3-kinase

General Pharmacology

Volumn 32, Issue 3, 1999, Pages 279-286

  Gamet Payrastre, Laurence ^a   Manenti, Stéphane ^b   Gratacap, Marie Pierre ^b   Tulliez, Jacques ^a   Chap, Hugues ^b   Payrastre, Bernard ^b  

^a CEMAGREF   (France)

^b CHU PURPAN   (France)

Author keywords

[No Author keywords available]

Indexed keywords

FLAVANONE; FLAVANONE DERIVATIVE; FLAVONE; FLAVONOID; FLAVONOL; ISOFLAVONE; PHOSPHATIDYLINOSITOL 3 KINASE; PROTEIN KINASE C;

ANTINEOPLASTIC ACTIVITY; APOPTOSIS; CANCER CELL; CELL DIVISION; CELL PROLIFERATION; CELL TRANSFORMATION; DRUG STRUCTURE; ENZYME INHIBITION; HUMAN; HUMAN CELL; LEUKEMIA CELL; MOUSE; NONHUMAN; PRIORITY JOURNAL; REVIEW; SIGNAL TRANSDUCTION;

1-PHOSPHATIDYLINOSITOL 3-KINASE; ANIMALS; CELL DIVISION; ENZYME INHIBITORS; FLAVONOIDS; HUMANS; PROTEIN KINASE C; TUMOR CELLS, CULTURED;

EID: 0032971463     PISSN: 03063623     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0306-3623(98)00220-1     Document Type: Review

References (51)

1. Afanas'ev I.B., Dorozhko A.I., Brodskii A.V., Kostyuk V.A., Potapovitch A.I. Chelating and free radical scavenging mechanisms of inhibitory action of rutin and quercetin in lipid peroxidation. Biochem Pharmac. 38:1989;1763-1769.
2. Agullo G., Gamet-Payrastre L., Fernandez Y., Anciaux N., Demigné C., Rémésy C. Comparative effects of flavonoids on the growth, viability and metabolism of a colonic adenocarcinoma cell line (HT29 cells). Cancer Lett. 105:1996;61-70.
3. Agullo G., Gamet-Payrastre L., Manenti S., Viala C., Rémésy C., Chap H., Payrastre B. Relationship between flavonoid structure and inhibition of phosphatidylinositol-3 kinase. a comparison with tyrosine kinase and protein kinase C inhibition Biochem Pharmac. 53:1997;1649-1657.
4. Akiyama T., Ishida J., Nakagawa S., Ogawara H., Watanabe S., Itoh N., Shibuya M., Fukami Y. Genistein, a specific inhibitor of tyrosine-specific protein kinases. J Biol Chem. 262:1987;5592-5595.
5. Aldlercreutz H. Phytoestrogens. epidemiology and a possible role in cancer protection Environ Health Perspect. 103:1995;103-112.
6. Bacqueville D., Casagrande F., Perret B., Chap H., Darbon J.M., Breton-Douillon M. Phosphatidylinositol 3-kinase inhibitors block aortic smooth muscle cell proliferation in mid-late G1 phase. effect on cyclin-dependent kinase 2 and the inhibitory protein p27KIP1 Biochem Biophys Res Commun. 244:1998;630-636.
7. Birt D.F., Mitchell D., Gold B., Pour P., Pinch H.C. Inhibition of ultraviolet light induced skin carcinogenesis in SKH-1 mice by apigenin, a plant flavonoid. Anticancer Res. 17:1997;85-92.
8. Blumber P.M. Protein kinase C as the receptor of phorbol ester tumor promoter. Cancer Res. 48:1988;1-8.
9. Csokay B., Prajda N., Weber G., Olah E. Molecular mechanisms in the antiproliferative action of quercetin. Life Sci. 24:1997;2157-2163.
10. Deschner E.E., Ruperto J., Wong G., Newmark H.L. Quercetin and rutin as inhibitors of azoxymethanol-induced colonic neoplasia. Carcinogenesis. 12:1991;1193-1196.
11. End D.W., Look R.A., Shaffer N.L., Balles E.A., Persico F.J. Nonselective inhibition of mammalian protein kinases by flavonoids in vitro. Res Commun Chem Pathol Pharmac. 56:1987;75-86.
12. Ferriola P.C., Cody V., Middleton E. Protein kinase C inhibition by plants flavonoids. kinetic mechanisms and structure-activity relationships Biochem Pharmac. 38:1989;1617-1624.
13. Fishman D.D., Segal S., Livneh E. The role of protein kinase C in G1 and G2/M phases of the cell cycle. Int J Oncol. 12:1998;181-186.
14. Fujiki H., Horiuchi T., Yamashita K., Hakii H., Suganuma M., Nishino M., Iwashima A., Hirata Y., Sugimura T. Inhibition of tumor promotion by flavonoids. Prog Clin Biol Res. 213:1986;429-440.
15. Hawkins P.T., Welch H., McGregor A., Eguinoa A., Gobert S., Krugmann S., Anderson K., Stokoe D., Stephens L. Signalling via phosphoinositide 3OH kinase. Biochem Soc Trans. 25:1997;1147-1151.
16. Herrera M.D., Zarzuelo A., Jimenez J., Marhuenda E., Duarte J. Effects of flavonoids on rat aortic smooth muscle contractility. sturcture-activity relationship Gen Pharmac. 27:1996;273-277.
17. Hertog M.G.L. Epidemiological evidence on potential health properties of flavonoids. Proc Nutr Soc. 55:1996;385-397.
18. Hertog M.G.L., Hollman P.C.H., Katan M.B., Kromhout D. Intake of potentially anticarcinogenic flavonoids and their determinants in adults in the Netherlands. Nutr Cancer. 20:1993;21-29.
19. Hirano T., Gotoh M., Oka K. Natural flavonoids and lignans are potent cytostatic agents against human leukemic HL 60 cells. Life Sci. 55:1994;1061-1069.
20. Hollman P.C.H., Katan M.B. Bioavaibility and health effects of dietary flavonols in man. Arch Toxicol. (suppl. 20):1998;237-248.
21. Hollman P.C.H., Gaag M.V.D., Mengelers M.J.B., van Trijp J.M.P., de Vries J.H.M., Katan M.B. Absorption and disposition kinetics of the dietary antioxidant quercetin in man. Free Radical Biol Med. 21:1996;703-707.
22. Huang Y.-T., Kuo M.-L., Liu J.-Y., Huang S.-Y., Lin J.-K. Inhibitions of protein kinase C and proto-oncogene expressions in NIH 3T3 cells by apigenin. Eur J Cancer. 32A:1996;146-151.
23. Ireton K., Payrastre B., Chap H., Ogawa W., Sakaue H., Kasuga M., Cossart P. A role for PI 3-kinase in bacterial invasion. Science. 274:1996;780-782.
24. Kang T., Liang N. Studies on the inhibitory effects of quercetin on the growth of HL60 leukemia cells. Biochem Pharmac. 54:1997;1013-1018.
25. Knekt P., Jarvinen R., Sepanen R., Heliovaara M., Teppo L., Pukkala E., Aromaa A. Dietary flavonoids and the risk of lung cancer and other malignant neoplasms. Am J Epidemiol. 146:1997;223-230.
26. Korkina L.G., Afanas'ev I.B. Antioxidant and chelating properties of flavonoids. Adv Pharmac. 38:1997;151-163.
27. Kovacsovics T.J., Bachelot C., Toker A., Vlahos C.J., Duckworth B., Cantley L.C., Hartwig J.H. Phosphoinositide 3-kinase inhibition spares actin assembly in activating platelets but reverses platelet aggregation. J Biol Chem. 270:1995;11358-11366.
28. Kuo S.M. Antiproliferative potency of structurally distinct dietary flavonoids on human colon cancer cells. Cancer Lett. 110:1996;41-48.
29. Lee Y.J., Erdos G., Hou Z., Kim S.H., Kim J.H., Cho J.M., Corry P.M. Mechanism of quercetin-induced suppression and delay of heat shock gene expression and thermotolerance development in HT-29 cells. Mol Cell Biochem. 137:1994;141-154.
30. Lepley D.M., Pelling J.C. Induction of P21/WAF 1 and G1 cell-cycle arrest by the chemopreventive agent apigenin. Mol Carcinog. 19:1997;74-82.
31. Lepley D.M., Li B., Birt D.F., Pelling J.C. The chemopreventive flavonoid apigenin induces G2/M arrest in keratynocytes. Carcinogenesis. 17:1996;2367-2375.
32. Lewis J.M., Cheresh D.A., Schwartz M.A. Protein kinase C regulates αvβ5-dependent cytoskeletal associations and focal adhesion kinase phosphorylation. J Cell Biol. 134:1996;1323-1332.
33. Livneh E., Fishman D.D. Linking protein kinase C to cell-cycle control. Eur J Biochem. 248:1997;1-9.
34. Middleton J.R.E., Kandaswami C. The flavonoids. advances in research since 1986:1993;619-652 J.H. Harborne, New York.
35. Nishizuka Y. The role of protein kinase C in cell surface signal transduction and tumour. Nature. 308:1984;693-698.
36. Nishizuka Y. Studies and perspectives of protein kinase C. Science. 233:1986;305-312.
37. Nishizuka Y. Intracellular signalling by hydrolysis of phospholipids and activation of protein kinase C. Science. 258:1992;607-614.
38. Nishizuka Y. Protein kinase C and lipid signaling for sustained cellular responses. FASEB J. 9:1995;484-496.
39. Paganga G., Rice-Evans C.A. The identification of flavonoids as glycosides in human plasma. FEBS Lett. 401:1997;78-82.
40. Quest A.F.G. Regulation of protein kinase C. a tale of lipids and proteins Enzyme Protein. 49:1996;231-261.
41. 3 interacts with SH2 domains and modulates PI 3-kinase association with tyrosine-phosphorylated proteins. Cell. 83:1995;821-830.
42. Rice-Evans C., Miller N.J., Paganga G. Structure-antioxidant activity relationships of flavonoids and phenolic acids. Free Radical Biol Med. 20:1996;933-956.
43. Scambia G., Ranelletti F.O., Panici B., Piantelli M., De Vincenzo R., Ferrandina G., Bonnano G., Capelli A., Mancuso S. Quercetin induces type-II estrogen-binding sites in estrogen-receptor negative (MDA6MB231) and estrogen-receptor-positive (MCF7) human breast-cancer cell lines. Int J Cancer. 54:1993;462-466.
44. Scambia G., De Vincezo R., Ranelleti F.O., Panici B., Ferrandina G., D'Agostino G., Fattorossi A., Bombardelli E., Mancuso S. Antiproliferative effect of silybin on gynaecological malignacies. synergism with cysplatin and doxorubicin Eur J Cancer. 32A:1996;877-882.
45. Takai Y., Kishimoto A., Inoue M., Nishizuka Y. Studies on a cyclic nucleotide-independent protein kinase and its proenzyme in mammalian tissues. J Biol Chem. 252:1977;7603-7609.
46. Toker A., Cantley L.C. Signalling through the lipid products of phosphoinositide-OH kinase. Nature. 387:1997;673-676.
47. Vanhaesebroeck B., Leevers S.L., Panayotou G., Waterfield M.D. Phosphoinositide 3-kinases. a conserved family of signal transducers Trends Biochem Sci. 22:1997;267-272.
48. Verma A.K., Johnson J.A., Gould M.N., Tanner M.A. Inhibition of 7,12-dimethylbenz(a)anthracene and N-nitrosomethylurea-induced rat mammary cancer by dietary flavonol quercetin. Cancer Res. 48:1988;5754-5758.
49. Vlahos C.J., Matter W.F., Hui K.Y., Brown R.F. A specific inhibitor of phosphatidyl inositol 3-kinase, 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one (LY294002). J Biol Chem. 269:1994;5241-5248.
50. Wei Y.Q., Zhao X., Karya Y., Fukata H., Teshigawara K., Uchida A. Induction of apoptosis by quercetin. involvment of heat shock protein Cancer Res. 54:1994;4952-4957.
51. Zi X., Mukhtar H., Agarwal R. Novel cancer chemopreventive effects of a flavonoid antioxidant silymarin. inhibition of mRNA expression of an endogenous tumor promoter TNF Biochem Biophys Res Commun. 239:1997;334-399.