Biological properties of flavonoids pertaining to inflammation

Microcirculation

Volumn 7, Issue SUPPL.1, 2000, Pages

  Manthey, John A ^a  

^a AGRICULTURAL RESEARCH SERVICE   (United States)

Author keywords

adhesion olecule; cyclooxygenase; cytokine; kinase; lipoxygenase; phosphodiesterase; phospholipase; Prostaglandin

Indexed keywords

DIOSMIN; ENZYME INHIBITOR; FLAVONOID; HESPERIDIN; HISTAMINE; PHOSPHODIESTERASE INHIBITOR; PROSTAGLANDIN; PROSTAGLANDIN RECEPTOR BLOCKING AGENT; PROTEIN KINASE INHIBITOR;

ANIMAL; BIOSYNTHESIS; BLOOD; DRUG EFFECT; HUMAN; IMMUNOLOGY; INFLAMMATION; METABOLISM; PATHOPHYSIOLOGY; REVIEW; TRANSACTIVATION; VEIN INSUFFICIENCY;

ANIMALS; DIOSMIN; ENZYME INHIBITORS; FLAVONOIDS; HESPERIDIN; HISTAMINE; HUMANS; INFLAMMATION; PHOSPHODIESTERASE INHIBITORS; PROSTAGLANDIN ANTAGONISTS; PROSTAGLANDINS; PROTEIN KINASE INHIBITORS; TRANS-ACTIVATION (GENETICS); VENOUS INSUFFICIENCY;

EID: 0002241549     PISSN: 10739688     EISSN: 15498719     Source Type: Journal    
DOI: 10.1080/mic.7.S1.S29.S34     Document Type: Review

References (52)

1. Agullo G, Gamet-Payrastre L, Maneti S, Viala C, Rémésy C, Chap H, Payrastre B. (1997). Relationship between flavonoid structure and inhibition of phosphatidylinositol 3-kinase: A comparison with tyrosine kinase and protein kinase C inhibition. Biochem Pharmacol 53:1649-1657.
2. Anné S, Argawal R, Nair MP, Schwartz A, Middleton E Jr. (1994). Inhibition of endotoxin-induced expression of intercellular adhesion molecule-1 and of leukocyte adhesion to endothelial cells by the plant flavonoid quercetin. J Allergy Clin Immunol 93:276.
3. Baek SH, Yun SS, Kwon TK, Kim JR, Chang HW, Kwak JY, Kim JH, Kwun KB. (1999). The effects of two new antagonists of secretory PLA2 on TNF-a, iNOS, and COX-2 expression in activated macrophages. Shock 12:473-478.
4. Bouskela E, Cyrino FZ, Lerond L. (1999). Leukocyte adhesion after oxidant challenge in the hamster cheek pouch microcirculation. J Vasc Res 36(suppl 1):11-14.
5. Bouskela E, Donyo KA. (1997). Effects of oral administration of purified micronized flavonoid fraction on increased microvascular permeability induced by various agents on ischemia/reperfusion hamster cheek pouch. Angiology 48:391-399.
6. Bouskela E, SvensjöE, Cyrino FZGA, Lerond L. (1997). Oxidant-induced increase in vascular permeability is inhibited by oral administration of S-5682 (Daflon 500 mg) and alpha-tocopherol. Int J Microcirc 17(suppl 1):18-20.
7. Bruckner V, Szent-Györgyi A. (1936). Chemical nature of citrin. Nature 138:1057.
8. Cybulsky MI, Gimbrone MA Jr. (1991). Endothelial expression of a mononuclear leukocyte adhesion molecule during atherogenesis. Science 251:788-791.
9. Cypriani B, Limasset B, Carrié M-l, Le Doucen C, Crastes de Paulet A, Damon M. (1993). Antioxidant activity of micronized diosmin on oxygen species from stimulated human neutrophils. Biochem Pharmacol 5:1531-1535.
10. Damon M, Flandre O, Fichel F. (1987). Effect of chronic treatment with a purified flavonoid fraction on inflammatory granuloma in the rat. Study of prostaglandin E2 and F2 and thromboxane B2 release and histological changes. Arzneim-Forsch/Drug Res 37:1149-1153.
11. Dehmlow C, Murawski N, de Groot H. (1996). Scavenging of reactive oxygen species and inhibition of arachidonic acid metabolism by silibinin in human cells. Life Sci 58:1591-1600.
12. De la Puerta R, Forder RA, Hoult JR. (1999). Inhibition of leukocyte eicosanoid generation and radical scavenging activities of gnaphalin, a lipophilic flavonol isolated from Helichrysum picardii. Planta Med 65:507-511.
13. Di Perri T, Auteri A. (1988). Action of S5682 on the complement system. In vitro and in vivo study. Int Angiol 7(suppl 2):11-15.
14. Ferriola PC, Cody V, Middleton E Jr. (1989). Protein kinase c inhibition by plant flavonoids. Kinetic mechanisms and structure-activity relationships. Biochem Pharmacol 38:1617-1624.
15. Friesenecker B, Tsai AG, Allegra C, Intaglietta M. (1994). Oral administration of purified micronized flavonoid fraction suppresses leukocyte adhesion in ischemia-reperfusion injury: In vivo observations in the hamster skin fold. Int J Microcirc 14:50-55.
16. Gamet-Payrastre L, Manenti S, Gratacap MP, Tulliez J, Chap H, Payrastre B. (1999). Flavonoids and the inhibition of PKC and PI 3-kinase. Gen Pharmacol 32:279-286.
17. Gerritsen, ME. (1998). Flavonoids: inhibitors of cytokine induced gene expression. In: Flavonoids in the Living System. (JA Manthey and BS Buslig, Eds.) Plenum Press. New York. pp. 183-190.
18. Gerritsen ME, Carley WW, Ranges GE, Shen C-P, Phan SA, Ligon GF, Perry CA. (1995). Flavonoids inhibit cytokine-induced endothelial cell adhesion protein gene expression. Am J Pathol 147:278-292.
19. Gil B, Sanz MJ, Terencio MC, Gunasetaran R, Paya M, Alcaraz MJ. (1997). Morelloflavone, a novel bioflavonoid inhibitor of human secretary phospholipase A2 with anti-inflammatory activity. Biochem Pharmacol 53:733-740.
20. Huang YT, Hwang JJ, Lee PP, Ke FC, Huang JH, Huang CJ, Kandaswami C, Middleton E Jr, Lee MT. (1999). Effects of luteolin and quercetin, inhibitors of tyrosine kinase, on cell growth and metastasis-associated properties in A431 cells overexpressing epidermal growth factor receptor. Br J Pharmacol 128:999-1010.
21. Huang YT, Kuo ML, Liu JY, Huang SY, Lin JK. (1996). Inhibition of protein kinase C and protooncogene expression in NIH 3T3 cells by apigenin. Eur J Cancer 32:146-151.
22. Kawaguchi K, Kikuchi S, Hasegawa H, Maruyama H, Hiroyuki M, Kumazawa Y. (1999). Suppression of lipopolysaccharide-induced tumor necrosis factor-release and liver injury in mice by naringin. J Pharmacol 368:245-250.
23. Kim HK, Son KH, Chang HW, Kang SS, Kim HP. (1999). Inhibition of rat adjuvant-induced arthritis by ginkgetin, and biflavone. Planta Med 65:465-467.
24. Kim HP, Manj I, Iversen L, Ziboh VA. (1998). Effects of naturally-occurring flavonoids and biflavonoids on epidermal cyclooxygenase and lipoxygenase from guinea pigs. Prostaglandins Leukot Essent Fatty Acids 58:17-24.
25. Korthuis RJ, Gute DC. (1997). Postischemic leukocyte/ endothelial cell interactions and microvascular barrier disfunction in skeletal muscle: Cellular mechanisms and effect of Daflon 500 mg. Int J Microcirc Clin Exp 17(suppl 1):11-17.
26. Korthuis RJ, Gute DC. (1999). Adhesion molecule expression in postischemic microvascular dysfunction: Activity of a micronized purified flavonoid fraction. J Vasc Res 36(suppl 1):15-23.
27. Kuppusamy S, Das NP. (1994). Potentiation of beta-adrenoceptor agonist-mediated lipolysis by quercetin and fisetin in isolated rat adipocytes. Biochem Pharmacol 47:521-529.
28. Kusano A, Nikaido T, Kuge T, Ohmoto T, Delle Monache G, Botta B, Maurizio B, Saitoh T. (1991). Inhibition of adenosine 3',5'-cyclic monophosphate phosphodiesterase by flavonoids from licorice roots and 4-arylcoumarins. Chem Pharm Bull 39:930-933.
29. Landolfi R, Mower RL, Steiner M. (1984). Modification of platelet function and arachidonic acid metabolism by bioflavonoids. Biochem Pharmacol 33:1525-1530.
30. Lee HS, Ko HR, Ryu SY, Oh WK, Kim BY, Ahn SC, Mheen TI, Ahn JS. (1997). Inhibition of phospholipase C-1 by the prenylated flavonoids from Sophora flavescens. Planta Med 63:266-268.
31. Lee HS, Oh WK, Kim BY, Ahn SC, Kang DO, Shin DI, Kim J, Mheen TI. (1996). Inhibition of phospholipase C gamma 1 activity by amentoflavone isolated from Selaginella tamariscina. Planta Med 62:293-296.
32. Liang YC, Huang YT, Tsai SH, Lin-Shiau SY, Chen CF, Lin JK. (1999). Suppression of inducible cyclooxygenase and inducible nitric oxide synthase by apigenin and related flavonoids in mouse macrophages. Carcinogenesis 20:1945-1952.
33. Lin JK, Chen YC, Huang YT, Lin-Shiau SY. (1997). Suppression of protein kinase C and nuclear oncogene expression as possible molecular mechanisms of cancer chemoprevention by apigenin and curcumin. J Cell Biochem Suppl 28,29:39-48.
34. Manna SK, Mukhopadhyay A, Van NT, Agarwal BB. (1999). Silymarin suppresses TNF-α-induced activation of NF-kB, c-Jun N-terminal kinase, and apoptosis. J Immunol 163:6800-6809.
35. Manthey JA, Grohmann K, Montanari A, Ash K, Manthey CL. (1999). Polymethoxylated flavones derived from citrus suppress tumor necrosis factor-α expression by human monocytes. J Nat Prod 62:441-444.
36. Manthey JA, Guthrie N, Grohmann K. (2000). Biological properties of citrus flavonoids pertaining to cancer and inflammation. Curr Med Chem (in press).
37. McGregor L, Bellangeon M, Chignier E, Lerond L, Rousseelle C, McGregor JL. (1999). Effect of a micronized purified flavonoid fraction on in vivo platelet functions in the rat. Thromb Res 94:235-240.
38. Middleton E Jr. (1998). Effect of plant flavonoids on immune and inflammatory cell function. In: Flavonoids in the Living System. (JA Manthey and BS Buslig, Eds.) Plenum Press. New York. pp. 175-182.
39. Middleton E Jr, Kandaswami C. (1992). Effects of flavonoids on immune and inflammatory cell function. Biochem Pharmacol 43:1167-1179.
40. Middleton E Jr, Kandaswami C. (1993). The impact of plant flavonoids on mammalian biology: Implications for immunity, inflammation, and cancer. In: Advances in Flavonoid Research. (JB Harborne, Ed.) Chapman and Hall. London. pp. 619-652.
41. Nishioka H, Imoto M, Sawa T, Hamada M, Naganawa H, Takeuchi T, Umazawa K. (1989). Screening of phosphatidylinositol kinase inhibitors from Streptomyces. J Antibiot (Tokyo) 42:823-825.
42. O'Brien KD, Allen MD, McDonald TO, Chait A, Harlan JM, Fishbein D, McCarty J, Ferguson M, Hudkins K, Benjamin CD, Lobb R, Alpers CE. (1993). Vascular cell adhesion molecule-1 is expressed in human coronary atherosclerotic plaques. Implications for the mode of progression of advanced coronary atherosclerosis. J Clin Invest 92:945-951.
43. Peroni A, Heimler D, Pieters L, van Peol B, Vlietinck AJ. (1996). In vitro anti-complementary activity of flavonoids from olive (Olea europaea L.) Pharmazie 51:765-768.
44. Petkov E, Nokolov N, Uzunov P. (1981). Inhibitory effect of some flavonoids and flavonoid mixtures on cyclic AMP phosphodiesterase activity of rat heart. Planta Med 43:183-186.
45. Richter M, Ebermann R, Marian B. (1999). Quercetininduced apoptosis in colorectal tumor cells: Possible role of EGF receptor signaling. Nutr Cancer 34:88-99.
46. Rusznyák S, Szent-Györgyi A. (1936). Vitamin P. Flavonols as vitamins. Nature 138:27.
47. Saponara R, Bosisio E. (1998). Inhibition of cAMP-phosphodiesterase by biflavones of Ginkgo biloba in rat adipose tissue. J Nat Prod 61:1386-1387.
48. Shahat AA, Hammouda F, Ismail SI, Azzam SA, De Bruyne T, Lasure A, Van Poel B, Pieters L, Vlietinck AJ. (1996). Anti-complementary activity of Cratagus sinaica. Planta Med 62:10-13.
49. Tsai SH, Liang YC, Lin-Shiau SY, Lin JK. (1999). Suppression of TNF-α-mediated NF-kB activity by myricetin and other flavonoids through downregulating the activity of IKK and ECV304 cell. J Cell Biochem 74:606-615.
50. Wölle J, Hill RR, Ferguson E, Devall LJ, Trivedi BK, Newton RS, Saxena U. (1996). Selective inhibition of tumor necrosis factor-induced vascular cell adhesion molecule-1 gene expression by a novel flavonoid. Lack of effect on transcription factor NF-kB. Arterioscler Thromb Vascular Biol 16:1501-1508.
51. Zhao J, Sharma Y, Agarwal R. (1999). Significant inhibition by the flavonoid antioxidant silymarin against 12-O-tetradecanoylphorbol 13-acetatecaused modulation of antioxidant and inflammatory enzymes, and cyclooxygenase-2 and interleukin-1 α expression in SENCAR mouse epidermis: Implications in the prevention of stage I tumor promotion. Mol Carcinog 26:321-333.
52. Zi X, Grasso AW, Kung HJ, Agarwal R. (1998). A flavonoid antioxidant, silymarin, inhibits activation of erbB1 signaling and induces cyclin-dependent kinase inhibitors, G1 arrest, and anticarcinogenic effects in human prostate carcinoma DU145 cells. Cancer Res 58:1920-1929.