Cell signaling and receptors with resorcinols and flavonoids: redox, reactive oxygen species, and physiological effects

References

• Kovacic P, Somanathan R. Resorcinols, related flavonoids and stilbene phenols (antioxidant and prooxidant): redox, reactive oxygen species and physiological effects in Systems Biology of Free Radicals and Antioxidants, Laher I, ed., Springer-Verlag, New York, 2011, in press.
   Google Scholar
• Kovacic P, Pozos RS. Cell signaling (mechanism and reproductive toxicity): redox chains, radicals, electrons, relays, conduit, electrochemistry, and other medical implications. Birth Defects Res C Embryo Today 2006, 78, 333–344.
   PubMedGoogle Scholar
• Williams RJ, Spencer JP, Rice-Evans C. Flavonoids: antioxidants or signalling molecules? Free Radic Biol Med 2004, 36, 838–849.
   PubMed Web of Science ®Google Scholar
• Virgili F, Acconcia F, Ambra R, Rinna A, Totta P, Marino M. Nutritional flavonoids modulate estrogen receptor alpha signaling. IUBMB Life 2004, 56, 145–151.
   Google Scholar
• Rosenkranz S, Knirel D, Dietrich H, Flesch M, Erdmann E, Böhm M. Inhibition of the PDGF receptor by red wine flavonoids provides a molecular explanation for the “French paradox.” FASEB J 2002, 16, 1958–1960.
   PubMed Web of Science ®Google Scholar
• Yamashita S, Yamashita T, Yamada K, Tachibana H. Flavones suppress type I IL-4 receptor signaling by down-regulating the expression of common gamma chain. FEBS Lett 2010, 584, 775–779.
   Google Scholar
• Dong H, Lin W, Wu J, Chen T. Flavonoids activate pregnane x receptor-mediated CYP3A4 gene expression by inhibiting cyclin-dependent kinases in HepG2 liver carcinoma cells. BMC Biochem 2010, 11, 23.
   PubMed Web of Science ®Google Scholar
• Ahmad N, Gali H, Javed S, Agarwal R. Skin cancer chemopreventive effects of a flavonoid antioxidant silymarin are mediated via impairment of receptor tyrosine kinase signaling and perturbation in cell cycle progression. Biochem Biophys Res Commun 1998, 247, 294–301.
   PubMed Web of Science ®Google Scholar
• Yano S, Tachibana H, Yamada K. Flavones suppress the expression of the high-affinity IgE receptor FcepsilonRI in human basophilic KU812 cells. J Agric Food Chem 2005, 53, 1812–1817.
   PubMed Web of Science ®Google Scholar
• Navarro-Núñez L, Castillo J, Lozano ML, Martínez C, Benavente-García O, Vicente V, Rivera J. Thromboxane A2 receptor antagonism by flavonoids: structure–activity relationships. J Agric Food Chem 2009, 57, 1589–1594.
   PubMed Web of Science ®Google Scholar
• Jiang H, Zhang L, Kuo J, Kuo K, Gautam SC, Groc L, Rodriguez AI, Koubi D, Hunter TJ, Corcoran GB, Seidman MD, Levine RA. Resveratrol-induced apoptotic death in human U251 glioma cells. Mol Cancer Ther 2005, 4, 554–561.
   PubMed Web of Science ®Google Scholar
• Jiang H, Shang X, Wu H, Gautam SC, Al-Holou S, Li C, Kuo J, Zhang L, Chopp M. Resveratrol downregulates PI3K/Akt/mTOR signaling pathways in human U251 glioma cells. J Exp Ther Oncol 2009, 8, 25–33.
   PubMedGoogle Scholar
• Hwang JT, Kwon DY, Park OJ, Kim MS. Resveratrol protects ROS-induced cell death by activating AMPK in H9c2 cardiac muscle cells. Genes Nutr 2008, 2, 323–326.
   Google Scholar
• Lin JN, Lin VC, Rau KM, Shieh PC, Kuo DH, Shieh JC, Chen WJ, Tsai SC, Way TD. Resveratrol modulates tumor cell proliferation and protein translation via SIRT1-dependent AMPK activation. J Agric Food Chem 2010, 58, 1584–1592.
   PubMed Web of Science ®Google Scholar
• Venkatesan B, Ghosh-Choudhury N, Das F, Mahimainathan L, Kamat A, Kasinath BS, Abboud HE, Choudhury GG. Resveratrol inhibits PDGF receptor mitogenic signaling in mesangial cells: role of PTP1B. FASEB J 2008, 22, 3469–3482.
   Google Scholar
• Shin SM, Cho IJ, Kim SG. Resveratrol protects mitochondria against oxidative stress through AMP-activated protein kinase-mediated glycogen synthase kinase-3beta inhibition downstream of poly(ADP-ribose)polymerase-LKB1 pathway. Mol Pharmacol 2009, 76, 884–895.
   PubMed Web of Science ®Google Scholar
• Aggarwal BB, Bhardwaj A, Aggarwal RS, Seeram NP, Shishodia S, Takada Y. Role of resveratrol in prevention and therapy of cancer: preclinical and clinical studies. Anticancer Res 2004, 24, 2783–2840.
   PubMed Web of Science ®Google Scholar
• Tyagi A, Singh RP, Agarwal C, Siriwardana S, Sclafani RA, Agarwal R. Resveratrol causes Cdc2-tyr15 phosphorylation via ATM/ATR-Chk1/2-Cdc25C pathway as a central mechanism for S phase arrest in human ovarian carcinoma Ovcar-3 cells. Carcinogenesis 2005, 26, 1978–1987.
   PubMed Web of Science ®Google Scholar
• Shanker S, Chen Q, Siddiqui I, Sarva K, Srivastava R. Sensitization of TRAIL-resistant LNCaP cell by resveratrol (3,4′,5-tri-hydroxystilbene): molecular mechanisms and therapeutic potential. J Mol Signaling 2007, 2, 7.
   Google Scholar
• Kairisalo M, Bonomo A, Hyrskyluoto A, Mudò G, Belluardo N, Korhonen L, Lindholm D. Resveratrol reduces oxidative stress and cell death and increases mitochondrial antioxidants and XIAP in PC6.3-cells. Neurosci Lett 2011, 488, 263–266.
   PubMed Web of Science ®Google Scholar
• Clément MV, Hirpara JL, Chawdhury SH, Pervaiz S. Chemopreventive agent resveratrol, a natural product derived from grapes, triggers CD95 signaling-dependent apoptosis in human tumor cells. Blood 1998, 92, 996–1002.
   PubMed Web of Science ®Google Scholar
• Delmas D, Rébé C, Lacour S, Filomenko R, Athias A, Gambert P, Cherkaoui-Malki M, Jannin B, Dubrez-Daloz L, Latruffe N, Solary E. Resveratrol-induced apoptosis is associated with Fas redistribution in the rafts and the formation of a death-inducing signaling complex in colon cancer cells. J Biol Chem 2003, 278, 41482–41490.
   PubMed Web of Science ®Google Scholar
• Tutel’yan VA, Gapparov MM, Telegin LY, Devichenskii VM, Pevnitskii LA. Flavonoids and resveratrol as regulators of Ah-receptor activity: protection from dioxin toxicity. Bull Exp Biol Med 2003, 136, 533–539.
   Google Scholar
• Park SS, Kim YN, Jeon YK, Kim YA, Kim JE, Kim H, Kim CW. Genistein-induced apoptosis via Akt signaling pathway in anaplastic large-cell lymphoma. Cancer Chemother Pharmacol 2005, 56, 271–278.
   PubMed Web of Science ®Google Scholar
• Li Y, Sarkar FH. Gene expression profiles of genistein-treated PC3 prostate cancer cells. J Nutr 2002, 132, 3623–3631.
   PubMed Web of Science ®Google Scholar
• Shieh DB, Li RY, Liao JM, Chen GD, Liou YM. Effects of genistein on beta-catenin signaling and subcellular distribution of actin-binding proteins in human umbilical CD105-positive stromal cells. J Cell Physiol 2010, 223, 423–434.
   Google Scholar
• Li Y, Sarkar FH. Inhibition of nuclear factor kappaB activation in PC3 cells by genistein is mediated via Akt signaling pathway. Clin Cancer Res 2002, 8, 2369–2377.
   PubMed Web of Science ®Google Scholar
• Fu Z, Zhang W, Zhen W, Lum H, Nadler J, Bassaganya-Riera J, Jia Z, Wang Y, Misra H, Liu D. Genistein induces pancreatic beta-cell proliferation through activation of multiple signaling pathways and prevents insulin-deficient diabetes in mice. Endocrinology 2010, 151, 3026–3037.
   PubMed Web of Science ®Google Scholar
• Sarkar FH, Li Y. Cell signaling pathways altered by natural chemopreventive agents. Mutat Res 2004, 555, 53–64.
   PubMed Web of Science ®Google Scholar
• Agarwal R. Cell signaling and regulators of cell cycle as molecular targets for prostate cancer prevention by dietary agents. Biochem Pharmacol 2000, 60, 1051–1059.
   PubMed Web of Science ®Google Scholar
• Shi Y, Dai J, Liu H, Li RR, Sun PL, Du Q, Pang LL, Chen Z, Yin KS. Naringenin inhibits allergen-induced airway inflammation and airway responsiveness and inhibits NF-kappaB activity in a murine model of asthma. Can J Physiol Pharmacol 2009, 87, 729–735.
   PubMed Web of Science ®Google Scholar
• Liu X, Wang W, Hu H, Tang N, Zhang C, Liang W, Wang M. Smad3 specific inhibitor, naringenin, decreases the expression of extracellular matrix induced by TGF-beta1 in cultured rat hepatic stellate cells. Pharm Res 2006, 23, 82–89.
   PubMed Web of Science ®Google Scholar
• Lee JH, Park CH, Jung KC, Rhee HS, Yang CH. Negative regulation of beta-catenin/Tcf signaling by naringenin in AGS gastric cancer cell. Biochem Biophys Res Commun 2005, 335, 771–776.
   PubMed Web of Science ®Google Scholar
• Allister EM, Mulvihill EE, Barrett PH, Edwards JY, Carter LP, Huff MW. Inhibition of apoB secretion from HepG2 cells by insulin is amplified by naringenin, independent of the insulin receptor. J Lipid Res 2008, 49, 2218–2229.
   Google Scholar
• Misty R, Martinez R, Ali H, Steimle PA. Naringenin is a novel inhibitor of Dictyostelium cell proliferation and cell migration. Biochem Biophys Res Commun 2006, 345, 516–522.
   Google Scholar
• Vikram A, Jayaprakasha GK, Jesudhasan PR, Pillai SD, Patil BS. Suppression of bacterial cell-cell signaling, biofilm formation and type III secretion system by citrus flavonoids. J Appl Microbiol 2010, 109, 512–527.
   Google Scholar
• Totta P, Acconcia F, Leone S, Cardillo I, Marino M. Mechanisms of naringenin-induced apoptotic cascade in cancer cells: involvement of estrogen receptor alpha and beta signalling. IUBMB Life 2004, 56, 491–499.
   PubMed Web of Science ®Google Scholar
• Kannappan S, Anuradha CV. Naringenin enhances insulin-stimulated tyrosine phosphorylation and improves the cellular actions of insulin in a dietary model of metabolic syndrome. Eur J Nutr 2010, 49, 101–109.
   PubMed Web of Science ®Google Scholar
• Du G, Jin L, Han X, Song Z, Zhang H, Liang W. Naringenin: a potential immunomodulator for inhibiting lung fibrosis and metastasis. Cancer Res 2009, 69, 3205–3212.
   PubMed Web of Science ®Google Scholar
• Lee ER, Kang YJ, Choi HY, Kang GH, Kim JH, Kim BW, Han YS, Nah SY, Paik HD, Park YS, Cho SG. Induction of apoptotic cell death by synthetic naringenin derivatives in human lung epithelial carcinoma A549 cells. Biol Pharm Bull 2007, 30, 2394–2398.
   PubMed Web of Science ®Google Scholar
• Vafeiadou K, Vauzour D, Lee HY, Rodriguez-Mateos A, Williams RJ, Spencer JP. The citrus flavanone naringenin inhibits inflammatory signalling in glial cells and protects against neuroinflammatory injury. Arch Biochem Biophys 2009, 484, 100–109.
   PubMed Web of Science ®Google Scholar
• Yoshida H, Takamura N, Shuto T, Ogata K, Tokunaga J, Kawai K, Kai H. The citrus flavonoids hesperetin and naringenin block the lipolytic actions of TNF-alpha in mouse adipocytes. Biochem Biophys Res Commun 2010, 394, 728–732.
   PubMed Web of Science ®Google Scholar
• Galluzzo P, Ascenzi P, Bulzomi P, Marino M. The nutritional flavanone naringenin triggers antiestrogenic effects by regulating estrogen receptor alpha-palmitoylation. Endocrinology 2008, 149, 2567–2575.
   PubMedGoogle Scholar
• Bulzomi P, Bolli A, Galluzzo P, Leone S, Acconcia F, Marino M. Naringenin and 17beta-estradiol coadministration prevents hormone-induced human cancer cell growth. IUBMB Life 2010, 62, 51–60.
   PubMedGoogle Scholar
• Senthilkumar K, Elumalai P, Arunkumar R, Banudevi S, Gunadharini ND, Sharmila G, Selvakumar K, Arunakaran J. Quercetin regulates insulin like growth factor signaling and induces intrinsic and extrinsic pathway mediated apoptosis in androgen independent prostate cancer cells (PC-3). Mol Cell Biochem 2010, 344, 173–184.
   PubMed Web of Science ®Google Scholar
• Kim HJ, Kim SK, Kim BS, Lee SH, Park YS, Park BK, Kim SJ, Kim J, Choi C, Kim JS, Cho SD, Jung JW, Roh KH, Kang KS, Jung JY. Apoptotic effect of quercetin on HT-29 colon cancer cells via the AMPK signaling pathway. J Agric Food Chem 2010, 58, 8643–8650.
   PubMed Web of Science ®Google Scholar
• Spencer JP, Rice-Evans C, Williams RJ. Modulation of pro-survival Akt/protein kinase B and ERK1/2 signaling cascades by quercetin and its in vivo metabolites underlie their action on neuronal viability. J Biol Chem 2003, 278, 34783–34793.
   PubMed Web of Science ®Google Scholar
• Richter M, Ebermann R, Marian B. Quercetin-induced apoptosis in colorectal tumor cells: possible role of EGF receptor signaling. Nutr Cancer 1999, 34, 88–99.
   PubMed Web of Science ®Google Scholar
• Sedlacek HH. Mechanisms of action of flavopiridol. Crit Rev Oncol Hematol 2001, 38, 139–170.
   PubMed Web of Science ®Google Scholar
• Pepper C, Thomas A, Fegan C, Hoy T, Bentley P. Flavopiridol induces apoptosis in B-cell chronic lymphocytic leukaemia cells through a p38 and ERK MAP kinase-dependent mechanism. Leuk Lymphoma 2003, 44, 337–342.
   PubMed Web of Science ®Google Scholar
• Najmi S, Korah R, Chandra R, Abdellatif M, Wieder R. Flavopiridol blocks integrin-mediated survival in dormant breast cancer cells. Clin Cancer Res 2005, 11, 2038–2046.
   Google Scholar
• Takada Y, Sethi G, Sung B, Aggarwal BB. Flavopiridol suppresses tumor necrosis factor-induced activation of activator protein-1, c-Jun N-terminal kinase, p38 mitogen-activated protein kinase (MAPK), p44/p42 MAPK, and Akt, inhibits expression of antiapoptotic gene products, and enhances apoptosis through cytochrome c release and caspase activation in human myeloid cells. Mol Pharmacol 2008, 73, 1549–1557.
   PubMed Web of Science ®Google Scholar
• Wu K, Wang C, D’Amico M, Lee RJ, Albanese C, Pestell RG, Mani S. Flavopiridol and trastuzumab synergistically inhibit proliferation of breast cancer cells: association with selective cooperative inhibition of cyclin D1-dependent kinase and Akt signaling pathways. Mol Cancer Ther 2002, 1, 695–706.
   PubMed Web of Science ®Google Scholar
• Tang S-N, Singh C, Nall D, Meeker D, Shanker S, Srivastava R. The dietary bioflavonoid quercetin synergizes with epigallocatechin gallate EGCG) to inhibit prostate cancer stem cell characteristics, invasion, migration and epithelial-mesenchymal transition. J Mol Signaling 2010, 5.
   Google Scholar
• Ishida I, Kohda C, Yanagawa Y, Miyaoka H, Shimamura T. Epigallocatechin gallate suppresses expression of receptor activator of NF-kappaB ligand (RANKL) in Staphylococcus aureus infection in osteoblast-like NRG cells. J Med Microbiol 2007, 56, 1042–1046.
   PubMed Web of Science ®Google Scholar
• Khan N, Afaq F, Saleem M, Ahmad N, Mukhtar H. Targeting multiple signaling pathways by green tea polyphenol (−)-epigallocatechin-3-gallate. Cancer Res 2006, 66, 2500–2505.
   PubMed Web of Science ®Google Scholar
• Mandel S, Weinreb O, Amit T, Youdim MB. Cell signaling pathways in the neuroprotective actions of the green tea polyphenol (−)-epigallocatechin-3-gallate: implications for neurodegenerative diseases. J Neurochem 2004, 88, 1555–1569.
   PubMed Web of Science ®Google Scholar
• Shim JH, Choi HS, Pugliese A, Lee SY, Chae JI, Choi BY, Bode AM, Dong Z. (−)-Epigallocatechin gallate regulates CD3-mediated T cell receptor signaling in leukemia through the inhibition of ZAP-70 kinase. J Biol Chem 2008, 283, 28370–28379.
   Google Scholar
• Sah JF, Balasubramanian S, Eckert RL, Rorke EA. Epigallocatechin-3-gallate inhibits epidermal growth factor receptor signaling pathway. Evidence for direct inhibition of ERK1/2 and AKT kinases. J Biol Chem 2004, 279, 12755–12762.
   PubMed Web of Science ®Google Scholar
• Bigelow RLH, Caedelli JA. The green tea catechins, (−)-epigallocatechin-3-gallate (EGCG) and (−)-epicatechin-3-gallate (EGC), inhibit HGF/Met signaling in immortalized and tumorigenic breast epithelial cells. Oncogene 2006, 25, 1922–1930.
   PubMed Web of Science ®Google Scholar
• Chuu CP, Chen RY, Kokontis JM, Hiipakka RA, Liao S. Suppression of androgen receptor signaling and prostate specific antigen expression by (−)-epigallocatechin-3-gallate in different progression stages of LNCaP prostate cancer cells. Cancer Lett 2009, 275, 86–92.
   PubMed Web of Science ®Google Scholar
• Ripley BJ, Fujimoto M, Serada S, Ohkawara T, Nishikawa T, Terabe F, Matsukawa Y, Stephanou A, Knight RA, Isenberg DA, Latchman DS, Kishimoto T, Naka T. Green tea polyphenol epigallocatechin gallate inhibits cell signaling by inducing SOCS1 gene expression. Int Immunol 2010, 22, 359–366.
   Google Scholar
• Masuda M, Suzui M, Weinstein IB. Effects of epigallocatechin-3-gallate on growth, epidermal growth factor receptor signaling pathways, gene expression, and chemosensitivity in human head and neck squamous cell carcinoma cell lines. Clin Cancer Res 2001, 7, 4220–4229.
   PubMed Web of Science ®Google Scholar