Transcriptional suppression of the HIV promoter by natural compounds

Antiviral Research

Volumn 58, Issue 1, 2003, Pages 89-98

  Uchiumi, Fumiaki ^a   Hatano, Tsutomu ^b   Ito, Hideyuki ^b   Yoshida, Takashi ^b   Tanuma, Sei Ichi ^a  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

^b OKAYAMA UNIVERSITY   (Japan)

Author keywords

Cytomegalovirus; Ellagitannin; HIV promoter; TPA

Indexed keywords

ACETIC ACID DERIVATIVE; ANTHRAQUINONE; ASPIDIN AB; ASPIDIN BB; CASSIAOCCIDENTALIN A; CASSIAOCCIDENTALIN C; CHALCONE; CHALCONE DERIVATIVE; CHROMENE DERIVATIVE; CHROMENE GLUCOSIDE; COUMARIN DERIVATIVE; ELLAGITANNIN; GLYCYCOUMARIN; GLYCYRRHISOFLAVONE; GLYCYRRHIZA EXTRACT; ISOFLAVONE; LICOCHALCONE A; LICOCHALCONE B; LICOCOUMARINE; LICOPYRANOCOUMARIN; LIQUIRITIGENIN; LIQUIRITIN; NATURAL PRODUCT; PHORBOL 13 ACETATE 12 MYRISTATE; RUBROFUSARIN GENTIOBIOSIDE; SENNA EXTRACT; TANNIN; TETRAHYDROXYMETHOXYCHALCONE; TORACHRYSONE GENTIOBIOSIDE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ARTICLE; CYTOMEGALOVIRUS; DRUG EFFECT; DRUG EFFICACY; GENE EXPRESSION REGULATION; GENE REPRESSION; GENETIC TRANSCRIPTION; HUMAN; HUMAN CELL; HUMAN IMMUNODEFICIENCY VIRUS; PRIORITY JOURNAL; PROMOTER REGION; STRUCTURE ACTIVITY RELATION; VIRUS GENE;

ANTI-HIV AGENTS; CHALCONE; COUMARINS; FLAVONOIDS; GENE EXPRESSION REGULATION, VIRAL; HIV; HIV INFECTIONS; HUMANS; HYDROLYZABLE TANNINS; JURKAT CELLS; PROMOTER REGIONS (GENETICS); TANNINS; TETRADECANOYLPHORBOL ACETATE; TRANSFECTION;

CYTOMEGALOVIRUS; HUMAN IMMUNODEFICIENCY VIRUS;

EID: 0242501502     PISSN: 01663542     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0166-3542(02)00186-9     Document Type: Article

References (51)

1. Althaus F.R., Richter C. Poly-ADP-ribosylation reactions. Mol. Biol. Biochem. Biophys. 37:1987;1-44.
2. Aoki K., Nishimura K., Abe H., Maruta H., Sakagami H., Hatano T., Okuda T., Yoshida T., Tsai Y.J., Uchiumi F., Tanuma S. Novel inhibitors of poly(ADP-ribose) glycohydrolase. Biochim. Biophys. Acta. 1158:1993;251-256.
3. Aoki K., Maruta H., Uchiumi F., Hatano T., Yoshida T., Tanuma S. A macrocircular ellagitannin, oenothein B, suppresses mouse mammary tumor gene expression via inhibition of poly(ADP-ribose) glycohydrolase. Biochem. Biophys. Res. Commun. 210:1995;329-337.
4. Ashorn P., McQuade T.J., Thaisrivongs S., Tomasselli A.G., Tarpley W.G., Moss B. An inhibitor of the protease blocks maturation of human and simian immunodeficiency viruses and spread of infection. Proc. Natl. Acad. Sci. U.S.A. 87:1990;7472-7476.
5. Bates P. Chemokine receptors and HIV-1: an attractive pair. Cell. 86:1996;1-3.
6. Boschelli D.H., Kramer J.B., Khatana S.S., Sorenson R.J., Cannor D.T., Ferin M.A., Wright C.D., Lesch M.E., Imre K., Okonkwo G.C., Schrier D.J., Conroy M.C., Ferguson E., Woelle J., Saxena U. Inhibition of E-selectin-, ICAM-1-, and VCAM-1-mediated cell adhesion by benzo[b]thiophene-, benzofuran-, indole-, and naphthalene-2-carboxamides: identification of PD 144795 as an anti-inflammatory agent. J. Med. Chem. 38:1995;4597-4614.
7. Braun S.A., Panzeter P.L., Collinge M.A., Althaus F.R. Endoglycosidic cleavage of branched polymers by poly(ADP-ribose) glycohydrolase. Eur. J. Biochem. 220:1994;369-375.
8. Calapai G., Squadrito F., Rizzo A., Marciano M.C., Campo G.M., Caputi A.P. Multiple actions of the coumarin derivative cloricromene and its protective effects on ischemic brain injury. Naunyn Schmiedebergs. Arch. Pharmacol. 351:1995;209-215.
9. Chen J.D., Bai X., Yang A.G., Cong Y., Chen S.Y. Inactivation of HIV-1 chemokine co-receptor CXCR-4 by a novel intrakine strategy. Nature Med. 3:1997;1110-1116.
10. 8+ T-cells. Science. 270:1995;1811-1815.
11. De Bruyne T., Pieters L., Witvrouw M., De Clercq E., Vanden Berghe D., Vlietinck A.J. Biological evaluation of proanthocyanidin dimers and related polyphenols. J. Nat. Prod. 62:1999;954-958.
12. de Murcia G., Menissier de Murcia J. Poly(ADP-ribose) polymerase: a molecular nick-sensor. Trends Biochem. Sci. 19:1994;172-176.
13. Dimmock J.R., Elias D.W., Beazely M.A., Kandepu N.M. Bioactivities of chalcones. Curr. Med. Chem. 6:1993;1125-1149.
14. Fauci A.S. Multifactorial nature of human immunodeficiency virus disease: Implications for therapy. Science. 262:1993;1011-1018.
15. Feng Y., Broder C.C., Kennedy P.E., Berger E.A. HIV-1 entry cofactor: functional cDNA cloning of a seven-transmembrane, G protein-coupled receptor. Science. 272:1996;872-877.
16. Gualberto A., Hixon M.L., Finco T.S., Perkins N.D., Nabel G.J., Baldwin A.S. A proliferative p53-responsive element mediates tumor necrosis factor alpha induction of the human immunodeficiency virus type 1 long terminal repeat. Mol. Cell. Biol. 15:1995;3450-3459.
17. Gualberto A., Marquez G., Carballo M., Youngblood G.L., Hunt S.W. III, Baldwin A.S., Sobrino F. p53 transactivation of the HIV-1 long terminal repeat is blocked by PD 144795, a calcineurin-inhibitor with anti-HIV properties. J. Biol. Chem. 273:1998;7088-7093.
18. Hatano, T., Yoshida, T., 1998. Bioactive phenolics from licorice: their radical-scavenging effects, inhibitory effects on oxidative enzymes and antiviral agents. In: Ageta, H., Aimi, N., Ebizuka, Y., Fujita, T., Honda, G. (Eds.), Towards Natural Medicine Research in the 21st Century. Elsevier, Amsterdam, pp. 261-272.
19. Hatano T., Edomatsu R., Hiramatsu M., Mori A., Fujita Y., Yasuhara T., Yoshida T., Okuda T. Effects of tannins and related polyphenols on superoxide anion radical, and on 1,1-diphenyl-2-picrylhydrazyl radical. Chem. Pharm. Bull. 37:1989;2016-2021.
20. Hatano T., Uebayashi H., Ito H., Shiota S., Tsuchiya T., Yoshida T. Phenolic constituents of Cassia seeds and antibacterial effects of some naphthalenes and anthraquinones on methicillin-resistant Staphylococcus aureus. Chem. Pharm. Bull. 47:1999a;1121-1127.
21. Hatano T., Mizuta S., Ito H., Yoshida T. C-glycosidic flavonoids from Cassia occidentalis. Phytochemistry. 52:1999b;1379-1383.
22. Herencia F., Ferrandiz M.L., Ubeda A., Guillen I., Dominguez J.N., Charris J.E., Lobo G.M., Alcaraz M.J. 4-Dimethylamino-3′,4′-dimethoxychalcone downregulates iNOS expression and exerts anti-inflammatory effects. Free Radic. Biol. Med. 30:2001;43-50.
23. Hottiger M.O., Felzien L.K., Nabel G.L. Modulation of cytokine-induced HIV gene expression by competitive binding of transcription factors to the coactivator p300. EMBO J. 17:1998;3124-3134.
24. Ito H., Koreishi M., Tokuda H., Nishino H., Yoshida T. Cypellocarpins A-C, phenol glycosides esterified with oleuropeic acid, from Eucalyptus cypellocarpa. J. Nat. Prod. 63:2000a;1253-1257.
25. Ito H., Muranaka T., Mori K., Jin Z.X., Tokuda H., Nishino H., Yoshida T. Ichthyotoxic phloroglucinol derivatives from Dryopteris fragrans and their anti-tumor promoting activity. Chem. Pharm. Bull. 48:2000b;1190-1195.
26. Ito H., Yamaguchi K., Kim T.H., Khennouf S., Gharzouli K., Yoshida T. Dimeric and trimeric hydrolyzable tannins from Quercus coccifera and Quercus suber. J. Nat. Prod. 65:2002;339-345.
27. Johnston M.I., Hoth D.F. Present status and future prospects for HIV therapies. Science. 260:1993;1286-1293.
28. Lindahl T., Satoh M.S., Poirier G.G., Klungland A. Post-translational modification of poly(ADP-ribose) polymerase induced by DNA strand breaks. Trends Biochem. Sci. 20:1995;405-411.
29. Maruta H., Inageda K., Aoki T., Nishina H., Tanuma S. Characterization of two forms of poly(ADP-ribose) glycohydrolase in guinea pig liver. Biochemistry. 30:1991;5907-5912.
30. McQuade T.J., Tomasselli A.G., Liu L., Karacostas V., Moss B., Sawyer T.K., Heinrikson R.L., Tarpley W.G. A synthetic HIV-1 protease inhibitor with antiviral activity arrests HIV-like particle maturation. Science. 247:1990;454-456.
31. Mishra L., Sinha R., Itokawa H., Bastow K.F., Tachibana Y., Nakanishi Y., Kilgore N., Lee K. Anti-HIV and cytotoxic activities of Ru(II)/Ru(III) polypyridyl complexes containing 2,6-(2′-benzimidazolyl)-pyridine/chalcone as co-ligand. Bioorg. Med. Chem. 9:2001;1667-1671.
32. Miwa, M., Sugimura, T., 1990. ADP-ribosylating toxins and G proteins. Insights into Signal Transduction. Washington, DC, pp. 543-560. Am. Soc. Microbiol.
33. Mizuno T., Uchino K., Toukairin T., Tanabe A., Nakashima H., Yamamoto N., Ogawara H. Inhibitory effect of tannic acid sulfate and related sulfates on infectivity, cytopathic effect, and giant cell formation of human immunodeficiency virus. Planta Med. 58:1992;535-539.
34. Nakashima H., Murakami T., Yamamoto N., Sakagami H., Tanuma S., Hatano T., Yoshida T., Okuda T. Inhibition of human immunodeficiency viral replication by tannins and related compounds. Antiviral Res. 18:1992;91-103.
35. Richman D.D. HIV chemotherapy. Nature. 410:2001;995-1001.
36. Rosen C.A., Sodroski J.G., Haseltine W.A. The location of cis-acting regulatory sequences in the human T cell lymphotropic virus type III (HTLV-III/LAV) long terminal repeat. Cell. 41:1985;813-823.
37. Saraf A.S., Simonian A.V., Oganesian E.T. The search for new antiallergy compounds among a number of coumarin derivatives and the study of their mechanisms of action. Eksp. Klin. Farmakol. 56:1993;47-50.
38. Satoh K., Sakagami H., Nakamura K. Enhancement of radical intensity and cytotoxic activity of ascorbate by PSK and lignins. Anticancer Res. 16:1996;2981-2986.
39. Simmons G., Clapham P.R., Picard L., Offord R.E., Rosenkilde M.M., Schwartz T.W., Buser R., Wells T.N., Proudfoot A.E. Potent inhibition of HIV-1 infectivity in macrophages and lymphocytes by a novel CCR5 antagonist. Science. 276:1997;276-279.
40. Squadrito F., Altavilla D., Zingarelli B., Ioculano M., Calapai G., Campo G.M., Miceli A., Prosdocimi M., Caputi A.P. The effect of cloricromene, a coumarin derivative, on leukocyte accumulation, myocardial necrosis and TNF-alpha production in myocardial ischaemia-reperfusion injury. Life Sci. 53:1993;341-355.
41. Stoll R., Renner C., Hansen S., Palme S., Klein C., Belling A., Zeslawski W., Kamionka M., Rehm T., Muhlhahn P., Schumacher R., Hesse F., Kaluza B., Voelter W., Engh R.A., Holak T.A. Chalcone derivatives antagonize interactions between the human oncoprotein MDM2 and p53. Biochemistry. 40:2001;336-344.
42. Tanaka S., Sakata Y., Morimoto K., Tambe Y., Watanabe Y., Honda G., Tabata M., Oshima T., Masuda T., Umezawa T., Shimada M., Nagakura N., Kamisako W., Kashiwada Y., Ikeshiro Y. Influence of natural and synthetic compounds on cell surface expression of cell adhesion molecules, ICAM-1 and VCAM-1. Planta Med. 67:2001;108-113.
43. Tanuma S. Evidence for a novel metabolic pathway of (ADP-ribose)n: pyrophosphorolysis of ADP-ribose in HeLa S3 cell nuclei. Biochem. Biophys. Res. Commun. 163:1989;1047-1055.
44. Tanuma S., Kawashima K., Endo H. Purification and properties of an (ADP-ribose)n glycohydrolase from guinea pig liver nuclei. J. Biol. Chem. 261:1986;965-969.
45. Tanuma S., Tsai Y.J., Sakagami H., Konno K., Endo H. Lignin inhibits (ADP-ribose)n glycohydrolase activity. Biochem. Int. 19:1989;1395-1402.
46. Tsai Y.J., Aoki T., Maruta H., Abe H., Sakagami H., Hatano T., Okuda T., Tanuma S. Mouse mammary tumor virus gene expression is suppressed by oligomeric ellagitannins, novel inhibitors of poly(ADP-ribose) glycohydrolase. J. Biol. Chem. 267:1992;14436-14442.
47. Uchida K., Suzuki H., Maruta H., Abe H., Aoki K., Miwa M., Tanuma S. Preferential degradation of protein-bound (ADP-ribose)n by nuclear poly(ADP-ribose) glycohydrolase from human placenta. J. Biol. Chem. 268:1993;3194-3200.
48. Uchiumi F., Semba K., Yamanashi Y., Fujisawa J., Yoshida M., Inoue K., Toyoshima K., Yamamoto T. Characterization of the promoter region of the src family gene lyn and its trans activation by human T-cell leukemia virus type I-encoded p40tax. Mol. Cell. Biol. 12:1992;3784-3795.
49. Uchiumi F., Maruta H., Inoue J., Yamamoto T., Tanuma S. Inhibitory effect of tannic acid on human immunodeficiency virus promoter activity induced by 12-o-tetra decanoylphorbol-13-acetate in Jurkat T-cells. Biochem. Biophys. Res. Commun. 220:1996;411-417.
50. Uchiumi F., Sato T., Tanuma S. Identification and characterization of a tannic acid-responsive negative regulatory element in the mouse mammary tumor virus promoter. J. Biol. Chem. 273:1998;12499-12508.
51. Yoshida, T., Hatano, T., Ito, H., Okuda, T., 2000. Chemical and biological perspectives of ellagitannin oligomers from medicinal plants. In: Rahman, A.U. (Ed.), Studies in Natural products Chemistry, vol. 23. Bioactive Natural Products (Part D). Elsevier, Amsterdam, pp. 395-453.