Anti-HIV-1 activity of phlorotannin derivative 8,4‴-dieckol from Korean brown alga Ecklonia cava

References

• Lam KS. New aspects of natural products in drug discovery. Trends Microbiol. 2007;15:279–289.10.1016/j.tim.2007.04.001
   PubMed Web of Science ®Google Scholar
• Zhou X, Liu J, Yang B, Lin X, Yang XW, Liu Y. Marine natural products with anti-HIV activities in the last decade. Curr. Med. Chem. 2013;20:953–973.
   PubMed Web of Science ®Google Scholar
• UN Joint Programme on HIV/AIDS (UNAIDS). Global report UNAIDS report on the global AIDS epidemic 2013 [cited 2013 Nov 6]. Available from: http://www.unaids.org/en/media/unaids/contentassets/documents/epidemiology/2013/gr2013/UNAIDS_Global_Report_2013_en.pdf.
   Google Scholar
• De Clercq E. Anti-HIV drugs: 25 compounds approved within 25 years after the discovery of HIV. Int. J. Antimicrob. Agents. 2009;33:307–320.10.1016/j.ijantimicag.2008.10.010
   PubMed Web of Science ®Google Scholar
• Johnson VA, Calvez V, Gunthard HF, Paredes R, Pillay D, Shafer RW, Wensing AM, Richman DD. Update of the drug resistance mutations in HIV-1: March 2013. Top Antivir. Med. 2013;21:4–12.
   Google Scholar
• Worm S, Sabin C, Weber R, Reiss P, El‐Sadr W, Dabis F, De Wit S, Law M, Monforte AD, Friis‐Møller N, Kirk O, Fontas E, Weller I, Phillips A, Lundgren J. Risk of myocardial infarction in patients with HIV infection exposed to specific individual antiretroviral drugs from the 3 major drug classes: the data collection on adverse events of anti-HIV drugs (D:A:D) study. J. Infect. Dis. 2010;201:318–330.10.1086/649521
   PubMed Web of Science ®Google Scholar
• Flexner C. HIV drug development: the next 25 years. Nat. Rev. Drug Discovery. 2007;6:959–966.10.1038/nrd2336
   PubMed Web of Science ®Google Scholar
• Villa F, Gerwick L. Marine natural product drug discovery: Leads for treatment of inflammation, cancer, infections, and neurological disorders. Immunopharmacol. Immunotoxicol. 2010;32:228–237.10.3109/08923970903296136
   PubMed Web of Science ®Google Scholar
• Penesyan A, Kjelleberg S, Egan S. Development of novel drugs from marine surface associated microorganisms. Mar. Drugs. 2010;8:438–459.10.3390/md8030438
   PubMed Web of Science ®Google Scholar
• Mayer AMS, Rodríguez AD, Taglialatela-Scafati O, Fusetani N. Marine pharmacology in 2009–2011: Marine compounds with antibacterial, antidiabetic, antifungal, anti-Inflammatory, antiprotozoal, antituberculosis, and antiviral Activities; affecting the immune and nervous systems, and other miscellaneous mechanisms of action. Mar. Drugs. 2013;11:2510–2573.10.3390/md11072510
   PubMed Web of Science ®Google Scholar
• Nwosu F, Morris J, Lund V, Stewart D, Ross H. Anti-proliferative and potential anti-diabetic effects of phenolic-rich extracts from edible marine algae. Food Chem. 2011;126:1006–1012.10.1016/j.foodchem.2010.11.111
   Web of Science ®Google Scholar
• Erwin P, López-Legentil S, Schuhmann P. The pharmaceutical value of marine biodiversity for anti-cancer drug discovery. Ecol. Econ. 2010;70:445–451.10.1016/j.ecolecon.2010.09.030
   Google Scholar
• Kong CS, Kim JA, Bak SS, Byun HG, Kim SK. Anti-obesity effect of carboxymethyl chitin by AMPK and aquaporin-7 pathways in 3T3-L1 adipocytes. J. Nutr. Biochem. 2011;22:276–281.10.1016/j.jnutbio.2010.02.005
   PubMed Web of Science ®Google Scholar
• Jiang Y, Ng TB, Wang CR, Zhang D, Cheng ZH, Liu ZK, Qiao WT, Geng YQ, Li N, Liu F. Inhibitors from natural products to HIV-1 reverse transcriptase, protease and integrase. Mini-Rev. Med. Chem. 2010;10:1331–1344.
   PubMed Web of Science ®Google Scholar
• Wijesekara I, Pangestuti R, Kim SK. Biological activities and potential health benefits of sulfated polysaccharides derived from marine algae. Carbohydr. Polym. 2011;84:14–21.10.1016/j.carbpol.2010.10.062
   Web of Science ®Google Scholar
• Lee SA, Hong SK, Suh CI, Oh MH, Park JH, Choi BW, Park SW, Paik SY. Anti-HIV-1 efficacy of extracts from medicinal plants. J. Microbiol. 2010;48:249–252.10.1007/s12275-009-0176-9
   PubMed Web of Science ®Google Scholar
• Li Y, Qian Z, Ryu BM, Lee SH, Kim MM, Kim SK. Chemical components and its antioxidant properties in vitro: an edible marine brown alga, Ecklonia cava. Bioorg. Med. Chem. 2009;17:1963–1973.10.1016/j.bmc.2009.01.031
   PubMed Web of Science ®Google Scholar
• Zheng YT, Zhang WF, Ben KL, Wang JH. In vitro immunotoxicity and cytotoxicity of trichosanthin against human normal immunocytes and leukemia-lymphoma cells. Immunopharmacol. Immunotoxicol. 1995;17:69–79.10.3109/08923979509052721
   PubMed Web of Science ®Google Scholar
• Zheng YT, Ben KL, Jin SW. Anti-HIV-1 activity of trichobitacin, a novel ribosome-inactivating protein. Acta Pharmacol. Sin. 2000;21:179–182.
   PubMed Web of Science ®Google Scholar
• Pauwels R, Balzarini J, Baba M, Snoeck R, Schols D, Herdewijn P, Desmyter J, De Clercq E. Rapid and automated tetrazolium-based colorimetric assay for the detection of anti-HIV compounds. J. Virol. Methods. 1988;20:309–321.10.1016/0166-0934(88)90134-6
   PubMed Web of Science ®Google Scholar
• Kiser R, Makovsky S, Terpening SJ, Laing N, Clanton DJ. Assessment of a cytoprotection assay for the discovery and evaluation of anti-human immunodeficiency virus compounds utilizing a genetically-impaired virus. J. Virol. Methods. 1996;58:99–109.10.1016/0166-0934(95)01998-7
   PubMed Web of Science ®Google Scholar
• Lee DS, Jung KE, Yoon CH, Lim H, Bae YS. Newly designed six-membered azasugar nucleotide-containing phosphorothioate oligonucleotides as potent human immunodeficiency virus type 1 inhibitors. Antimicrob. Agents and Chemother. 2005;49:4110–4120.10.1128/AAC.49.10.4110-4120.2005
   PubMed Web of Science ®Google Scholar
• Derdeyn CA, Decker JM, Sfakianos JN, Wu X, O’Brien WA, Ratner L, Kappes JC, Shaw GM, Hunter E. Sensitivity of human immunodeficiency virus type 1 to the fusion inhibitor T-20 is modulated by coreceptor specificity defined by the V3 loop of gp120. J. Virol. 2000;74:8358–8367.10.1128/JVI.74.18.8358-8367.2000
   PubMed Web of Science ®Google Scholar
• Queffélec C, Bailly F, Mbemba G, Mouscadet JF, Hayes S, Debyser Z, Witvrouw M, Cotelle P. Synthesis and antiviral properties of some polyphenols related to Salvia genus. Bioorg. Med. Chem. Lett. 2008;18:4736–4740.10.1016/j.bmcl.2008.06.063
   PubMed Web of Science ®Google Scholar
• Yu D, Morris-Natschke SL, Lee KH. New developments in natural products-based anti-AIDS research. Med. Res. Rev. 2007;27:108–132.10.1002/(ISSN)1098-1128
   PubMed Web of Science ®Google Scholar
• Nakane H, Arisawa M, Fujita A, Koshimura S, Ono K. Inhibition of HIV-reverse transcriptase activity by some phloroglucinol derivatives. FEBS Lett. 1991;286:83–85.10.1016/0014-5793(91)80946-Z
   PubMed Web of Science ®Google Scholar
• Pal Singh I, Bharate SB. Phloroglucinol compounds of natural origin. Nat. Prod. Rep. 2006;23:558–591.10.1039/b600518g
   PubMed Web of Science ®Google Scholar
• Dutot M, Fagon R, Hemon M, Rat P. Antioxidant, anti-inflammatory, and anti-senescence activities of a phlorotannin-rich natural extract from brown seaweed Ascophyllum nodosum. Appl. Biochem. Biotechnol. 2012;167:2234–2240.10.1007/s12010-012-9761-1
   PubMed Web of Science ®Google Scholar
• Nagayama K, Iwamura Y, Shibata T, Hirayama I, Nakamura T. Bactericidal activity phlorotannins from the brown alga Ecklonia kurome. J. Antimicrob. Chemother. 2002;50:889–893.10.1093/jac/dkf222
   PubMed Web of Science ®Google Scholar
• Kim MM, Ta QV, Mendis E, Rajapakse N, Jung WK, Byun HG, Jeon YJ, Kim SK. Phlorotannins in Ecklonia cava extract inhibit matrix metalloproteinase activity. Life Sci. 2006;79:1436–1443.10.1016/j.lfs.2006.04.022
   PubMed Web of Science ®Google Scholar
• Ahn MJ, Yoon KD, Min SY, Lee JS, Kim JH, Kim TG, Kim SH, Kim NG, Huh H, Kim J. Inhibition of HIV-1 reverse transcriptase and protease by phlorotannins from the brown alga Ecklonia cava. Biol. Pharm. Bull. 2004;27:544–547.10.1248/bpb.27.544
   PubMed Web of Science ®Google Scholar
• Artan M, Li Y, Karadeniz F, Lee SH, Kim MM, Kim SK. Anti-HIV-1 activity of phloroglucinol derivative, 6,6′-bieckol, from Ecklonia cava. Bioorg. Med. Chem. 2008;16:7921–7926.
   PubMed Web of Science ®Google Scholar