메뉴 건너뛰기




Volumn 22, Issue 10, 2011, Pages 2186-2197

Evaluation of the synthesis of sialic Acid-PAMAM glycodendrimers without the use of sugar protecting Groups, and the Anti-HIV-1 properties of these compounds

Author keywords

[No Author keywords available]

Indexed keywords

RECOMBINANT PROTEINS; SULFUR COMPOUNDS; SYNTHESIS (CHEMICAL);

EID: 80054809927     PISSN: 10431802     EISSN: 15204812     Source Type: Journal    
DOI: 10.1021/bc200331v     Document Type: Article
Times cited : (35)

References (59)
  • 1
    • 80054801087 scopus 로고    scopus 로고
    • UNAIDS
    • UNAIDS (2010) pp 364, UNAIDS.
    • (2010) UNAIDS , pp. 364
  • 2
    • 80054797593 scopus 로고    scopus 로고
    • UNAIDS
    • UNAIDS (2009) pp 100, UNAIDS.
    • (2009) UNAIDS , pp. 100
  • 4
    • 73549103358 scopus 로고    scopus 로고
    • The development of antiretroviral therapy and its impact on the HIV-1/AIDS pandemic
    • Broder, S. (2010) The development of antiretroviral therapy and its impact on the HIV-1/AIDS pandemic Antiviral Res. 85, 1-18
    • (2010) Antiviral Res. , vol.85 , pp. 1-18
    • Broder, S.1
  • 5
    • 73549089480 scopus 로고    scopus 로고
    • Current status and challenges of antiretroviral research and therapy
    • Este, J. A. and Cihlar, T. (2010) Current status and challenges of antiretroviral research and therapy Antiviral Res. 85, 25-33
    • (2010) Antiviral Res. , vol.85 , pp. 25-33
    • Este, J.A.1    Cihlar, T.2
  • 6
    • 73549101316 scopus 로고    scopus 로고
    • Understanding and managing the adverse effects of antiretroviral therapy
    • Hawkins, T. (2010) Understanding and managing the adverse effects of antiretroviral therapy Antiviral Res. 85, 201-209
    • (2010) Antiviral Res. , vol.85 , pp. 201-209
    • Hawkins, T.1
  • 7
    • 76849101594 scopus 로고    scopus 로고
    • Non-polymeric nano-carriers in HIV/AIDS drug delivery and targeting
    • Gupta, U. and Jain, N. K. (2010) Non-polymeric nano-carriers in HIV/AIDS drug delivery and targeting Adv. Drug. Delivery Rev. 62, 478-490
    • (2010) Adv. Drug. Delivery Rev. , vol.62 , pp. 478-490
    • Gupta, U.1    Jain, N.K.2
  • 8
    • 0023201996 scopus 로고
    • Inhibitory effect of dextran sulfate and heparin on the replication of human immunodeficiency virus (HIV) in vitro
    • DOI 10.1016/0166-3542(87)90018-0
    • Ito, M., Baba, M., Sato, A., Pauwels, R., De Clerq, E., and Shigeta, S. (1987) Inhibitory effect of dextran sulfate and heparin on the replication of human immunodeficiency virus (HIV) in vitro Antiviral Res. 7, 361-367 (Pubitemid 17101065)
    • (1987) Antiviral Research , vol.7 , Issue.6 , pp. 361-367
    • Ito, M.1    Baba, M.2    Sato, A.3
  • 9
    • 0023912916 scopus 로고
    • Dextran sulfate suppression of viruses in the HIV family: Inhibition of virion binding to CD4+ cells
    • Mitsuya, H., Looney, D. J., Kuno, S., Ueno, R., Wong-Staal, F., and Broder, S. (1988) Dextran sulfate suppression of viruses in the HIV family: inhibition of virion binding to CD4+ cells Science 240, 646-649
    • (1988) Science , vol.240 , pp. 646-649
    • Mitsuya, H.1    Looney, D.J.2    Kuno, S.3    Ueno, R.4    Wong-Staal, F.5    Broder, S.6
  • 10
    • 0000701207 scopus 로고
    • Mechanism of inhibitory effect of dextran sulfate and heparin on replication of human immunodeficiency virus in vitro
    • Baba, M., Pauwels, R., Balzarini, J., Arnout, J., Desmyter, J., and De Clercq, E. (1988) Mechanism of inhibitory effect of dextran sulfate and heparin on replication of human immunodeficiency virus in vitro Proc. Natl. Acad. Sci. U.S.A. 85, 6132-6136
    • (1988) Proc. Natl. Acad. Sci. U.S.A. , vol.85 , pp. 6132-6136
    • Baba, M.1    Pauwels, R.2    Balzarini, J.3    Arnout, J.4    Desmyter, J.5    De Clercq, E.6
  • 11
    • 0026019437 scopus 로고
    • Dextran sulfate blocks antibody binding to the principal neutralizing domain of human immunodeficiency virus type 1 without interfering with gp120-CD4 interactions
    • Callahan, L. N., Phelan, M., Mallinson, M., and Norcross, M. A. (1991) Dextran sulfate blocks antibody binding to the principal neutralizing domain of human immunodeficiency virus type 1 without interfering with gp120-CD4 interactions J. Virol. 65, 1543-1550
    • (1991) J. Virol. , vol.65 , pp. 1543-1550
    • Callahan, L.N.1    Phelan, M.2    Mallinson, M.3    Norcross, M.A.4
  • 12
    • 0026705746 scopus 로고
    • The V3 region of the envelope glycoprotein of human immunodeficiency virus type 1 binds sulfated polysaccharides and CD4-derived synthetic peptides
    • Batinic, D. and Robey, F. A. (1992) The V3 region of the envelope glycoprotein of human immunodeficiency virus type 1 binds sulfated polysaccharides and CD4-derived synthetic peptides J. Biol. Chem. 267, 6664-6671
    • (1992) J. Biol. Chem. , vol.267 , pp. 6664-6671
    • Batinic, D.1    Robey, F.A.2
  • 13
    • 0027382022 scopus 로고
    • CD4-derived peptide and sulfated polysaccharides have similar mechanisms of anti-HIV activity based on electrostatic interactions with positively charged gp120 fragments
    • Meshcheryakova, D., Andreev, S., Taraswova, S., Sidorova, M., Vafina, M., Kornilaeva, G., Karamov, E., and Kaitov, R. (1993) CD4-derived peptide and sulfated polysaccharides have similar mechanisms of anti-HIV activity based on electrostatic interactions with positively charged gp120 fragments Mol. Immunol. 30, 993-1001
    • (1993) Mol. Immunol. , vol.30 , pp. 993-1001
    • Meshcheryakova, D.1    Andreev, S.2    Taraswova, S.3    Sidorova, M.4    Vafina, M.5    Kornilaeva, G.6    Karamov, E.7    Kaitov, R.8
  • 14
    • 0032546952 scopus 로고    scopus 로고
    • A conserved HIV gp120 glycoprotein structure involved in chemokine receptor binding
    • DOI 10.1126/science.280.5371.1949
    • Rizzuto, C. D., Wyatt, R., Hernandez-Ramos, N., Sun, Y., Kwong, P. D., Hendrickson, W. A., and Sodroski, J. (1998) A conserved HIV gp120 glycoprotein structure involved in chemokine receptor binding Science 280, 1949-1953 (Pubitemid 28299405)
    • (1998) Science , vol.280 , Issue.5371 , pp. 1949-1953
    • Rizzuto, C.D.1    Wyatt, R.2    Hernandez-Ramos, N.3    Sun, Y.4    Kwong, P.D.5    Hendrickson, W.A.6    Sodroski, J.7
  • 16
    • 0035937499 scopus 로고    scopus 로고
    • Chemical glycobiology
    • DOI 10.1126/science.1059820
    • Bertozzi, C. R. and Kiessling, L. L. (2001) Chemical glycobiology Science 291, 2357-2364 (Pubitemid 32231790)
    • (2001) Science , vol.291 , Issue.5512 , pp. 2357-2364
    • Bertozzi, C.R.1    Kiessling, L.L.2
  • 17
    • 0033638783 scopus 로고    scopus 로고
    • Synthetic multivalent ligands in the exploration of cell-surface interactions
    • Kiessling, L. L., Gestwicki, J. E., and Strong, L. E. (2000) Synthetic multivalent ligands in the exploration of cell-surface interactions Curr. Opin. Chem. Biol. 4, 696-703
    • (2000) Curr. Opin. Chem. Biol. , vol.4 , pp. 696-703
    • Kiessling, L.L.1    Gestwicki, J.E.2    Strong, L.E.3
  • 18
    • 0028914092 scopus 로고
    • Mediation of human immunodeficiency virus type 1 binding by interaction of cell surface heparan sulfate proteoglycans with the V3 region of envelope gp120-gp41
    • Roderiquez, G., Oravecz, T., Yanagishita, M., Bou-Habib, D. C., Mostowski, H., and Norcross, M. A. (1995) Mediation of human immunodeficiency virus type 1 binding by interaction of cell surface heparan sulfate proteoglycans with the V3 region of envelope gp120-gp41 J. Virol. 69, 2233-2239
    • (1995) J. Virol. , vol.69 , pp. 2233-2239
    • Roderiquez, G.1    Oravecz, T.2    Yanagishita, M.3    Bou-Habib, D.C.4    Mostowski, H.5    Norcross, M.A.6
  • 19
    • 0029971912 scopus 로고    scopus 로고
    • Sulfated colominic acid: An antiviral agent that inhibits the human immunodeficiency virus type 1 in vitro
    • DOI 10.1016/0166-3542(96)00957-6
    • Yang, D.-W., Ohta, Y., Yamaguchi, S., Tsukada, Y., Haraguchi, Y., Hoshino, H., Amagai, H., and Kobayashi, I. (1996) Sulfated colominic acid: an antiviral agent that inhibits the human immunodeficiency virus type I in vitro Antiviral Res. 31, 95-104 (Pubitemid 26184462)
    • (1996) Antiviral Research , vol.31 , Issue.1-2 , pp. 95-104
    • Yang, D.-W.1    Ohta, Y.2    Yamaguchi, S.3    Tsukada, Y.4    Haraguchi, Y.5    Hoshino, H.6    Amagai, H.7    Kobayashi, I.8
  • 23
    • 34249877662 scopus 로고    scopus 로고
    • Chemotherapeutic interventions targeting HIV interactions with host-associated carbohydrates
    • DOI 10.1021/cr0502652
    • McReynolds, K. D. and Gervay-Hague, J. (2007) Chemotherapeutic interventions targeting HIV interactions with host-associated carbohydrates Chem. Rev. 107, 1533-1552 (Pubitemid 46864970)
    • (2007) Chemical Reviews , vol.107 , Issue.5 , pp. 1533-1552
    • McReynolds, K.D.1    Gervay-Hague, J.2
  • 25
    • 38749150591 scopus 로고    scopus 로고
    • Preparation and cytotoxic activity of poly(ethylene glycol)-modified poly(amidoamine) dendrimers bearing adriamycin
    • Kono, K., Kojima, C., Hayashi, N., Nishisaka, E., Kiura, K., Watarai, S., and Harada, A. (2008) Preparation and cytotoxic activity of poly(ethylene glycol)-modified poly(amidoamine) dendrimers bearing adriamycin Biomaterials 29, 1664-1675
    • (2008) Biomaterials , vol.29 , pp. 1664-1675
    • Kono, K.1    Kojima, C.2    Hayashi, N.3    Nishisaka, E.4    Kiura, K.5    Watarai, S.6    Harada, A.7
  • 26
    • 77957732047 scopus 로고    scopus 로고
    • Effects of PEGylation and acetylation of PAMAM dendrimers on DNA binding, cytotoxicity, and in vitro transfection efficiency
    • Fant, K., Esbjorner, E. K., Jenkins, A., Grossel, M. C., Lincoln, P., and Norden, B. (2010) Effects of PEGylation and acetylation of PAMAM dendrimers on DNA binding, cytotoxicity, and in vitro transfection efficiency Mol. Pharmaceutics 17, 1734-1746
    • (2010) Mol. Pharmaceutics , vol.17 , pp. 1734-1746
    • Fant, K.1    Esbjorner, E.K.2    Jenkins, A.3    Grossel, M.C.4    Lincoln, P.5    Norden, B.6
  • 27
    • 67650690627 scopus 로고    scopus 로고
    • Dendrimers as carriers for delivery of chemotherapeutic agents
    • Medina, S. H. and El-Sayed, M. E. H. (2009) Dendrimers as carriers for delivery of chemotherapeutic agents Chem. Rev. 109, 3141-3157
    • (2009) Chem. Rev. , vol.109 , pp. 3141-3157
    • Medina, S.H.1    El-Sayed, M.E.H.2
  • 29
    • 77949795491 scopus 로고    scopus 로고
    • Dendrimers for vaccine and immunostimulatory uses. A review
    • Heegaard, P. M. H., Boas, U., and Sorensen, N. S. (2010) Dendrimers for vaccine and immunostimulatory uses. A review Bioconjugate Chem. 21, 405-418
    • (2010) Bioconjugate Chem. , vol.21 , pp. 405-418
    • Heegaard, P.M.H.1    Boas, U.2    Sorensen, N.S.3
  • 30
    • 59649120675 scopus 로고    scopus 로고
    • Dendrimers in oncology: An expanding horizon
    • Tekade, R. K., Kumar, P. V., and Jain, N. K. (2009) Dendrimers in oncology: an expanding horizon Chem. Rev. 109, 49-87
    • (2009) Chem. Rev. , vol.109 , pp. 49-87
    • Tekade, R.K.1    Kumar, P.V.2    Jain, N.K.3
  • 31
    • 76149138854 scopus 로고    scopus 로고
    • PAMAM dendrimers-diverse biomedical applications. Facts and unresolved questions
    • Labieniec, M. and Watala, C. (2009) PAMAM dendrimers-diverse biomedical applications. Facts and unresolved questions Cent. Eur. J. Biol. 4, 434-451
    • (2009) Cent. Eur. J. Biol. , vol.4 , pp. 434-451
    • Labieniec, M.1    Watala, C.2
  • 35
    • 0032769701 scopus 로고    scopus 로고
    • Scope of multivalent ligand function: Lactose-bearing neoglycopolymers by ring-opening metathesis polymerization
    • Pohl, N. L. and Kiessling, L. L. (1999) Scope of multivalent ligand function. Lactose-bearing neoglycopolymers by ring-opening metathesis polymerization Synthesis Special Issue 1515-1519 (Pubitemid 29390165)
    • (1999) Synthesis , Issue.SPEC. ISS. , pp. 1515-1519
    • Pohl, N.L.1    Kiessling, L.L.2
  • 36
    • 0033567991 scopus 로고    scopus 로고
    • Enhanced inhibition of human anti-gal antibody binding to mammalian cells by synthetic ?-gal epitope polymers
    • Wang, J.-Q., Chen, X., Zacharek, S., Chen, Y., and Wang, P. G. (1999) Enhanced inhibition of human anti-gal antibody binding to mammalian cells by synthetic ?-gal epitope polymers J. Am. Chem. Soc. 121, 8174-8181
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 8174-8181
    • Wang, J.-Q.1    Chen, X.2    Zacharek, S.3    Chen, Y.4    Wang, P.G.5
  • 38
    • 0037050414 scopus 로고    scopus 로고
    • The lectin-binding properties of six generations of mannose- functionalized dendrimers
    • Woller, E. K. and Cloninger, M. J. (2001) The lectin-binding properties of six generations of mannose-functionalized dendrimers Org. Lett. 4, 7-10
    • (2001) Org. Lett. , vol.4 , pp. 7-10
    • Woller, E.K.1    Cloninger, M.J.2
  • 41
    • 1642332305 scopus 로고    scopus 로고
    • Synthesis of Novel, Multivalent Glycodendrimers as Ligands for HIV-1 gp120
    • DOI 10.1021/bc034156a
    • Kensinger, R. D., Yowler, B. C., Benesi, A. J., and Schengrund, C.-L. (2004) Synthesis of novel, multivalent glycodendrimers as ligands for HIV-1 gp120 Bioconjugate Chem. 15, 349-358 (Pubitemid 38365195)
    • (2004) Bioconjugate Chemistry , vol.15 , Issue.2 , pp. 349-358
    • Kensinger, R.D.1    Yowler, B.C.2    Benesi, A.J.3    Schengrund, C.-L.4
  • 42
    • 2142770270 scopus 로고    scopus 로고
    • Novel Polysulfated Galactose-Derivatized Dendrimers as Binding Antagonists of Human Immunodeficiency Virus Type 1 Infection
    • DOI 10.1128/AAC.48.5.1614-1623.2004
    • Kensinger, R. D., Catalone, B. J., Krebs, F. C., Wigdahl, B., and Schengrund, C.-L. (2004) Novel polysulfated galactose-derivatized dendrimers as binding antagonists of human immunodeficiency virus type 1 infection Antimicrob. Agents Chemother. 48, 1614-1623 (Pubitemid 38544366)
    • (2004) Antimicrobial Agents and Chemotherapy , vol.48 , Issue.5 , pp. 1614-1623
    • Kensinger, R.D.1    Catalone, B.J.2    Krebs, F.C.3    Wigdahl, B.4    Schengrund, C.-L.5
  • 46
    • 33846821931 scopus 로고    scopus 로고
    • Synthesis of new spherical and hemispherical oligosaccharides with polylysine core scaffold
    • DOI 10.1016/j.carbpol.2006.07.004, PII S0144861706003353
    • Han, S., Baigude, H., Hattori, K., Yoshida, T., and Uryu, T. (2007) Synthesis of new spherical and hemispherical oligosaccharides with polylysine core scaffold Carbohydr. Poly. 68, 26-34 (Pubitemid 46204863)
    • (2007) Carbohydrate Polymers , vol.68 , Issue.1 , pp. 26-34
    • Han, S.1    Baigude, H.2    Hattori, K.3    Yoshida, T.4    Uryu, T.5
  • 47
    • 77950371735 scopus 로고    scopus 로고
    • Sulfated oligosaccharide cluster with polylysine core scaffold as a new anti-HIV dendrimer
    • Han, S., Yoshida, D., Kanamoto, T., Nakashima, H., Uryu, T., and Yoshida, T. (2010) Sulfated oligosaccharide cluster with polylysine core scaffold as a new anti-HIV dendrimer Carbohydr. Poly. 80, 1111-1115
    • (2010) Carbohydr. Poly. , vol.80 , pp. 1111-1115
    • Han, S.1    Yoshida, D.2    Kanamoto, T.3    Nakashima, H.4    Uryu, T.5    Yoshida, T.6
  • 48
    • 33646931865 scopus 로고    scopus 로고
    • Mannose hyperbranched dendritic polymers interact with clustered organization of DC-SIGN and inhibit gp120 binding
    • DOI 10.1016/j.febslet.2006.03.061, PII S0014579306003772
    • Tabarani, G., Reina, J. J., Ebel, C., Vives, C., Lortat-Jacobs, H., Rojo, J., and Fieschi, F. (2006) Mannose hyperbranched dendritic polymers interact with clustered organization of DC-SIGN and inhibit gp120 binding FEBS Lett. 580, 2402-2408 (Pubitemid 44389366)
    • (2006) FEBS Letters , vol.580 , Issue.10 , pp. 2402-2408
    • Tabarani, G.1    Reina, J.J.2    Ebel, C.3    Vives, C.4    Lortat-Jacob, H.5    Rojo, J.6    Fieschi, F.7
  • 49
    • 0034279008 scopus 로고    scopus 로고
    • Synthesis of sulfated colominic acids and their interaction with fibroblast growth factors
    • Konou, M., Koizumi, M., Shimizu, K., Kawase, M., and Hatanaka, K. (2000) Synthesis of sulfated colominic acids and their interaction with fibroblast growth factors Biomacromolecules 1, 451-458
    • (2000) Biomacromolecules , vol.1 , pp. 451-458
    • Konou, M.1    Koizumi, M.2    Shimizu, K.3    Kawase, M.4    Hatanaka, K.5
  • 52
    • 33745713482 scopus 로고    scopus 로고
    • Efficient synthesis of carbopeptoid oligomers: Insight into mimicry of beta-peptide
    • Suhara, Y., Kurihara, M., Kittaka, A., and Ichikawa, Y. (2006) Efficient synthesis of carbopeptoid oligomers: insight into mimicry of beta-peptide Tetrahedron 62, 8207-8217
    • (2006) Tetrahedron , vol.62 , pp. 8207-8217
    • Suhara, Y.1    Kurihara, M.2    Kittaka, A.3    Ichikawa, Y.4
  • 53
    • 84857189981 scopus 로고    scopus 로고
    • Sigma-Aldrich Product Information Sheet, Dextran Sulfate, D8906. http://www.sigmaaldrich.com/catalog/Lookup.do?D7=0&N17=2&N16= AND(CONTEXT:1,OR(LOCATION:US,LOCATION:0))&N3=mode%20matchpartialmax&N5= All&N4=dextran%20sulfate&N1=S-ID&ST=RS&QS=ON&N25=0&F=TD (accessed 08/30/11).
    • Sigma-Aldrich Product Information Sheet, Dextran Sulfate, D8906
  • 55
    • 23844467017 scopus 로고    scopus 로고
    • HIV-1 envelope pseudotyped viral vectors and infectious molecular clones expressing the same envelope glycoprotein have a similar neutralization phenotype, but culture in peripheral blood mononuclear cells is associated with decreased neutralization sensitivity
    • DOI 10.1016/j.virol.2005.06.003, PII S0042682205003259
    • Louder, M. K., Sambor, A., Chertova, E., Hunte, T., Barrett, S., Ojong, F., Sanders-Buell, E., Zolla-Pazner, S., McCutchan, F. E., Roser, J. D., Gabuzda, D., Lifson, J. D., and Mascola, J. R. (2005) HIV-1 envelope pseudotyped viral vectors and infectious molecular clones expressing the same envelope glycoprotein have a similar neutralization phenotype, but culture in peripheral blood mononuclear cells is associated with decreased neutralization sensitivity Virology 339, 226-238 (Pubitemid 41169790)
    • (2005) Virology , vol.339 , Issue.2 , pp. 226-238
    • Louder, M.K.1    Sambor, A.2    Chertova, E.3    Hunte, T.4    Barrett, S.5    Ojong, F.6    Sanders-Buell, E.7    Zolla-Pazner, S.8    McCutchan, F.E.9    Roser, J.D.10    Gabuzda, D.11    Lifson, J.D.12    Mascola, J.R.13
  • 58
    • 5344265361 scopus 로고    scopus 로고
    • The effect of PAMAM dendrimer generation size and surface functional group on the aqueous solubility of nifedipine
    • DOI 10.1016/j.ijpharm.2004.07.006, PII S0378517304004430
    • Devarakonda, B., Hill, R. A., and de Villiers, M. M. (2004) The effect of PAMAM dendrimer generation size and surface functional group on the aqueous solubility of nifedipine Int. J. Pharm. 284, 133-140 (Pubitemid 39349146)
    • (2004) International Journal of Pharmaceutics , vol.284 , Issue.1-2 , pp. 133-140
    • Devarakonda, B.1    Hill, R.A.2    De Villiers, M.M.3
  • 59
    • 23944434447 scopus 로고    scopus 로고
    • Dendrimers as drugs: Discovery and preclinical and clinical development of dendrimer-based microbicides for HIV and STI prevention
    • DOI 10.1021/mp050023q
    • McCarthy, T. D., Karellas, P., Henderson, S. A., Giannis, M., O'Keefe, D. F., Heery, G., Paull, J. R. A., Matthews, B. R., and Holan, G. (2005) Dendrimers as drugs: discovery and preclinical and clinical development of dendrimer-based microbicides for HIV and STI prevention Mol. Pharmaceutics 2, 312-318 (Pubitemid 41186407)
    • (2005) Molecular Pharmaceutics , vol.2 , Issue.4 , pp. 312-318
    • McCarthy, T.D.1    Karellas, P.2    Henderson, S.A.3    Giannis, M.4    O'Keefe, D.F.5    Heery, G.6    Paull, J.R.A.7    Matthews, B.R.8    Holan, G.9


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.