Carbosilane dendrimer nanotechnology outlines of the broad HIV blocker profile

Journal of Controlled Release

Volumn 161, Issue 3, 2012, Pages 949-958

  Chonco, L ^a,b   Pion, M ^a,b   Vacas, E ^a,b   Rasines, B ^b,c   Maly, M ^d,e   Serramia M J ^a,b   Lopez Fernandez L ^a,b   De La Mata, J ^b,c   Alvarez, S ^a,b   Gomez R ^b,c   Munoz Fernandez M A ^a,b  

^a HOSPITAL GENERAL UNIVERSITARIO GREGORIO MARAÑÓN   (Spain)

^b BIOMATERIALES Y NANOMEDICINA CIBER BBN   (Spain)

^c UNIVERSITY OF ALCALÁ   (Spain)

^d J E PURKINJE UNIVERSITY   (Czech Republic)

^e UNIVERSITY OF APPLIED SCIENCES AND ARTS OF SOUTHERN SWITZERLAND   (Switzerland)

Author keywords

Anti HIV activity; Biocompatibility; Dendrimer; Microbicide; Molecular modeling

Indexed keywords

ANIONIC POLYMERS; ANTI-HIV ACTIVITY; ANTI-INFLAMMATORIES; CARBOSILANE DENDRIMER; CYTOKINES; CYTOTOXICITY ASSAYS; FEMALE RABBITS; GENE EXPRESSION PROFILING; HIGH-THROUGHPUT; HIV TRANSMISSION; IN-VITRO; MICROBICIDE; MICROBICIDES; MOLECULAR DYNAMICS SIMULATIONS; REVERSE TRANSCRIPTION; SEXUALLY TRANSMITTED INFECTIONS; VAGINAL EPITHELIUM;

BIOCOMPATIBILITY; GENES; MOLECULAR DYNAMICS; MOLECULAR MODELING; MOLECULES; MONOLAYERS; NANOTECHNOLOGY; TRANSCRIPTION;

DENDRIMERS;

2G S16; CYTOKINE; DENDRIMER; SILANE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CONCENTRATION RESPONSE; CYTOKINE PRODUCTION; DRUG CYTOTOXICITY; DRUG RESEARCH; GENE EXPRESSION PROFILING; HUMAN; HUMAN IMMUNODEFICIENCY VIRUS INFECTION; IN VITRO STUDY; IN VIVO STUDY; INFECTION PREVENTION; MOLECULAR DYNAMICS; NANOPHARMACEUTICS; NANOTECHNOLOGY; NONHUMAN; PRIORITY JOURNAL; RABBIT; SIMULATION; VAGINA EPITHELIUM; VIRUS INHIBITION; VIRUS TRANSMISSION;

ADMINISTRATION, TOPICAL; ANIMALS; ANTI-INFECTIVE AGENTS; CELL LINE; CELL SURVIVAL; CELLS, CULTURED; CYTOKINES; DENDRIMERS; FEMALE; GENE EXPRESSION PROFILING; HIV INFECTIONS; HIV-1; HIV-2; HUMANS; LEUKOCYTES, MONONUCLEAR; NANOTECHNOLOGY; RABBITS; SILANES; VAGINA; VIRUS REPLICATION;

EID: 84864625036     PISSN: 01683659     EISSN: 18734995     Source Type: Journal    
DOI: 10.1016/j.jconrel.2012.04.050     Document Type: Article

References (60)

1. C.M. Munier, C.R. Andersen, and A.D. Kelleher HIV vaccines: progress to date Drugs 71 2011 387 414
2. R. Granich, S. Crowley, M. Vitoria, C. Smyth, J.G. Kahn, R. Bennett, Y.R. Lo, Y. Souteyrand, and B. Williams Highly active antiretroviral treatment as prevention of HIV transmission: review of scientific evidence and update Curr. Opin. HIV AIDS 5 2010 298 304
3. R.M. Grant, J.R. Lama, P.L. Anderson, V. McMahan, A.Y. Liu, L. Vargas, P. Goicochea, M. Casapia, J.V. Guanira-Carranza, M.E. Ramirez-Cardich, O. Montoya-Herrera, T. Fernandez, V.G. Veloso, S.P. Buchbinder, S. Chariyalertsak, M. Schechter, L.G. Bekker, K.H. Mayer, E.G. Kallas, K.R. Amico, K. Mulligan, L.R. Bushman, R.J. Hance, C. Ganoza, P. Defechereux, B. Postle, F. Wang, J.J. McConnell, J.H. Zheng, J. Lee, J.F. Rooney, H.S. Jaffe, A.I. Martinez, D.N. Burns, and D.V. Glidden Preexposure chemoprophylaxis for HIV prevention in men who have sex with men N. Engl. J. Med. 363 2010 2587 2599
4. J.L. Jimenez, M. Pion, F.J. de la Mata, R. Gomez, E. Munoz, M. Leal, and M.A. Munoz-Fernandez Dendrimers as topical microbicides with activity against HIV New J. Chem. 36 2012 299 309
5. J.J. Reina, A. Bernardi, M. Clerici, and J. Rojo HIV microbicides: state-of-the-art and new perspectives on the development of entry inhibitors Future Med. Chem. 2 2010 1141 1159
6. T. Mertenskoetter, and P.E. Kaptur Update on microbicide research and development - seeking new HIV prevention tools for women Eur. J. Med. Res. 16 2011 1 6
7. R.W. Buckheit Jr., K.M. Watson, K.M. Morrow, and A.S. Ham Development of topical microbicides to prevent the sexual transmission of HIV Antiviral Res. 85 2010 142 158
8. Q. Abdool Karim, S.S. Abdool Karim, J.A. Frohlich, A.C. Grobler, C. Baxter, L.E. Mansoor, A.B. Kharsany, S. Sibeko, K.P. Mlisana, Z. Omar, T.N. Gengiah, S. Maarschalk, N. Arulappan, M. Mlotshwa, L. Morris, and D. Taylor Effectiveness and safety of tenofovir gel, an antiretroviral microbicide, for the prevention of HIV infection in women Science 329 2010 1168 1174
9. S.S. Abdool Karim, and C. Baxter Microbicides & their implications in HIV prevention Indian J. Med. Res. 132 2010 656 659
10. S. Telwatte, K. Moore, A. Johnson, D. Tyssen, J. Sterjovski, M. Aldunate, P.R. Gorry, P.A. Ramsland, G.R. Lewis, J.R. Paull, S. Sonza, and G. Tachedjian Virucidal activity of the dendrimer microbicide SPL7013 against HIV-1 Antiviral Res. 90 2011 195 199
11. K. Vermeire, J. Brouwers, Y. Van Herrewege, R. Le Grand, G. Vanham, P. Augustijns, T.W. Bell, and D. Schols CADA, a potential anti-HIV microbicide that specifically targets the cellular CD4 receptor Curr. HIV Res. 6 2008 246 256 (Pubitemid 352024677)
12. P.J. Feldblum, A. Adeiga, R. Bakare, S. Wevill, A. Lendvay, F. Obadaki, M.O. Olayemi, L. Wang, K. Nanda, and W. Rountree SAVVY vaginal gel (C31G) for prevention of HIV infection: a randomized controlled trial in Nigeria PLoS One 3 2008 e1474
13. L. Van Damme, R. Govinden, F.M. Mirembe, F. Guedou, S. Solomon, M.L. Becker, B.S. Pradeep, A.K. Krishnan, M. Alary, B. Pande, G. Ramjee, J. Deese, T. Crucitti, and D. Taylor Lack of effectiveness of cellulose sulfate gel for the prevention of vaginal HIV transmission N. Engl. J. Med. 359 2008 463 472
14. L. Van Damme, G. Ramjee, M. Alary, B. Vuylsteke, V. Chandeying, H. Rees, P. Sirivongrangson, L. Mukenge-Tshibaka, V. Ettiegne-Traore, C. Uaheowitchai, S.S. Karim, B. Masse, J. Perriens, and M. Laga Effectiveness of COL-1492, a nonoxynol-9 vaginal gel, on HIV-1 transmission in female sex workers: a randomised controlled trial Lancet 360 2002 971 977 (Pubitemid 35284107)
15. M.J. Keller, P.M. Mesquita, N.M. Torres, S. Cho, G. Shust, R.P. Madan, H.W. Cohen, J. Petrie, T. Ford, L. Soto-Torres, A.T. Profy, and B.C. Herold Postcoital bioavailability and antiviral activity of 0.5% PRO 2000 gel: implications for future microbicide clinical trials PLoS One 5 2010 e8781
16. C.R. Cohen, J. Brown, A.B. Moscicki, E.A. Bukusi, J.R. Paull, C.F. Price, and S. Shiboski A phase I randomized placebo controlled trial of the safety of 3% SPL7013 Gel (VivaGel(R)) in healthy young women administered twice daily for 14 days PLoS One 6 2011 e16258
17. R. Rupp, S.L. Rosenthal, and L.R. Stanberry VivaGel (SPL7013 Gel): a candidate dendrimer - microbicide for the prevention of HIV and HSV infection Int. J. Nanomedicine 2 2007 561 566
18. C.F. Price, D. Tyssen, S. Sonza, A. Davie, S. Evans, G.R. Lewis, S. Xia, T. Spelman, P. Hodsman, T.R. Moench, A. Humberstone, J.R. Paull, and G. Tachedjian SPL7013 gel (VivaGel(R)) retains potent HIV-1 and HSV-2 inhibitory activity following vaginal administration in humans PLoS One 6 2011 e24095
19. R.F. Omar, and M.G. Bergeron The future of microbicides Int. J. Infect. Dis. 15 2011 e656 e660
20. J.F. Bermejo, P. Ortega, L. Chonco, R. Eritja, R. Samaniego, M. Mullner, E. de Jesus, F.J. de la Mata, J.C. Flores, R. Gomez, and A. Munoz-Fernandez Water-soluble carbosilane dendrimers: synthesis biocompatibility and complexation with oligonucleotides; evaluation for medical applications Chemistry 13 2007 483 495 (Pubitemid 46104695)
21. L. Chonco, J.F. Bermejo-Martin, P. Ortega, D. Shcharbin, E. Pedziwiatr, B. Klajnert, F.J. de la Mata, R. Eritja, R. Gomez, M. Bryszewska, and M.A. Munoz-Fernandez Water-soluble carbosilane dendrimers protect phosphorothioate oligonucleotides from binding to serum proteins Org. Biomol. Chem. 5 2007 1886 1893 (Pubitemid 46884110)
22. N. Weber, P. Ortega, M.I. Clemente, D. Shcharbin, M. Bryszewska, F.J. de la Mata, R. Gomez, and M.A. Munoz-Fernandez Characterization of carbosilane dendrimers as effective carriers of siRNA to HIV-infected lymphocytes J. Control. Release 132 2008 55 64
23. J.L. Jimenez, M.I. Clemente, N.D. Weber, J. Sanchez, P. Ortega, F.J. de la Mata, R. Gomez, D. Garcia, L.A. Lopez-Fernandez, and M.A. Munoz-Fernandez Carbosilane dendrimers to transfect human astrocytes with small interfering RNA targeting human immunodeficiency virus BioDrugs 24 2010 331 343
24. T. Gonzalo, M.I. Clemente, L. Chonco, N.D. Weber, L. Diaz, M.J. Serramia, R. Gras, P. Ortega, F.J. de la Mata, R. Gomez, L.A. Lopez-Fernandez, M.A. Munoz-Fernandez, and J.L. Jimenez Gene therapy in HIV-infected cells to decrease viral impact by using an alternative delivery method ChemMedChem 5 2010 921 929
25. I. Garcia-Merino, N. de Las Cuevas, J.L. Jimenez, J. Gallego, C. Gomez, C. Prieto, M.J. Serramia, R. Lorente, and M.A. Munoz-Fernandez The Spanish HIV BioBank: a model of cooperative HIV research Retrovirology 6 2009 27
26. P. Charneau, A.M. Borman, C. Quillent, D. Guetard, S. Chamaret, J. Cohen, G. Remy, L. Montagnier, and F. Clavel Isolation and envelope sequence of a highly divergent HIV-1 isolate: definition of a new HIV-1 group Virology 205 1994 247 253 (Pubitemid 24360611)
27. A.N. Vzorov, K.M. Gernert, and R.W. Compans Multiple domains of the SIV Env protein determine virus replication efficiency and neutralization sensitivity Virology 332 2005 89 101 (Pubitemid 40127232)
28. R. Pearce-Pratt, and D.M. Phillips Sulfated polysaccharides inhibit lymphocyte-to-epithelial transmission of human immunodeficiency virus-1 Biol. Reprod. 54 1996 173 182 (Pubitemid 126506813)
29. N. Yahi, J.M. Sabatier, P. Nickel, K. Mabrouk, F. Gonzalez-Scarano, and J. Fantini Suramin inhibits binding of the V3 region of HIV-1 envelope glycoprotein gp120 to galactosylceramide, the receptor for HIV-1 gp120 on human colon epithelial cells J. Biol. Chem. 269 1994 24349 24353 (Pubitemid 24300981)
30. A. Jakalian, D.B. Jack, and C.I. Bayly Fast, efficient generation of high-quality atomic charges. AM1-BCC model: II. Parameterization and validation J. Comput. Chem. 23 2002 1623 1641 (Pubitemid 35330860)
31. J. Wang, R.M. Wolf, J.W. Caldwell, P.A. Kollman, and D.A. Case Development and testing of a general amber force field J. Comput. Chem. 25 2004 1157 1174
32. M.W. Schmidt, K.K. Baldridge, J.A. Boatz, S.T. Elbert, M.S. Gordon, J.H. Jensen, S. Koseki, N. Matsunaga, K.A. Nguyen, S. Su, T.L. Windus, M. Dupuis, and J.A. Montgomery General atomic and molecular electronic structure system J. Comput. Chem. 14 1993 1347 1363
33. M.S. Gordon, M.W. Schmidt, Advances in electronic structure theory: GAMESS a decade later, in: Elsevier (Ed.) Theory and Applications of Computational Chemistry: the first forty years, Elsevier, Amsterdam, 2005, pp. 1167-1189.
34. J.-H. Lii, and N.L. Allinger The MM3 force field for amides, polypeptides and proteins J. Comput. Chem. 12 1991 186 199
35. V. Hornak, R. Abel, A. Okur, B. Strockbine, A. Roitberg, and C. Simmerling Comparison of multiple Amber force fields and development of improved protein backbone parameters Proteins 65 2006 712 725 (Pubitemid 44583220)
36. J.C. Gordon, J.B. Myers, T. Folta, V. Shoja, L.S. Heath, and A. Onufriev H++: a server for estimating pKas and adding missing hydrogens to macromolecules Nucleic Acids Res. 33 2005 W368 W371
37. W.L. Jorgensen, J. Chandrasekhar, J.D. Madura, R.W. Impey, and M.L. Klein Comparison of simple potentials functions for simulating liquid water J. Chem. Phys. 79 1983 926 935
38. E.F. Pettersen, T.D. Goddard, C.C. Huang, G.S. Couch, D.M. Greenblatt, E.C. Meng, and T.E. Ferrin UCSF Chimera - a visualization system for exploratory research and analysis J. Comput. Chem. 25 2004 1605 1612
39. J.P. Ryckaert, G. Ciccotti, and H.J.C. Berendsen Numerical integration of the Cartesian equations of motion of a system with constraints: molecular dynamics of n-alkanes J. Comput. Phys. 23 1977 327 341
40. X. Wu, and B.R. Brooks Self-guided languevin dynamics simulation method Chem. Phys. Lett. 381 2003 512 518
41. J. Srinivasan, T.E.I. Cheatham, P. Cieplak, P.A. Kollman, and D.A. Case Continuum solvent studies of the stability of DNA, RNA and phosphoramidate-DNA helices J. Am. Chem. Soc. 120 1998 9401 9409 (Pubitemid 28452628)
42. Y. Gali, K.K. Arien, M. Praet, R. Van den Bergh, M. Temmerman, O. Delezay, and G. Vanham Development of an in vitro dual-chamber model of the female genital tract as a screening tool for epithelial toxicity J. Virol. Meth. 165 2010 186 197
43. A. Brazma, P. Hingamp, J. Quackenbush, G. Sherlock, P. Spellman, C. Stoeckert, J. Aach, W. Ansorge, C.A. Ball, H.C. Causton, T. Gaasterland, P. Glenisson, F.C. Holstege, I.F. Kim, V. Markowitz, J.C. Matese, H. Parkinson, A. Robinson, U. Sarkans, S. Schulze-Kremer, J. Stewart, R. Taylor, J. Vilo, and M. Vingron Minimum information about a microarray experiment (MIAME)-toward standards for microarray data Nat. Genet. 29 2001 365 371 (Pubitemid 34326681)
44. R. Gras, L. Almonacid, P. Ortega, M.J. Serramia, R. Gomez, F.J. de la Mata, L.A. Lopez-Fernandez, and M.A. Munoz-Fernandez Changes in gene expression pattern of human primary macrophages induced by carbosilane dendrimer 2G-NN16 Pharm. Res. 26 2009 577 586
45. G.K. Smyth Limma: linear models for microarray data R. Gentleman, V. Carey, S. Dudoit, R. Irizarry, W. Huber, Bioinformatics and Computational Biology Solutions using R and Bioconductor 2005 Springer New York
46. P. Eckstein, M.C. Jackson, N. Millman, and A.J. Sobrero Comparison of vaginal tolerance tests of spermicidal preparations in rabbits and monkeys J. Reprod. Fertil. 20 1969 85 93
47. V. Pirrone, B. Wigdahl, and F.C. Krebs The rise and fall of polyanionic inhibitors of the human immunodeficiency virus type 1 Antivir. Res. 90 2011 168 182
48. P.C. Guenthner, W.E. Secor, and C.S. Dezzutti Trichomonas vaginalis-induced epithelial monolayer disruption and human immunodeficiency virus type 1 (HIV-1) replication: implications for the sexual transmission of HIV-1 Infect. Immun. 73 2005 4155 4160 (Pubitemid 40923157)
49. P.M. Mesquita, N. Cheshenko, S.S. Wilson, M. Mhatre, E. Guzman, E. Fakioglu, M.J. Keller, and B.C. Herold Disruption of tight junctions by cellulose sulfate facilitates HIV infection: model of microbicide safety J. Infect. Dis. 200 2009 599 608
50. Y. Gali, O. Delezay, J. Brouwers, N. Addad, P. Augustijns, T. Bourlet, H. Hamzeh-Cognasse, K.K. Arien, B. Pozzetto, and G. Vanham In vitro evaluation of viability, integrity, and inflammation in genital epithelia upon exposure to pharmaceutical excipients and candidate microbicides Antimicrob. Agents Chemother. 54 2010 5105 5114
51. P.R. Meylan, R.S. Kornbluth, I. Zbinden, and D.D. Richman Influence of host cell type and V3 loop of the surface glycoprotein on susceptibility of human immunodeficiency virus type 1 to polyanion compounds Antimicrob. Agents Chemother. 38 1994 2910 2916 (Pubitemid 24374458)
52. R.J. Shattock, and J.P. Moore Inhibiting sexual transmission of HIV-1 infection Nat. Rev. Microbiol. 1 2003 25 34
53. A. Nazli, O. Chan, W.N. Dobson-Belaire, M. Ouellet, M.J. Tremblay, S.D. Gray-Owen, A.L. Arsenault, and C. Kaushic Exposure to HIV-1 directly impairs mucosal epithelial barrier integrity allowing microbial translocation PLoS Pathog. 6 2010 e1000852
54. C.J. Miller, and R.J. Shattock Target cells in vaginal HIV transmission Microbes Infect. 5 2003 59 67 (Pubitemid 36197948)
55. J.D. Reeves, and R.W. Doms Human immunodeficiency virus type 2 J. Gen. Virol. 83 2002 1253 1265 (Pubitemid 34591319)
56. I.A. Scordi-Bello, A. Mosoian, C. He, Y. Chen, Y. Cheng, G.A. Jarvis, M.J. Keller, K. Hogarty, D.P. Waller, A.T. Profy, B.C. Herold, and M.E. Klotman Candidate sulfonated and sulfated topical microbicides: comparison of anti-human immunodeficiency virus activities and mechanisms of action Antimicrob. Agents Chemother. 49 2005 3607 3615 (Pubitemid 41233007)
57. H. Saidi, G. Magri, N. Nasreddine, M. Requena, and L. Belec R5- and X4-HIV-1 use differentially the endometrial epithelial cells HEC-1A to ensure their own spread: implication for mechanisms of sexual transmission Virology 358 2007 55 68 (Pubitemid 46048865)
58. S. Shaunak Dendrimer drugs prevent scar tissue formation Discov. Med. 4 2004 464 469
59. L. Vannucci, A. Fiserova, K. Sadalapure, T.K. Lindhorst, M. Kuldova, P. Rossmann, O. Horvath, V. Kren, P. Krist, K. Bezouska, M. Luptovcova, F. Mosca, and M. Pospisil Effects of N-acetyl-glucosamine-coated glycodendrimers as biological modulators in the B16F10 melanoma model in vivo Int. J. Oncol. 23 2003 285 296
60. D. Huskens, K. Vermeire, A.T. Profy, and D. Schols The candidate sulfonated microbicide, PRO 2000, has potential multiple mechanisms of action against HIV-1 Antivir. Res. 84 2009 38 47