PAMAM dendrimer derivatives as a potential drug for antithrombotic therapy

European Journal of Medicinal Chemistry

Volumn 69, Issue , 2013, Pages 601-608

  Durán Lara, Esteban ^a   Guzmán, Luis ^a   John, Amalraj ^a   Fuentes, Eduardo ^a,b   Alarcón, Marcelo ^a,b   Palomo, Iván ^a,b   Santos, Leonardo S ^a  

^a UNIVERSIDAD DE TALCA   (Chile)

^b Centro de Estudios en Alimentos Procesados (CEAP)   (Chile)

Author keywords

Antithrombotic; Hemocompatibility; MALDI MS; PAMAM derivatives; Platelets

Indexed keywords

ANTICOAGULANT AGENT; ARACHIDONIC ACID; COLLAGEN; DENDRIMER; POLYAMIDOAMINE; THROMBIN RECEPTOR ACTIVATING PEPTIDE 6;

ANTICOAGULANT THERAPY; ANTICOAGULATION; ARTICLE; BLOOD CLOTTING; BLOOD SAMPLING; CONTROLLED STUDY; DRUG CONJUGATION; DRUG SYNTHESIS; ERYTHROCYTE; HUMAN; HUMAN CELL; INTRACELLULAR SIGNALING; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; MOLECULAR WEIGHT; NORMAL HUMAN; PLATELET REACTIVITY; SHEAR RATE; THIN LAYER CHROMATOGRAPHY; THROMBOCYTE ADHESION; THROMBOCYTE AGGREGATION; THROMBOCYTE AGGREGATION INHIBITION; THROMBOCYTE FUNCTION; THROMBOCYTE RELEASE REACTION;

ANTITHROMBOTIC; HEMOCOMPATIBILITY; MALDI-MS; PAMAM DERIVATIVES; PLATELETS;

CELL SURVIVAL; COLLAGEN; DENDRIMERS; DOSE-RESPONSE RELATIONSHIP, DRUG; ERYTHROCYTES; FIBRINOLYTIC AGENTS; HUMANS; PLATELET AGGREGATION; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84884762408     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2013.08.047     Document Type: Article

References (30)

1. D. Lloyd-Jones, R.J. Adams, T.M. Brown, M. Carnethon, S. Dai, G. De Simone, T.B. Ferguson, E. Ford, K. Furie, C. Gillespie, A. Go, K. Greenlund, N. Haase, S. Hailpern, P.M. Ho, V. Howard, B. Kissela, S. Kittner, D. Lackland, L. Lisabeth, A. Marelli, M.M. McDermott, J. Meigs, D. Mozaffarian, M. Mussolino, G. Nichol, V.L. Roger, W. Rosamond, R. Sacco, P. Sorlie, T. Thom, S. Wasserthiel-Smoller, N.D. Wong, and J. Wylie-Rosett American Heart Association Statistics C, Stroke Statistics S. Heart disease and stroke statistics-2010 update: a report from the american heart association Circulation 121 2010 e46 e215
2. B.A. Warden, A.M. Willman, and C.D. Williams Antithrombotics for secondary prevention of noncardioembolic ischaemic stroke Nat. Rev. Neurol. 8 2012 223 235
3. V.L. Roger, A.S. Go, D.M. Lloyd-Jones, E.J. Benjamin, J.D. Berry, W.B. Borden, D.M. Bravata, S. Dai, E.S. Ford, C.S. Fox, H.J. Fullerton, C. Gillespie, S.M. Hailpern, J.A. Heit, V.J. Howard, B.M. Kissela, S.J. Kittner, D.T. Lackland, J.H. Lichtman, L.D. Lisabeth, D.M. Makuc, G.M. Marcus, A. Marelli, D.B. Matchar, C.S. Moy, D. Mozaffarian, M.E. Mussolino, G. Nichol, N.P. Paynter, E.Z. Soliman, P.D. Sorlie, N. Sotoodehnia, T.N. Turan, S.S. Virani, N.D. Wong, D. Woo, and M.B. Turner Executive summary: heart disease and stroke statistics - 2012 update: a report from the American Heart Association Circulation 125 2012 188 197
4. K.L. Furie, S.E. Kasner, R.J. Adams, G.W. Albers, R.L. Bush, S.C. Fagan, J.L. Halperin, S.C. Johnston, I. Katzan, W.N. Kernan, P.H. Mitchell, B. Ovbiagele, Y.Y. Palesch, R.L. Sacco, L.H. Schwamm, S. Wassertheil-Smoller, T.N. Turan, D. Wentworth American Heart Association Stroke Council CoCNCoCC Interdisciplinary Council on Quality of C, Outcomes R Guidelines for the prevention of stroke in patients with stroke or transient ischemic attack: a guideline for healthcare professionals from the American heart association/American stroke association Stroke 42 2011 227 276
5. D.E. Singer, G.W. Albers, J.E. Dalen, M.C. Fang, A.S. Go, J.L. Halperin, G.Y. Lip, and W.J. Manning American College of Chest P. ANtithrombotic Therapy in Atrial Fibrillation: American College of Chest Physicians evidence-based clinical practice guidelines (eighth ed.) Chest 133 2008 546S 592S (Pubitemid 351892972)
6. R. Patni, M.A. Nawaz, A. Macys, K.M. Chan, and P. Punjabi Assessment of platelet function in patients on antiplatelet therapy undergoing cardiac surgery: a review Heart Lung Circ. 8 2012 455 462
7. G. Davi, and C. Patrono Platelet activation and atherothrombosis N. Engl. J. Med. 357 2007 2482 2494
8. A. Nusca, and G. Patti Platelet function and inhibition in ischemic heart disease CurrCardiol Rep. 4 2012 457 467
9. U. Boas, and P.M. Heegaard Dendrimers in drug research ChemSoc Rev. 33 2004 43 6310
10. M.H. Li, S.K. Choi, T.P. Thomas, A. Desai, K.H. Lee, A. Kotlyar, M.M. BanaszakHoll, and J.R. Baker Jr. Dendrimer-based multivalent methotrexates as dual acting nanoconjugates for cancer cell targeting Eur. J. Med. Chem. 47 2012 560 572
11. D. Bhadra, S. Bhadra, and N.K. Jain Pegylated peptide dendrimeric carriers for the delivery of antimalarial drug chloroquine phosphate Pharm. Res. 23 2006 623 633
12. D.S. Wilbur, P.M. Pathare, D.K. Hamlin, K.R. Buhler, and R.L. Vessella Biotin reagents for antibody pretargeting. 3. Synthesis, radioiodination, and evaluation of biotinylated starburst dendrimers Bioconjug. Chem. 9 1998 813 825 (Pubitemid 28542250)
13. B. Ziemba, I. Halets, D. Shcharbin, D. Appelhans, B. Voit, I. Pieszynski, M. Bryszewska, and B. Klajnert Influence of fourth generation poly(propyleneimine) dendrimers on blood cells J. Biomed. Mater. Res. A 100 2012 2870 2880
14. K. Greish, G. Thiagarajan, H. Herd, R. Price, H. Bauer, D. Hubbard, A. Burckle, S. Sadekar, T. Yu, A. Anwar, A. Ray, and H. Ghandehari Size and surface charge significantly influence the toxicity of silica and dendritic nanoparticles Nanotoxicology 6 2011 713 723
15. M.A. Dobrovolskaia, A.K. Patri, J. Simak, J.B. Hall, J. Semberova, S.H. De Paoli-Lacerda, and S.E. McNeil Nanoparticle size and surface charge determine effects of pamam dendrimers on human platelets in vitro Mol. Pharm. 9 2012 382 393
16. D.K. Tosh, L.S. Yoo, M. Chinn, K. Hong, S.M. Kilbey, M.O. Barrett, I.P. Fricks, T.K. Harden, Z.G. Gao, and K.A. Jacobson Polyamidoamine (pamam) dendrimer conjugates of "clickable" agonists of the a3 adenosine receptor and coactivation of the p2y14 receptor by a tethered nucleotide Bioconjug. Chem. 21 2010 372 384
17. S. de Castro, H. Maruoka, K. Hong, S.M. Kilbey, S. Costanzi, B. Hechler, G.G. Brown Jr., C. Gachet, T.K. Harden, and K.A. Jacobson Functionalized congeners of p2y1 receptor antagonists: 2-alkynyl (n)-methanocarba 2′-deoxyadenosine 3′,5′-bisphosphate analogues and conjugation to a polyamidoamine (pamam) dendrimer carrier BioconjugChem. 21 2010 1190 1205
18. D.A. Geraldo, E.F. Duran-Lara, D. Aguayo, R.E. Cachau, J. Tapia, R. Esparza, M.J. Yacaman, F.D. Gonzalez-Nilo, and L.S. Santos Supramolecular complexes of quantum dots and a polyamidoamine (pamam)-folate derivative for molecular imaging of cancer cells Anal Bioanal. Chem. 400 2011 483 492
19. D.M. Domanski, B. Klajnert, and M. Bryszewska Influence of pamam dendrimers on human red blood cells Bioelectrochemistry 63 2004 189 191 (Pubitemid 38534218)
20. A. Mecke, S. Uppuluri, T.M. Sassanella, D.K. Lee, A. Ramamoorthy, J.R. Baker, B.G. Orr, and M.M. Banaszak-Holl Direct observation of lipid bilayer disruption by poly(amidoamine) dendrimers ChemPhys Lipids 132 2004 3 14 (Pubitemid 39458316)
21. M.P. Sheetz, and S.J. Singer Biological membranes as bilayer couples. A molecular mechanism of drug-erythrocyte interactions Proc. Natl. Acad. Sci. U S A 71 1974 4457 4461
22. D. Fischer, Y. Li, B. Ahlemeyer, J. Krieglstein, and T. Kissel In vitro cytotoxicity testing of polycations: influence of polymer structure on cell viability and hemolysis Biomaterials 24 2003 1121 1131 (Pubitemid 36069121)
23. G. Anfossi, I. Russo, P. Massucco, L. Mattiello, F. Cavalot, A. Balbo, and M. Trovati Adenosine increases human platelet levels of cgmp through nitric oxide: possible role in its antiaggregating effect Thromb. Res. 105 2002 71 78 (Pubitemid 34178311)
24. S.P. Jackson The growing complexity of platelet aggregation Blood 109 2007 5087 5095 (Pubitemid 46890522)
25. G. Hsiao, J.J. Lee, K.H. Lin, C.H. Shen, T.H. Fong, D.S. Chou, and J.R. Sheu Characterization of a novel and potent collagen antagonist, caffeic acid phenethyl ester, in human platelets: In vitro and in vivo studies Cardiovasc. Res. 75 2007 782 792 (Pubitemid 47238735)
26. G. Han, M. Tamaki, and V.J. Hruby Fast, efficient and selective deprotection of the tert-butoxycarbonyl (boc) group using HCl/dioxane (4 m) J. Pept. Res. 58 2001 338 341 (Pubitemid 32989226)
27. R. Duncan, and L. Izzo Dendrimer biocompatibility and toxicity Adv. Drug Deliv. Rev. 57 2005 2215 2237 (Pubitemid 41759394)
28. G.V. Born, and M.J. Cross The aggregation of blood platelets J. Physiol. 168 1963 178 195
29. Z. Li, G. Zhang, G.C. Le Breton, X. Gao, A.B. Malik, and X. Du Two waves of platelet secretion induced by thromboxane a2 receptor and a critical role for phosphoinositide 3-kinases J. Biol. Chem. 278 2003 30725 30731 (Pubitemid 36994579)
30. C.G. Conant, M.A. Schwartz, T. Nevill, and C. Ionescu-Zanetti Platelet adhesion and aggregation under flow using microfluidic flow cells J. Vis. Exp. 32 2009 1644 1647