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In the present study, a covalent conjugate between Ciprofloxacin and a G0-PAMAM dendrimer has been synthesized and tested against clinically relevant Gram-positive and Gram-negative bacteria. The conjugate has antimicrobial activity and there is a positive dendritic effect compared to Ciprofloxacin itself.<\/jats:p>","DOI":"10.3390\/molecules25061389","type":"journal-article","created":{"date-parts":[[2020,3,20]],"date-time":"2020-03-20T07:29:07Z","timestamp":1584689347000},"page":"1389","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":27,"title":["Synthesis and Antimicrobial Properties of a Ciprofloxacin and PAMAM-dendrimer Conjugate"],"prefix":"10.3390","volume":"25","author":[{"given":"S\u00f8ren Wedel","family":"Svenningsen","sequence":"first","affiliation":[{"name":"Department of Chemistry, University of Copenhagen, Thorvaldsensvej 40, DK-1871 Frederiksberg C, Denmark"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rikki Franklin","family":"Frederiksen","sequence":"additional","affiliation":[{"name":"Department of Veterinary and Animal Sciences, Food Safety and Zoonoses, University of Copenhagen, Gr\u00f8nneg\u00e5rdsvej 15, DK-1870 Frederiksberg C, Denmark"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Claire","family":"Counil","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of Copenhagen, Thorvaldsensvej 40, DK-1871 Frederiksberg C, Denmark"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mario","family":"Ficker","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of Copenhagen, Thorvaldsensvej 40, DK-1871 Frederiksberg C, Denmark"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"J\u00f8rgen J.","family":"Leisner","sequence":"additional","affiliation":[{"name":"Department of Veterinary and Animal Sciences, Food Safety and Zoonoses, University of Copenhagen, Gr\u00f8nneg\u00e5rdsvej 15, DK-1870 Frederiksberg C, Denmark"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7641-8302","authenticated-orcid":false,"given":"J\u00f8rn Bolstad","family":"Christensen","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of Copenhagen, Thorvaldsensvej 40, DK-1871 Frederiksberg C, Denmark"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2020,3,18]]},"reference":[{"key":"ref_1","unstructured":"World Health Organization (2020, March 18). Antimicrobial Resistance: Global Report on Surveillance 2014. Available online: https:\/\/www.who.int\/health-topics\/antimicrobial-resistance."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"S122","DOI":"10.1038\/nm1145","article-title":"Antibacterial resistance worldwide: Causes, challenges and responses","volume":"10","author":"Levy","year":"2004","journal-title":"Nat. Med."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"417","DOI":"10.1128\/MMBR.00016-10","article-title":"Origins and Evolution of Antibiotic Resistance","volume":"74","author":"Davies","year":"2010","journal-title":"Microbiol. Mol. Biol. Rev."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"162","DOI":"10.1080\/07853890701195262","article-title":"Efflux pumps as antimicrobial resistance mechanisms","volume":"39","author":"Poole","year":"2007","journal-title":"Ann. Med."},{"key":"ref_5","first-page":"168","article-title":"Efflux pumps of Gram-negative bacteria: What they do, how they do it, with what and how to deal with them","volume":"4","author":"Amaral","year":"2015","journal-title":"Front. Pharmacol."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"77","DOI":"10.2174\/1389201023378454","article-title":"Outer membranes and efflux: The path to multidrug resistance in Gram-negative bacteria","volume":"3","author":"Poole","year":"2002","journal-title":"Curr. Pharm. Biotechnol."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1016\/j.drup.2016.04.003","article-title":"Multidrug efflux pumps of Gram positive bacteria","volume":"27","author":"Schindler","year":"2016","journal-title":"Drug Res. Updates"},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"457","DOI":"10.1016\/S0006-2952(00)00291-4","article-title":"Antibiotic efflux pumps\u2014Commentary","volume":"60","author":"Balzi","year":"2000","journal-title":"Biochem. Pharmacol."},{"key":"ref_9","first-page":"854","article-title":"Efflux Pumps: An Overview","volume":"9","author":"Sikri","year":"2018","journal-title":"Int. J. Pharm. Sci. Res."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"685","DOI":"10.2174\/0929867013373138","article-title":"Structure-activity relationships of multidrug resistance reversers","volume":"8","author":"Wiese","year":"2001","journal-title":"Curr. Med. Chem."},{"key":"ref_11","first-page":"237","article-title":"Comparison of multidrug resistant efflux pumps of cancer and bacterial cells with respect to the same inhibitory agents","volume":"21","author":"Amaral","year":"2007","journal-title":"In Vivo"},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"198","DOI":"10.1016\/j.ijantimicag.2007.10.025","article-title":"Potential role of non-antibiotics (helper compounds) in the treatment of multidrug-resistant Gram-negative infections: Mechanisms for their direct and indirect activities","volume":"31","author":"Martins","year":"2008","journal-title":"Int. J. Antimicrobial Agents"},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"1271","DOI":"10.1093\/jac\/dkm071","article-title":"Reversal of resistance in microorganisms by help of non-antibiotics","volume":"59","author":"Kristiansen","year":"2007","journal-title":"J. Antimicrob. Chem."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"1946","DOI":"10.2174\/092986712800167392","article-title":"Three Decades of P-gp Inhibitors: Skimming through Several Generations and Scaffolds","volume":"19","author":"Palmeira","year":"2012","journal-title":"Curr. Med. Chem."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"1005","DOI":"10.1517\/17425250903055070","article-title":"hERG-related drug toxicity and models for predicting hERG liability and QT prolongation","volume":"5","author":"Raschi","year":"2009","journal-title":"Expert Opin. Drug Metab. Tox."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"441","DOI":"10.1146\/annurev.pharmtox.43.100901.140245","article-title":"K+ channel structure-activity relationships and mechanisms of drug-induced QT prolongation","volume":"43","author":"Clancy","year":"2003","journal-title":"Ann. Rev. Pharm. Toxicol."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"937","DOI":"10.1021\/bc060325q","article-title":"Synthesis and assessment of first-generation polyamidoamine dendrimer prodrugs to enhance the cellular permeability of P-gp substrates","volume":"18","author":"Najlah","year":"2007","journal-title":"Bioconj. Chem."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"1032","DOI":"10.1016\/j.ejmech.2006.12.035","article-title":"Polyamidoamine (PAMAM) dendrimers as biocompatible carriers of quinolone antimicrobials: An in vitro study","volume":"42","author":"Cheng","year":"2007","journal-title":"Eur. J. Med. Chem."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"93","DOI":"10.1016\/j.ejmech.2006.07.015","article-title":"Evaluation of polyamidoamine (PAMAM) dendrimers as drug carriers of anti-bacterial drugs using sulfamethoxazole (SMZ) as a model drug","volume":"42","author":"Ma","year":"2007","journal-title":"Eur. J. Med. Chem."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"2215","DOI":"10.1039\/c2nj40421d","article-title":"Antimicrobial activity of poly(propylene imine) dendrimers","volume":"36","author":"Felczak","year":"2012","journal-title":"New J. Chem."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"3264","DOI":"10.1039\/b809569h","article-title":"Amine and ammonium functionalization of chloromethylsilane-ended dendrimers. Antimicrobial activity studies","volume":"6","author":"Ortega","year":"2008","journal-title":"Org. Biomol. Chem."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"1256","DOI":"10.1039\/C3RA45408H","article-title":"Carbosilane cationic dendrimers synthesized by thiol-ene click chemistry and their use as antibacterial agents","volume":"4","author":"Camero","year":"2014","journal-title":"RSC Adv."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"7022","DOI":"10.1039\/C5RA25901K","article-title":"Structure-activity relationship study of cationic carbosilane dendritic systems as antibacterial agents","volume":"6","author":"Camero","year":"2016","journal-title":"RSC Adv."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"2661","DOI":"10.1021\/acs.molpharmaceut.9b00222","article-title":"Carbosilane Dendron-Peptide Nanoconjugates as Antimicrobial Agents","volume":"16","author":"Fernandez","year":"2019","journal-title":"Mol. Pharm."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"3711","DOI":"10.1016\/j.bmcl.2003.08.009","article-title":"Low molecular mass peptide dendrimers that express antimicrobial properties","volume":"13","author":"Janiszewska","year":"2003","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"77","DOI":"10.18388\/abp.2006_3364","article-title":"Synthesis, antimicrobial activity and structural studies of low molecular mass lysine dendrimers","volume":"53","author":"Janiszewska","year":"2006","journal-title":"Acta Biochim. Polonica"},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"208","DOI":"10.1016\/j.ijpharm.2005.10.039","article-title":"Biological properties of low molecular mass peptide dendrimers","volume":"309","author":"Klajnert","year":"2006","journal-title":"Int. J. Pharm."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"396","DOI":"10.1021\/nn404530z","article-title":"Continuous Flow Atomic Force Microscopy Imaging Reveals Fluidity and Time-Dependent Interactions of Antimicrobial Dendrimer with Model Lipid Membranes","volume":"8","author":"Lind","year":"2014","journal-title":"ACS Nano"},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"12827","DOI":"10.1002\/anie.201409270","article-title":"Combining Topology and Sequence Design for the Discovery of Potent Antimicrobial Peptide Dendrimers against Multidrug-Resistant Pseudomonas aeruginosa","volume":"53","author":"Stach","year":"2014","journal-title":"Ang. Chem. Int. Ed."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"166","DOI":"10.1039\/C5SC03635F","article-title":"Overcoming antibiotic resistance in Pseudomonas aeruginosa biofilms using glycopeptide dendrimers","volume":"7","author":"Michaud","year":"2016","journal-title":"Chem. Sci."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"138","DOI":"10.1039\/C5OB01682G","article-title":"Multivalency effects on Pseudomonas aeruginosa biofilm inhibition and dispersal by glycopeptide dendrimers targeting lectin LecA","volume":"14","author":"Bergmann","year":"2016","journal-title":"Org. Biomol. Chem."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"423","DOI":"10.1021\/jacs.7b11037","article-title":"Lipidated Peptide Dendrimers Killing Multidrug-Resistant Bacteria","volume":"140","author":"Siriwardena","year":"2018","journal-title":"J. Am. Chem. Soc."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"935","DOI":"10.1016\/j.nano.2011.04.008","article-title":"PAMAM dendrimer-azithromycin conjugate nanodevices for the treatment of Chlamydia trachomatis infections","volume":"7","author":"Mishra","year":"2011","journal-title":"Nanomed.-Nanotech. Biol. Med."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"10357","DOI":"10.1039\/C6CC05179K","article-title":"Light-controlled active release of photocaged Ciprofloxacin for lipopolysaccharide-targeted drug delivery using dendrimer conjugates","volume":"52","author":"Wong","year":"2016","journal-title":"Chem. Commun. (Cambridge UK)"},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"843","DOI":"10.2174\/138920312804871120","article-title":"Microbe-Host Interactions: Structure and Role of Gram-Negative Bacterial Porins","volume":"13","author":"Galdiero","year":"2012","journal-title":"Curr. Protein Pept. Sci."},{"key":"ref_36","doi-asserted-by":"crossref","unstructured":"Delcour, H.A. (2015). Bacterial porins. Electrophysiology of Unconventional Channels and Pores, Springer International Publishing.","DOI":"10.1007\/978-3-319-20149-8"},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"320","DOI":"10.1099\/00222615-44-5-320","article-title":"Quinolones: Structure-activity relationships and future predictions","volume":"44","author":"Tillotson","year":"1996","journal-title":"J. Med. Microbiol."},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"954","DOI":"10.1139\/cjc-2017-0108","article-title":"Improved large-scale synthesis and characterization of small and medium generation PAMAM dendrimers","volume":"95","author":"Ficker","year":"2017","journal-title":"Can. J. Chem."},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"6733","DOI":"10.1021\/acs.macromol.7b00743","article-title":"Controlling Block Copolymer-Substrate Interactions by Homopolymer Brushes\/Mats","volume":"50","author":"Pang","year":"2017","journal-title":"Macromolecules"},{"key":"ref_40","doi-asserted-by":"crossref","unstructured":"Pittelkow, M., Lewinsky, R., and Christensen, J.B. (2002). Selective synthesis of carbamate protected polyamines using alkyl phenyl carbonates. Synthesis-Stuttgart, 2195\u20132202.","DOI":"10.1055\/s-2002-34859"},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"209","DOI":"10.15227\/orgsyn.084.0209","article-title":"Mono Carbamate Protection of Aliphatic Diamines Using Alkyl Phenyl Carbonates (2-Aminoethyl) carbamic acid tert-butyl ester","volume":"84","author":"Pittelkow","year":"2007","journal-title":"Org. Synth."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"397","DOI":"10.1080\/00304948.2012.697748","article-title":"Monoprotection of Triamines with Alkyl Phenyl Carbonates","volume":"44","author":"Tortzen","year":"2012","journal-title":"Org. Prep. Proc. Int."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"1295","DOI":"10.1021\/ol050040d","article-title":"Convergent Synthesis of Internally Branched PAMAM Dendrimers","volume":"7","author":"Pittelkow","year":"2005","journal-title":"Org. Lett."},{"key":"ref_44","unstructured":"Lindsay, J.A. (2008). Genetic manipulation of Staphylococcus aureus. Staphylococcus Molecular Genetics, Caister Academic Press."},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"358","DOI":"10.1111\/j.1472-765X.2010.02885.x","article-title":"Staphylococcus aureus SH1000 and 8325-4: Comparative genome sequences of key laboratory strains in staphylococcal research","volume":"51","year":"2010","journal-title":"Lett. Appl. Microbiol."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"1588","DOI":"10.1128\/AAC.33.9.1588","article-title":"In vitro susceptibility studies of vancomycin-resistant Enterococcus faecalis","volume":"33","author":"Sahm","year":"1989","journal-title":"Antimicrob. Agents Chemother."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"2071","DOI":"10.1126\/science.1080613","article-title":"Role of mobile DNA in the evolution of vancomycin-resistant Enterococcus faecalis","volume":"299","author":"Paulsen","year":"2003","journal-title":"Science"},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"3162","DOI":"10.1128\/JB.00394-11","article-title":"Genome sequences of Salmonella enterica serovar Typhimurium, Choleraesuis, Dublin, and Gallinarum strains of well-defined virulence in food-producing animals","volume":"193","author":"Richardson","year":"2011","journal-title":"J. Bacteriol."},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"2563","DOI":"10.1016\/j.bbamem.2012.05.027","article-title":"Mechanism for translocation of fluoroquinolones across lipid membranes","volume":"1818","author":"Cramariuc","year":"2012","journal-title":"Biochim. Biophys. Acta-Biomem."},{"key":"ref_50","doi-asserted-by":"crossref","first-page":"627","DOI":"10.1016\/j.ijantimicag.2003.12.015","article-title":"Influence of the cell wall on Ciprofloxacin susceptibility in selected wild-type Gram-negative and Gram-positive bacteria","volume":"23","author":"Berlanga","year":"2004","journal-title":"Int. J. Antimicrobial Agents"},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"38","DOI":"10.1128\/AAC.50.1.38-42.2006","article-title":"Ciprofloxacin-Resistant Salmonella enterica Serovar Typhimurium Strains Are Difficult To Select in the Absence of AcrB and TolC","volume":"50","author":"Ricci","year":"2006","journal-title":"Antimicrob. Agents Chemother."},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"909","DOI":"10.1093\/jac\/dkp054","article-title":"Ciprofloxacin selects for multidrug resistance in Salmonella enterica serovar Typhimurium mediated by at least two different pathways","volume":"63","author":"Ricci","year":"2009","journal-title":"J. Antimicrob. Chemother."},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"959","DOI":"10.1038\/35023079","article-title":"Complete genome sequence of Pseudomonas aeruginosa PAO1, an opportunistic pathogen","volume":"406","author":"Stover","year":"2002","journal-title":"Nature"},{"key":"ref_54","doi-asserted-by":"crossref","first-page":"1113","DOI":"10.1128\/JB.01515-09","article-title":"Genome Diversity of Pseudomonas aeruginosa PAO1 Laboratory Strains","volume":"192","author":"Klockgether","year":"2010","journal-title":"J. Bacteriol."},{"key":"ref_55","doi-asserted-by":"crossref","first-page":"438","DOI":"10.1128\/AAC.32.4.438","article-title":"Routes of Quinolone Permeation in Escherichia coli","volume":"32","author":"Chapman","year":"1988","journal-title":"Antimicrob. Agents Chemother."},{"key":"ref_56","doi-asserted-by":"crossref","first-page":"535","DOI":"10.1128\/AAC.29.3.535","article-title":"Differences in Susceptibility to Quinolones of Outer-Membrane Mutants of Salmonella Typhimurium and Escherichia coli","volume":"29","author":"Hirai","year":"1986","journal-title":"Antimicrob. Agents Chemother."},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"3905","DOI":"10.1016\/S0021-9258(17)41716-9","article-title":"Porins and Specific Diffusion Channels in Bacterial Outer Membranes","volume":"269","author":"Nikaido","year":"1994","journal-title":"J. Biol. Chem."},{"key":"ref_58","doi-asserted-by":"crossref","first-page":"698","DOI":"10.1093\/femsre\/fux020","article-title":"Structure, function and regulation of Pseudomonas aeruginosa porins","volume":"41","author":"Chevalier","year":"2017","journal-title":"FEMS Microbiol. Rev."},{"key":"ref_59","doi-asserted-by":"crossref","first-page":"40","DOI":"10.1111\/j.1751-7915.2008.00063.x","article-title":"Mechanisms of action and resistance to quinolones","volume":"2","author":"Fabrega","year":"2009","journal-title":"Microb. Biotechnol."},{"key":"ref_60","doi-asserted-by":"crossref","unstructured":"Idowu, T., and Schweizer, F. (2017). Ubiquitous nature of fluoroquinolones: The oscillation between antibacterial and anticancer activities. Antibiotics, 6.","DOI":"10.3390\/antibiotics6040026"},{"key":"ref_61","doi-asserted-by":"crossref","first-page":"1807","DOI":"10.1021\/bm0701088","article-title":"Antibacterial activities of poly(amidoamine) dendrimers terminated with amino and poly(ethylene glycol) groups","volume":"8","author":"Calabretta","year":"2007","journal-title":"Biomacromolecules"},{"key":"ref_62","doi-asserted-by":"crossref","first-page":"1148","DOI":"10.1039\/b904746h","article-title":"Antibacterial activity and cytotoxicity of PEGylated poly(amidoamine) dendrimers","volume":"5","author":"Lopez","year":"2009","journal-title":"Mol. Biosys."},{"key":"ref_63","doi-asserted-by":"crossref","unstructured":"Gholami, M., Mohammadi, R., Arzanlou, M., Dourbash, F.A., Kouhsari, E., Majidi, G., Mohseni, S.M., and Nazari, S. (2017). In vitro antibacterial activity of poly (amidoamine)-G7 dendrimer. BMC Infect. Dis., 17.","DOI":"10.1186\/s12879-017-2513-7"},{"key":"ref_64","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1016\/j.cis.2018.06.005","article-title":"PAMAM dendrimer\u2014Cell membrane interactions","volume":"257","author":"Fox","year":"2018","journal-title":"Adv. Colloid Interface Sci."},{"key":"ref_65","doi-asserted-by":"crossref","first-page":"817","DOI":"10.1016\/j.micinf.2015.09.001","article-title":"Dendrimer-enabled transformation of Anaplasma phagocytophilum","volume":"17","author":"Oki","year":"2015","journal-title":"Microbes Infect."},{"key":"ref_66","doi-asserted-by":"crossref","unstructured":"Wro\u0144ska, N., Majoral, J.P., Appelhans, D., Bryszewska, M., and Lisowska, K. (2019). Synergistic effects of anionic\/cationic dendrimers and levofloxacin on antibacterial activities. 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