Peptidomimetics as a new generation of antimicrobial agents: current progress

References

• LivermoreDMCurrent epidemiology and growing resistance of gram-negative pathogensKorean J Intern Med201227212814222707882
   PubMed Web of Science ®Google Scholar
• ScottRWDeGradoWFTewGNDe novo designed synthetic mimics of antimicrobial peptidesCurr Opin Biotechnol200819662062718996193
   PubMed Web of Science ®Google Scholar
• TewGNScottRWKleinMLDegradoWFDe novo design of antimicrobial polymers, foldamers, and small molecules: from discovery to practical applicationsAcc Chem Res2010431303919813703
   PubMed Web of Science ®Google Scholar
• WuMMaierEBenzRHancockREMechanism of interaction of different classes of cationic antimicrobial peptides with planar bilayers and with the cytoplasmic membrane of Escherichia coliBiochemistry199938227235724210353835
   PubMed Web of Science ®Google Scholar
• FriedrichCLMoylesDBeveridgeTJHancockREAntibacterial action of structurally diverse cationic peptides on gram-positive bacteriaAntimicrob Agents Chemother20004482086209210898680
   PubMed Web of Science ®Google Scholar
• ZhangLDhillonPYanHFarmerSHancockREInteractions of bacterial cationic peptide antibiotics with outer and cytoplasmic membranes of Pseudomonas aeruginosaAntimicrob Agents Chemother200044123317332111083634
   PubMed Web of Science ®Google Scholar
• HancockRESahlHGAntimicrobial and host-defense peptides as new anti-infective therapeutic strategiesNat Biotechnol200624121551155717160061
   PubMed Web of Science ®Google Scholar
• Méndez-SamperioPRole of antimicrobial peptides in host defense against mycobacterial infectionsPeptides200829101836184118582513
   PubMed Web of Science ®Google Scholar
• HancockRELehrerRCationic peptides: a new source of antibioticsTrends Biotechnol199816282889487736
   PubMed Web of Science ®Google Scholar
• MarrAKGooderhamWJHancockREAntibacterial peptides for therapeutic use: obstacles and realistic outlookCurr Opin Pharmacol20066546847216890021
   PubMed Web of Science ®Google Scholar
• BrogdenKAAntimicrobial peptides: pore formers or metabolic inhibitors in bacteria?Nat Rev Microbiol20053323825015703760
   PubMed Web of Science ®Google Scholar
• ShaiYMechanism of the binding, insertion and destabilization of phospholipid bilayer membranes by alpha-helical antimicrobial and cell non-selective membrane-lytic peptidesBiochim Biophys Acta199914621–2557010590302
   PubMed Web of Science ®Google Scholar
• ShaiYMode of action of membrane active antimicrobial peptidesBiopolymers200266423624812491537
   PubMed Web of Science ®Google Scholar
• HuangYHuangJChenYAlpha-helical cationic antimicrobial peptides: relationships of structure and functionProtein Cell20101214315221203984
   PubMed Web of Science ®Google Scholar
• LehrerRILuWα-Defensins in human innate immunityImmunol Rev201224518411222168415
   PubMed Web of Science ®Google Scholar
• PetersBMShirtliffMEJabra-RizkMAAntimicrobial peptides: primeval molecules or future drugs?PLoS Pathog2010610e100106721060861
   PubMed Web of Science ®Google Scholar
• KarlssonAJPomerantzWCWeisblumBGellmanSHPalecekSPAntifungal activity from 14-helical beta-peptidesJ Am Chem Soc200612839126301263117002340
   PubMed Web of Science ®Google Scholar
• KarlssonAJPomerantzWCNeilsenKJGellmanSHPalecekSPEffect of sequence and structural properties on 14-helical beta-peptide activity against Candida albicans planktonic cells and biofilmsACS Chem Biol20094756757919518070
   PubMed Web of Science ®Google Scholar
• KarlssonAJFlessnerRMGellmanSHLynnDMPalecekSPPolyelectrolyte multilayers fabricated from antifungal β-peptides: design of surfaces that exhibit antifungal activity against Candida albicansBiomacromolecules20101192321232820831274
   PubMed Web of Science ®Google Scholar
• ChongsiriwatanaNPPatchJACzyzewskiAMPeptoids that mimic the structure, function, and mechanism of helical antimicrobial peptidesProc Natl Acad Sci U S A200810582794279918287037
   PubMed Web of Science ®Google Scholar
• OlsenCAZieglerHLNielsenHMFrimodt-MøllerNJaroszewskiJWFranzykHAntimicrobial, hemolytic, and cytotoxic activities of beta-peptoid-peptide hybrid oligomers: improved properties compared to natural AMPsChembiochem201011101356136020503219
   PubMed Web of Science ®Google Scholar
• KapoorRWadmanMWDohmMTCzyzewskiAMSpormannAMBarronAEAntimicrobial peptoids are effective against Pseudomonas aeruginosa biofilmsAntimicrob Agents Chemother20115563054305721422218
   PubMed Web of Science ®Google Scholar
• ChongsiriwatanaNPMillerTMWetzlerMShort alkylated peptoid mimics of antimicrobial lipopeptidesAntimicrob Agents Chemother201155141742020956607
   PubMed Web of Science ®Google Scholar
• KapoorREimermanPRHardyJWCirilloJDContagCHBarronAEEfficacy of antimicrobial peptoids against Mycobacterium tuberculosisAntimicrob Agents Chemother20115563058306221464254
   PubMed Web of Science ®Google Scholar
• HuangMLShinSBBensonMATorresVJKirshenbaumKA comparison of linear and cyclic peptoid oligomers as potent antimicrobial agentsChemMedChem20127111412221990117
   PubMed Web of Science ®Google Scholar
• HuaJYamarthyRFelsensteinSScottRWMarkowitzKDiamondGActivity of antimicrobial peptide mimetics in the oral cavity: I. Activity against biofilms of Candida albicansMol Oral Microbiol201025641842521040515
   PubMed Web of Science ®Google Scholar
• HuaJScottRWDiamondGActivity of antimicrobial peptide mimetics in the oral cavity: II. Activity against periopathogenic biofilms and anti-inflammatory activityMol Oral Microbiol201025642643221040516
   PubMed Web of Science ®Google Scholar
• ObrechtDRobinsonJABernardiniFRecent progress in the discovery of macrocyclic compounds as potential anti-infective therapeuticsCurr Med Chem2009161426519149562
   PubMed Web of Science ®Google Scholar
• SrinivasNJetterPUeberbacherBJPeptidomimetic antibiotics target outer-membrane biogenesis in Pseudomonas aeruginosaScience201032759681010101320167788
   PubMed Web of Science ®Google Scholar
• HuYLiXSebtiSMChenJCaiJDesign and synthesis of AApeptides: a new class of peptide mimicsBioorg Med Chem Lett20112151469147121292484
   PubMed Web of Science ®Google Scholar
• NiuYWuHLiYAApeptides as a new class of antimicrobial agentsOrg Biomol Chem201311264283429023722277
   PubMed Web of Science ®Google Scholar
• NiuYHuYWuHCaiJSynthesis of AApeptidesMethods Mol Biol20131081354624014432
   PubMedGoogle Scholar
• IshitsukaYArntLMajewskiJAmphiphilic poly(phenyleneethynylene)s can mimic antimicrobial peptide membrane disordering effect by membrane insertionJ Am Chem Soc200612840131231312917017792
   PubMed Web of Science ®Google Scholar
• ClaudonPVioletteALamourKConsequences of isostructural main-chain modifications for the design of antimicrobial foldamers: helical mimics of host-defense peptides based on a heterogeneous amide/urea backboneAngew Chem Int Ed Engl201049233333619957258
   PubMed Web of Science ®Google Scholar
• Dragulescu-AndrasiARapireddySFrezzaBMGayathriCGilRRLyDHA simple gamma-backbone modification preorganizes peptide nucleic acid into a helical structureJ Am Chem Soc200612831102581026716881656
   PubMed Web of Science ®Google Scholar
• TedeschiTSforzaSDossenaACorradiniRMarchelliRLysine-based peptide nucleic acids (PNAs) with strong chiral constraint: control of helix handedness and DNA binding by chiralityChirality200517SupplS196S20415952136
   PubMed Web of Science ®Google Scholar
• TedeschiTChiariMGalavernaGDetection of the R553X DNA single point mutation related to cystic fibrosis by a “chiral box” D-lysine-peptide nucleic acid probe by capillary electrophoresisElectrophoresis200526224310431616287174
   PubMed Web of Science ®Google Scholar
• InokuchiEYamadaAHozumiKDesign and synthesis of amidine-type peptide bond isosteres: application of nitrile oxide derivatives as active ester equivalents in peptide and peptidomimetics synthesisOrg Biomol Chem2011993421342721423919
   PubMed Web of Science ®Google Scholar
• PadheeSHuYNiuYNon-hemolytic α-AApeptides as antimicrobial peptidomimeticsChem Commun (Camb)201147349729973121779608
   PubMed Web of Science ®Google Scholar
• NiuYPadheeSWuHIdentification of γ-AApeptides with potent and broad-spectrum antimicrobial activityChem Commun (Camb)20114744121971219921963627
   PubMed Web of Science ®Google Scholar
• WalshPSKusakaRBuchananEGCyclic constraints on conformational flexibility in γ-peptides: conformation specific IR and UV spectroscopyJ Phys Chem A201311747123501236224147873
   PubMed Web of Science ®Google Scholar
• JamesWHBuchananEGMüllerCWEvolution of amide stacking in larger γ-peptides: triamide H-bonded cyclesJ Phys Chem A201111547137831379821978283
   PubMed Web of Science ®Google Scholar
• WuHAminMNNiuYSolid-phase synthesis of γ-AApeptides using a submonomeric approachOrg Lett201214133446344922731678
   PubMed Web of Science ®Google Scholar
• NiuYJonesAJWuHVaraniGCaiJγ-AApeptides bind to RNA by mimicking RNA-binding proteinsOrg Biomol Chem20119196604660921826330
   PubMed Web of Science ®Google Scholar
• YangYNiuYHongHRadiolabeled γ-AApeptides: a new class of tracers for positron emission tomographyChem Commun (Camb)201248637850785222785080
   PubMed Web of Science ®Google Scholar
• NiuYBaiGWuHCellular translocation of a γ-AApeptide mimetic of Tat peptideMol Pharm2012951529153422413929
   PubMed Web of Science ®Google Scholar
• BaiGPadheeSNiuYCellular uptake of an α-AApeptideOrg Biomol Chem20121061149115322193209
   PubMed Web of Science ®Google Scholar
• SchmittMAWeisblumBGellmanSHInterplay among folding, sequence, and lipophilicity in the antibacterial and hemolytic activities of alpha/beta-peptidesJ Am Chem Soc2007129241742817212422
   PubMed Web of Science ®Google Scholar
• MoweryBPLeeSEKissounkoDAMimicry of antimicrobial host-defense peptides by random copolymersJ Am Chem Soc200712950154741547618034491
   PubMed Web of Science ®Google Scholar
• NiuYPadheeSWuHLipo-γ-AApeptides as a new class of potent and broad-spectrum antimicrobial agentsJ Med Chem20125584003400922475244
   PubMed Web of Science ®Google Scholar
• IvankinALivneLMorARole of the conformational rigidity in the design of biomimetic antimicrobial compoundsAngew Chem Int Ed Engl201049458462846520872385
   PubMed Web of Science ®Google Scholar
• KurodaKCaputoGAAntimicrobial polymers as synthetic mimics of host-defense peptidesWiley Interdiscip Rev Nanomed Nanobiotechnol201351496623076870
   PubMed Web of Science ®Google Scholar
• TakahashiHPalermoEFYasuharaKCaputoGAKurodaKMolecular design, structures, and activity of antimicrobial peptide-mimetic polymersMacromol Biosci201313101285129923832766
   PubMed Web of Science ®Google Scholar
• RekdalØHaugBEKalaajiMRelative spatial positions of tryptophan and cationic residues in helical membrane-active peptides determine their cytotoxicityJ Biol Chem2012287123324422057278
   PubMed Web of Science ®Google Scholar
• McGrathDMBarbuEMDriessenWHMechanism of action and initial evaluation of a membrane active all-D-enantiomer antimicrobial peptidomimeticProc Natl Acad Sci U S A201311093477348223345420
   PubMed Web of Science ®Google Scholar
• BarbuEMShiraziFMcGrathDMAn antimicrobial peptidomimetic induces Mucorales cell death through mitochondria-mediated apoptosisPLoS One2013810e7698124098573
   PubMed Web of Science ®Google Scholar
• HaugBEStensenWKalaajiMRekdalØSvendsenJSSynthetic antimicrobial peptidomimetics with therapeutic potentialJ Med Chem200851144306431418570363
   PubMed Web of Science ®Google Scholar
• LuFChiSWKimDHHanKHKuntzIDGuyRKProteomimetic libraries: design, synthesis, and evaluation of p53-MDM2 interaction inhibitorsJ Comb Chem20068331532516677000
   PubMedGoogle Scholar
• NiuYWangREWuHCaiJRecent development of small antimicrobial peptidomimeticsFuture Med Chem20124141853186223043481
   PubMed Web of Science ®Google Scholar
• ChoiSIsaacsAClementsDDe novo design and in vivo activity of conformationally restrained antimicrobial arylamide foldamersProc Natl Acad Sci U S A2009106176968697319359494
   PubMed Web of Science ®Google Scholar
• Polymedix IncBrilacidin (PMX-30063) Antibiotic Fact SheetRandor, PAPolyMedix, Inc2013 Available from: http://files.shareholder.com/downloads/ABEA-4ITCYZ/1997024712x0x611205/FEA66C67-D02F-4FF2-B230-AA711F46ED7F/PMX-30063_Antibiotic_Fact_Sheet_Nov_2012_.pdfAccessed February 10, 2013
   Google Scholar
• BlancoJJacototECabreraCThe implication of the chemokine receptor CXCR4 in HIV-1 envelope protein-induced apoptosis is independent of the G protein-mediated signallingAIDS199913890991710371171
   PubMed Web of Science ®Google Scholar
• TanakaGNakaseIFukudaYCXCR4 stimulates macropinocytosis: implications for cellular uptake of arginine-rich cell-penetrating peptides and HIVChem Biol201219111437144623177198
   PubMedGoogle Scholar
• TamamuraHFujiiNThe therapeutic potential of CXCR4 antagonists in the treatment of HIV infection, cancer metastasis and rheumatoid arthritisExpert Opin Ther Targets2005961267128216300475
   PubMed Web of Science ®Google Scholar
• TsutsumiHTanakaTOhashiNTherapeutic potential of the chemokine receptor CXCR4 antagonists as multifunctional agentsBiopolymers200788227928917167792
   PubMed Web of Science ®Google Scholar
• TamamuraHTsutsumiHMasunoHFujiiNDevelopment of low molecular weight CXCR4 antagonists by exploratory structural tuning of cyclic tetra- and pentapeptide-scaffolds towards the treatment of HIV infection, cancer metastasis and rheumatoid arthritisCurr Med Chem20071419310217266570
   PubMed Web of Science ®Google Scholar
• MoncunillGArmand-UgónMClotet-CodinaIAnti-HIV activity and resistance profile of the CXC chemokine receptor 4 antagonist POL3026Mol Pharmacol20087341264127318182480
   PubMed Web of Science ®Google Scholar
• ChoiWTTianSDongCZUnique ligand binding sites on CXCR4 probed by a chemical biology approach: implications for the design of selective human immunodeficiency virus type 1 inhibitorsJ Virol20057924153981540416306611
   PubMed Web of Science ®Google Scholar
• LaLondeJMKwonYDJonesDMStructure-based design, synthesis, and characterization of dual hotspot small-molecule HIV-1 entry inhibitorsJ Med Chem20125594382439622497421
   PubMed Web of Science ®Google Scholar
• MbembaEBenjouadASaffarLGattegnoLGlycans and proteoglycans are involved in the interactions of human immunodeficiency virus type 1 envelope glycoprotein and of SDF-1alpha with membrane ligands of CD4(+) CXCR4(+) cellsVirology1999265235436410600606
   PubMed Web of Science ®Google Scholar
• TanakaTNomuraWNarumiTStructure-activity relationship study on artificial CXCR4 ligands possessing the cyclic pentapeptide scaffold: the exploration of amino acid residues of pentapeptides by substitutions of several aromatic amino acidsOrg Biomol Chem20097183805380919707686
   PubMed Web of Science ®Google Scholar
• DemmerODijkgraafISchumacherUDesign, synthesis, and functionalization of dimeric peptides targeting chemokine receptor CXCR4J Med Chem201154217648766221905730
   PubMed Web of Science ®Google Scholar
• GravelSMaloufCBoulaisPEThe peptidomimetic CXCR4 antagonist TC14012 recruits beta-arrestin to CXCR7: roles of receptor domainsJ Biol Chem201028549379393794320956518
   PubMed Web of Science ®Google Scholar
• VeldkampCTZiarekJJPetersonFCChenYVolkmanBFTargeting SDF-1/CXCL12 with a ligand that prevents activation of CXCR4 through structure-based drug designJ Am Chem Soc2010132217242724320459090
   PubMed Web of Science ®Google Scholar
• O’BrienWASumner-SmithMMaoSHSadeghiSZhaoJQChenISAnti-human immunodeficiency virus type 1 activity of an oligocationic compound mediated via gp120 V3 interactionsJ Virol1996705282528318627756
   PubMed Web of Science ®Google Scholar
• DoranzBJGrovit-FerbasKSharronMPA small-molecule inhibitor directed against the chemokine receptor CXCR4 prevents its use as an HIV-1 coreceptorJ Exp Med19971868139514009334380
   PubMed Web of Science ®Google Scholar
• ZhouNZhangXFanXThe N-terminal domain of APJ, a CNS-based coreceptor for HIV-1, is essential for its receptor function and coreceptor activityVirology20033171849414675627
   PubMed Web of Science ®Google Scholar
• ZhangJMulvenonAMakarovEAntiviral peptide nanocomplexes as a potential therapeutic modality for HIV/HCV co-infectionBiomaterials201334153846385723403120
   PubMed Web of Science ®Google Scholar
• SzakácsGPatersonJKLudwigJABooth-GentheCGottesmanMMTargeting multidrug resistance in cancerNat Rev Drug Discov20065321923416518375
   PubMed Web of Science ®Google Scholar
• HoskinDWRamamoorthyAStudies on anticancer activities of antimicrobial peptidesBiochim Biophys Acta20081778235737518078805
   PubMed Web of Science ®Google Scholar
• KimJMLeeYHKuCRLeeEJThe cyclic pentapeptide d-Arg3FC131, a CXCR4 antagonist, induces apoptosis of somatotrope tumor and inhibits tumor growth in nude miceEndocrinology2011152253654421147876
   PubMed Web of Science ®Google Scholar
• ShinDYKimKJKuCRDifferent CXCR4 expression according to various histologic subtype of papillary thyroid carcinomaEndocr Pathol201324416917623963832
   PubMed Web of Science ®Google Scholar
• JenssenHHamillPHancockREPeptide antimicrobial agentsClin Microbiol Rev200619349151116847082
   PubMed Web of Science ®Google Scholar
• PapoNShaiYHost defense peptides as new weapons in cancer treatmentCell Mol Life Sci2005627–878479015868403
   PubMed Web of Science ®Google Scholar
• SchweizerFCationic amphiphilic peptides with cancer-selective toxicityEur J Pharmacol20096251–319019419835863
   PubMed Web of Science ®Google Scholar
• SiddiqueeKAGunningPTGlennMAn oxazole-based small-molecule Stat3 inhibitor modulates Stat3 stability and processing and induces antitumor cell effectsACS Chem Biol200721278779818154266
   PubMed Web of Science ®Google Scholar
• McDanielJRCallahanDJChilkotiADrug delivery to solid tumors by elastin-like polypeptidesAdv Drug Deliv Rev201062151456146720546809
   PubMed Web of Science ®Google Scholar
• OnwulataCIEncapsulation of new active ingredientsAnnu Rev Food Sci Technol2012318320222149076
   PubMed Web of Science ®Google Scholar
• WangXZhangXSeparation, antitumor activities, and encapsulation of polypeptide from Chlorella pyrenoidosaBiotechnol Prog201329368168723606619
   PubMed Web of Science ®Google Scholar
• HouLZhaoXWangPNingQMengMLiuCAntitumor activity of antimicrobial peptides containing CisoDGRC in CD13 negative breast cancer cellsPLoS One201381e5349123326440
   PubMed Web of Science ®Google Scholar
• GuYLiuSLJuWZLiCYCaoPAnalgesic-antitumor peptide induces apoptosis and inhibits the proliferation of SW480 human colon cancer cellsOncol Lett20135248348823420047
   PubMed Web of Science ®Google Scholar