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Development and evaluation of cationic amphiphilic antimicrobial 2,5-diketopiperazines

Labriere, C. (författare)
UiT The Arctic University of Norway, Norway,Univ Aberdeen, Dept Chem, Marine Biodiscovery Ctr, Old Aberdeen AB24 3UE, Scotland;UiT Arctic Univ Norway, Dept Chem, Tromso, Norway
Kondori, Nahid, 1967 (författare)
Gothenburg University,Göteborgs universitet,Institutionen för biomedicin, avdelningen för infektionssjukdomar,Institute of Biomedicine, Department of Infectious Medicine,University of Gothenburg, Sweden,Univ Gothenburg, Sahlgrenska Acad, Dept Infect Dis, Gothenburg, Sweden
Svenson, Johan (författare)
RISE,Kemi och material,UiT The Arctic University of Norway, Norway,UiT Arctic Univ Norway, Dept Chem, Tromso, Norway;RISE Res Inst Sweden, Dept Chem & Mat, Boras, Sweden
visa fler...
Boomgaren, M. (författare)
UiT The Arctic University of Norway, Norway,UiT Arctic Univ Norway, Dept Chem, Tromso, Norway
Sandholm, Kerstin (författare)
Linnéuniversitetet,Institutionen för kemi och biomedicin (KOB),Linnaeus Ctr Biomat Chem, BMC,Linnaeus Univ, Linnaeus Ctr Biomat Chem, Kalmar, Sweden
Nilsson Ekdahl, Kristina (författare)
Uppsala universitet,Linnéuniversitetet,Institutionen för kemi och biomedicin (KOB),Uppsala University, Sweden,Linnaeus Ctr Biomat Chem, BMC,Institutionen för immunologi, genetik och patologi,Linnaeus Univ, Linnaeus Ctr Biomat Chem, Kalmar, Sweden
Hansen, J. H. (författare)
UiT The Arctic University of Norway, Norway,UiT Arctic Univ Norway, Dept Chem, Tromso, Norway
Svenson, J. (författare)
Caous, Josefin Seth (författare)
RISE Res Inst Sweden, Dept Chem & Mat, Boras, Sweden
visa färre...
 (creator_code:org_t)
2018-05-29
2018
Engelska.
Ingår i: Journal of Peptide Science. - : Wiley. - 1075-2617 .- 1099-1387. ; 24:7
  • Tidskriftsartikel (refereegranskat)
Abstract Ämnesord
Stäng  
  • Both pathogenic bacteria and fungi are developing resistance to common antimicrobial treatment at an alarming rate. To counteract this development, it is of essence to develop new classes of antimicrobial agents. One such class is antimicrobial peptides, most of which are derived from the innate immune system. In this study, a series of novel 2,5-diketopiperazines were designed, synthesized, and evaluated for their antimicrobial abilities. The compounds were designed to probe the pharmacophore dictated for short linear mimics of antimicrobial cationic peptides, and as such, the compounds contain a range of cationic and hydrophobic functionalities. Several of the prepared compounds displayed high antimicrobial activities toward bacteria and also against human pathogenic fungi. Of particular interest was the high activity toward fungal strains with an inherent increased resistance toward conventional antifungal agents. The most effective compounds displayed inhibition of Candida glabrata and Candida krusei growth at concentrations between 4 and 8 mu g/mL, which is comparable to commercial antifungal agents in use. Structure activity relationship studies revealed a similar dependence on cationic charge and the volume of the hydrophobic bulk as for linear cationic antimicrobial peptides. Finally, the hemolytic activity of selected compounds was evaluated, which revealed a potential to produce active compounds with attenuation of unwanted hemolysis. The findings highlight the potential of cyclic cationic amphiphilic peptidomimetics as a class of promising compounds for the treatment of infections caused by microorganisms with an increased resistance to conventional antimicrobial agents.

Ämnesord

NATURVETENSKAP  -- Biologi -- Biokemi och molekylärbiologi (hsv//swe)
NATURAL SCIENCES  -- Biological Sciences -- Biochemistry and Molecular Biology (hsv//eng)
NATURVETENSKAP  -- Kemi -- Organisk kemi (hsv//swe)
NATURAL SCIENCES  -- Chemical Sciences -- Organic Chemistry (hsv//eng)

Nyckelord

2
5-diketopiperazine
antifungal agents
antimicrobial
Candida krusei
MRSA
structure-activity
blood-stream infections
candida-albicans
antibacterial peptides
staphylococcus-aureus
methicillin-resistant
antifungal activity
fungal-infections
oral candidiasis
defense
lactoferricin
Biochemistry & Molecular Biology
Chemistry
2
Biomedical Sciences

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