Guanidinylated Amphiphilic Polycarbonates with Enhanced Antimicrobial Activity by Extending the Length of the Spacer Arm and Micelle Self‐Assembly

2020 ◽  
Vol 20 (7) ◽  
pp. 2000065
Author(s):  
Chloe A. Cho ◽  
Chao Liang ◽  
Janesha Perera ◽  
Margaret A. Brimble ◽  
Simon Swift ◽  
...  
2020 ◽  
Vol 20 (7) ◽  
pp. 2070014
Author(s):  
Chloe A. Cho ◽  
Chao Liang ◽  
Janesha Perera ◽  
Margaret A. Brimble ◽  
Simon Swift ◽  
...  

2020 ◽  
Vol 21 (3) ◽  
pp. 887 ◽  
Author(s):  
Elżbieta Kamysz ◽  
Emilia Sikorska ◽  
Maciej Jaśkiewicz ◽  
Marta Bauer ◽  
Damian Neubauer ◽  
...  

An increasing number of multidrug-resistant pathogens is a serious problem of modern medicine and new antibiotics are highly demanded. In this study, different n-alkyl acids (C2-C14) and aromatic acids (benzoic and trans-cinnamic) were conjugated to the N-terminus of KR12 amide. The effect of this modification on antimicrobial activity (ESKAPE bacteria and biofilm of Staphylococcus aureus) and cytotoxicity (human red blood cells and HaCaT cell line) was examined. The effect of lipophilic modifications on helicity was studied by CD spectroscopy, whereas peptide self-assembly was studied by surface tension measurements and NMR spectroscopy. As shown, conjugation of the KR12-NH2 peptide with C4-C14 fatty acid chains enhanced the antimicrobial activity with an optimum demonstrated by C8-KR12-NH2 (MIC 1–4 μg/mL against ESKAPE strains; MBEC of S. aureus 4–16 μg/mL). Correlation between antimicrobial activity and self-assembly behavior of C14-KR12-NH2 and C8-KR12-NH2 has shown that the former self-assembled into larger aggregated structures, which reduced its antimicrobial activity. In conclusion, N-terminal modification can enhance antimicrobial activity of KR12-NH2; however, at the same time, the cytotoxicity increases. It seems that the selectivity against pathogens over human cells can be achieved through conjugation of peptide N-terminus with appropriate n-alkyl fatty and aromatic acids.


2018 ◽  
Vol 150 ◽  
pp. 546-558 ◽  
Author(s):  
Weibing Dong ◽  
Ziang Liu ◽  
Liying Sun ◽  
Cui Wang ◽  
Yue Guan ◽  
...  

2020 ◽  
Vol 49 (9) ◽  
pp. 2862-2879 ◽  
Author(s):  
Joanna Izabela Lachowicz ◽  
Gabriele Dalla Torre ◽  
Rosita Cappai ◽  
Enrico Randaccio ◽  
Valeria M. Nurchi ◽  
...  

Mimosine is a non-protein amino acid that can be used as a building block in peptides with metal coordination ability.


Crystals ◽  
2019 ◽  
Vol 9 (12) ◽  
pp. 661
Author(s):  
Saied M. Soliman ◽  
Jamal Lasri ◽  
Matti Haukka ◽  
Essam N. Sholkamy ◽  
Hessa H. Al-Rasheed ◽  
...  

The synthesis and X-ray crystal structure of the trinuclear [Cu3(HL)(Cl)2(NO3)(H2O)5](NO3)2 complex of the s-triazine-based di-compartmental ligand, 2-methoxy-4,6-bis(2-(pyridin-2-ylmsethylene)hydrazinyl)-1,3,5-triazine (H2L), are presented. The Cu1 and Cu2 are penta-coordinated with CuN3ClO coordination environment, distorted square pyramidal coordination geometry while Cu3 is hexa-coordinated with CuN2O4 coordination sphere, and distorted octahedral geometry. The complex crystallized in the primitive P-1 triclinic crystal system with two molecular units per unit cell. Its packing is dominated by the O–H (35.5%) and Cl–H (8.8%) hydrogen bonding interactions as well as the π–π stacking (2.3%) and anion–π-stacking interactions (3.7%). The different coordination interactions were analyzed using atoms in molecules (AIM) theory, and the number of charge transferences from the ligand group to Cu(II) were determined using natural bond orbital calculations. The effect of the free ligand and its Cu(II) complex on the tested pathogenic microbes (Staphylococcus aureus, S. epidermidis, Enterococcus faecalis, Escherichia coli, Salmonella typhi and Pseudomonas aeruginosa) and one fungal isolate (Candida albicans) is presented. Both have wide spectrum antimicrobial activity against the selected microorganism. It is observed that the free ligand at 180 µg/mL was more effective than its Cu(II) complex and showed close results compared to the positive control gentamicin. At higher concentrations (1 mg/mL), the Cu(II) complex was found to be more active against S. epidermidis, E. coli and C. albicans than the lower concentration. The minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) values are also lower for the Cu(II) complex than the free ligand.


2020 ◽  
Vol 8 (7) ◽  
pp. 2031-2039 ◽  
Author(s):  
Zhiwei Shen ◽  
Zhen Guo ◽  
Limin Zhou ◽  
Yujiao Wang ◽  
Jinjin Zhang ◽  
...  

FF8 self-assembled into nanofibers on the negatively charged lipid membrane and induced rupture of the membrane.


RSC Advances ◽  
2016 ◽  
Vol 6 (67) ◽  
pp. 62968-62973 ◽  
Author(s):  
Bhagwati Sharma ◽  
Arup Mahata ◽  
Sonam Mandani ◽  
Tridib K. Sarma ◽  
Biswarup Pathak

The formation of effective antimicrobial metallogels through Ag(i) ion mediated self-assembly of unsubstituted nucleobases is reported. The Ag–pyrimidine gels could further reduce Ag+ ions to Ag nanoparticles decorated along the nanofibers.


2018 ◽  
Vol 1860 (11) ◽  
pp. 2242-2251 ◽  
Author(s):  
Emilia Sikorska ◽  
Oktawian Stachurski ◽  
Damian Neubauer ◽  
Izabela Małuch ◽  
Dariusz Wyrzykowski ◽  
...  

RSC Advances ◽  
2017 ◽  
Vol 7 (14) ◽  
pp. 8366-8375 ◽  
Author(s):  
V. Castelletto ◽  
A. Kaur ◽  
I. W. Hamley ◽  
R. H. Barnes ◽  
K.-A. Karatzas ◽  
...  

Macroscopic capsules, with tunable properties based on hierarchical self-assembly on multiple lengthscales, are prepared from the co-operative self-assembly of polysaccharide and peptide amphiphiles.


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