Similarity analysis, synthesis, and bioassay of antibacterial cyclic peptidomimetics

Antimicrobial agents have eradicated many infectious diseases and significantly improved our living environment. However, abuse of antimicrobial agents has accelerated the emergence of multidrug-resistant microorganisms, and there is an urgent need for novel antibiotics. Antimicrobial peptides (AMPs) have attracted attention as a novel class of antimicrobial agents because AMPs efficiently kill a wide range of species, including bacteria, fungi, and viruses, via a novel mechanism of action. In addition, they are effective against pathogens that are resistant to almost all conventional antibiotics. AMPs have promising properties; they directly disrupt the functions of cellular membranes and nucleic acids, and the rate of appearance of AMP-resistant strains is very low. However, as pharmaceuticals, AMPs exhibit unfavorable properties, such as instability, hemolytic activity, high cost of production, salt sensitivity, and a broad spectrum of activity. Therefore, it is vital to improve these properties to develop novel AMP treatments. Here, we have reviewed the basic biochemical properties of AMPs and the recent strategies used to modulate these properties of AMPs to enhance their safety.

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“…The design of polymers that mimic the complex structures of AMPs is an important endeavor with practical implications [78]. De Grado et al .…”

Section: Improvement Of Amps For Clinical Usementioning

confidence: 99%

Characterization of Antimicrobial Peptides toward the Development of Novel Antibiotics

2013

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“…We previously used benzotriazole methodology to prepare diverse peptide conjugates (13)(14)(15)(16)(17).…”

Section: Resultsmentioning

confidence: 99%

Green and catalyst-free synthesis of olsalazine analogs

Ibrahim

Elagawany

Ibrahim

2016

Green Chemistry Letters and Reviews

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A greener protocol for the synthesis of olsalazine analogs is reported. Olsalazine analogs are prepared in high yields by a one-pot reaction of two molecules of mesalazine with benzotriazole-activated aspartic acid and glutamic acid in water under microwave irradiation. GRAPHICAL ABSTRACTA greener protocol for the synthesis of olsalazine analogs is reported. Olsalazine analogs are prepared in high yields by a one-pot reaction of two molecules of mesalazine and aspartic/ glutamic benzotriazoles in water under microwave irradiation. ARTICLE HISTORY

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“…The RHF (Restricted Hartree-Fock) method was used in spin pairing for the two semi-empirical tools. [28][29][30][31][32]38,39 The resulting output files were exported to CODESSA-Pro that includes MOPAC capability for the final geometry optimization.…”

Section: Methodsmentioning

confidence: 99%

Macrocyclic peptidomimetics with antimicrobial activity: synthesis, bioassay, and molecular modeling studies

et al. 2015

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Novel, cyclic peptidomimetics were synthesized by facile acylation reactions using benzotriazole chemistry. Microbiological testing of the synthesized compounds revealed an exceptionally high activity against Candida albicans with a minimum inhibitory concentration (MIC) two orders of magnitude lower than the MIC of the antifungal reference drug amphotericin B. A strikingly high activity was also observed against three Gram-negative bacterial strains (Pseudomonas aeruginosa, Klebsiella pneumoniae and Proteus vulgaris), two of which are known human pathogens. Thus the discovered chemotype is a potential polypharmacological agent. The toxicity against mammalian tumor cells was found to be low, as demonstrated in five different human cell lines (HeLa, cervical; PC-3, prostate; MCF-7, breast; HepG2, liver; and HCT-116, colon). The internal consistency of the experimental data was studied using 3D-pharmacophore and 2D-QSAR.

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Similarity analysis, synthesis, and bioassay of antibacterial cyclic peptidomimetics

Cited by 14 publications

References 50 publications

Characterization of Antimicrobial Peptides toward the Development of Novel Antibiotics

Characterization of Antimicrobial Peptides toward the Development of Novel Antibiotics

Green and catalyst-free synthesis of olsalazine analogs

Macrocyclic peptidomimetics with antimicrobial activity: synthesis, bioassay, and molecular modeling studies

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