Synthesis of cyclotetrapeptide analogues of c-PLAI and evaluation of their antimicrobial properties

Antimicrobial peptides (AMPs) are interesting compounds owing to their ability to kill several pathogens. In order to identify new AMPs, c-PLAI analogues were synthesized and evaluated together with their linear precursors for their antimicrobial properties against two Gram-positive bacteria (Staphy...

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Main Authors: Rani Maharani, Orin Inggriani Napitupulu, Jelang M. Dirgantara, Ace Tatang Hidayat, Dadan Sumiarsa, Desi Harneti, Nurlelasari, Unang Supratman, Koichi Fukase
Format: Article
Language:English
Published: The Royal Society 2021-03-01
Series:Royal Society Open Science
Subjects:
Online Access:https://royalsocietypublishing.org/doi/pdf/10.1098/rsos.201822
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author Rani Maharani
Orin Inggriani Napitupulu
Jelang M. Dirgantara
Ace Tatang Hidayat
Dadan Sumiarsa
Desi Harneti
Nurlelasari
Unang Supratman
Koichi Fukase
author_facet Rani Maharani
Orin Inggriani Napitupulu
Jelang M. Dirgantara
Ace Tatang Hidayat
Dadan Sumiarsa
Desi Harneti
Nurlelasari
Unang Supratman
Koichi Fukase
author_sort Rani Maharani
collection DOAJ
description Antimicrobial peptides (AMPs) are interesting compounds owing to their ability to kill several pathogens. In order to identify new AMPs, c-PLAI analogues were synthesized and evaluated together with their linear precursors for their antimicrobial properties against two Gram-positive bacteria (Staphylococcus aureus and Bacillus cereus), two Gram-negative bacteria (Escherichia coli and Klebsiella pneumoniae), and two fungal strains (Candida albicans and Trichophyton mentagrophytes). The new c-PLAI analogues were prepared through a combination of solid- and solution-phase syntheses, as previously employed for the synthesis of c-PLAI. The antimicrobial activity tests showed that the synthetic parent peptide c-PLAI was inactive or weakly active towards the bioindicators employed in the assay. The tests also indicated that cyclic c-PLAI analogues possessed enhanced antimicrobial properties against most of the bacteria and fungi tested. Furthermore, this study revealed that analogues containing cationic lysine residues displayed the highest activity towards most bioindicators. A combination of lysine and aromatic residues yielded analogues with broad-spectrum antimicrobial properties.
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spelling doaj.art-56e53e1e87db490fb74f34c58541dae42022-12-21T18:26:06ZengThe Royal SocietyRoyal Society Open Science2054-57032021-03-018310.1098/rsos.201822201822Synthesis of cyclotetrapeptide analogues of c-PLAI and evaluation of their antimicrobial propertiesRani MaharaniOrin Inggriani NapitupuluJelang M. DirgantaraAce Tatang HidayatDadan SumiarsaDesi HarnetiNurlelasariUnang SupratmanKoichi FukaseAntimicrobial peptides (AMPs) are interesting compounds owing to their ability to kill several pathogens. In order to identify new AMPs, c-PLAI analogues were synthesized and evaluated together with their linear precursors for their antimicrobial properties against two Gram-positive bacteria (Staphylococcus aureus and Bacillus cereus), two Gram-negative bacteria (Escherichia coli and Klebsiella pneumoniae), and two fungal strains (Candida albicans and Trichophyton mentagrophytes). The new c-PLAI analogues were prepared through a combination of solid- and solution-phase syntheses, as previously employed for the synthesis of c-PLAI. The antimicrobial activity tests showed that the synthetic parent peptide c-PLAI was inactive or weakly active towards the bioindicators employed in the assay. The tests also indicated that cyclic c-PLAI analogues possessed enhanced antimicrobial properties against most of the bacteria and fungi tested. Furthermore, this study revealed that analogues containing cationic lysine residues displayed the highest activity towards most bioindicators. A combination of lysine and aromatic residues yielded analogues with broad-spectrum antimicrobial properties.https://royalsocietypublishing.org/doi/pdf/10.1098/rsos.201822c-plaicyclotetrapeptideantimicrobial peptidesolid-phase peptide synthesis
spellingShingle Rani Maharani
Orin Inggriani Napitupulu
Jelang M. Dirgantara
Ace Tatang Hidayat
Dadan Sumiarsa
Desi Harneti
Nurlelasari
Unang Supratman
Koichi Fukase
Synthesis of cyclotetrapeptide analogues of c-PLAI and evaluation of their antimicrobial properties
Royal Society Open Science
c-plai
cyclotetrapeptide
antimicrobial peptide
solid-phase peptide synthesis
title Synthesis of cyclotetrapeptide analogues of c-PLAI and evaluation of their antimicrobial properties
title_full Synthesis of cyclotetrapeptide analogues of c-PLAI and evaluation of their antimicrobial properties
title_fullStr Synthesis of cyclotetrapeptide analogues of c-PLAI and evaluation of their antimicrobial properties
title_full_unstemmed Synthesis of cyclotetrapeptide analogues of c-PLAI and evaluation of their antimicrobial properties
title_short Synthesis of cyclotetrapeptide analogues of c-PLAI and evaluation of their antimicrobial properties
title_sort synthesis of cyclotetrapeptide analogues of c plai and evaluation of their antimicrobial properties
topic c-plai
cyclotetrapeptide
antimicrobial peptide
solid-phase peptide synthesis
url https://royalsocietypublishing.org/doi/pdf/10.1098/rsos.201822
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