Gramicidin S-inspired antimicrobial cyclodextrin to disrupt gram-negative and gram-positive bacterial membranes

A membrane-active antimicrobial peptide gramicidin S-like amphiphilic structure was prepared from cyclodextrin. The mimic was a cyclic oligomer composed of 6-amino-modified glucose 2,3-di- O -propanoates and it exhibited antimicrobial activity against Gram-positive and Gram-negative bacteria, togeth...

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Bibliographic Details
Published in:	MedChemComm Vol. 1; no. 8; pp. 1432 - 1437
Main Authors:	Yamamura, Hatsuo, Isshiki, Kana, Fujita, Yusuke, Kato, Hisato, Katsu, Takashi, Masuda, Kazufumi, Osawa, Kayo, Miyagawa, Atsushi
Format:	Journal Article
Language:	English
Published:	England Royal Society of Chemistry 01-08-2019
Subjects:	Antiinfectives and antibacterials Antimicrobial activity Antimicrobial agents Antimicrobial peptides Biological activity Cyclodextrin Cyclodextrins Erythrocytes Gram-negative bacteria Gramicidin Membranes
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Summary:	A membrane-active antimicrobial peptide gramicidin S-like amphiphilic structure was prepared from cyclodextrin. The mimic was a cyclic oligomer composed of 6-amino-modified glucose 2,3-di- O -propanoates and it exhibited antimicrobial activity against Gram-positive and Gram-negative bacteria, together with no resistance development and low haemolytic activity against red blood cells. Microwave-assisted click reaction endowed cyclodextrin with amphiphilic structure leading to bacteriocidal membrane disruption, no development of resistance, and no haemolysis.
Bibliography:	Electronic supplementary information (ESI) available: Syntheses of the compounds and bioactivity assays. See DOI 10.1039/c9md00229d ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	2040-2503 2040-2511
DOI:	10.1039/c9md00229d