Synthesis and evaluation of membrane permeabilizing properties of cationic amphiphiles derived from the disaccharide trehalose

P. Shaul; R. I. Benhamou; I. M. Herzog; S. Louzoun Zada; Y. Ebenstein; M. Fridman

doi:10.1039/c6ob00031b

Synthesis and evaluation of membrane permeabilizing properties of cationic amphiphiles derived from the disaccharide trehalose

P. Shaul, R. I. Benhamou, I. M. Herzog, S. Louzoun Zada, Y. Ebenstein, M. Fridman^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

12 Scopus citations

Abstract

Cationic amphiphiles derived from trehalose have been synthesized; trehalose analogues substituted with n-pentyl or n-hexyl ethers exhibited membrane disrupting activities against clinically important Gram positive and Gram negative bacteria and fungi. Our results demonstrate that trehalose is a useful disaccharide scaffold for the development of broad-spectrum antimicrobial and antifungal agents.

Original language	American English
Pages (from-to)	3012-3015
Number of pages	4
Journal	Organic and Biomolecular Chemistry
Volume	14
Issue number	11
DOIs	https://doi.org/10.1039/c6ob00031b
State	Published - 2016
Externally published	Yes

Bibliographical note

Funding Information:
This study was supported by the Israel Science Foundation Grant 6/14. We thank Prof. Judith Berman from the Department of Molecular Microbiology and Biotechnology, The George S. Wise Faculty of Life Sciences, Tel Aviv University for her generous gift of the Candida strains.

Publisher Copyright:
© The Royal Society of Chemistry 2016.

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abstract = "Cationic amphiphiles derived from trehalose have been synthesized; trehalose analogues substituted with n-pentyl or n-hexyl ethers exhibited membrane disrupting activities against clinically important Gram positive and Gram negative bacteria and fungi. Our results demonstrate that trehalose is a useful disaccharide scaffold for the development of broad-spectrum antimicrobial and antifungal agents.",

author = "P. Shaul and Benhamou, {R. I.} and Herzog, {I. M.} and {Louzoun Zada}, S. and Y. Ebenstein and M. Fridman",

note = "Funding Information: This study was supported by the Israel Science Foundation Grant 6/14. We thank Prof. Judith Berman from the Department of Molecular Microbiology and Biotechnology, The George S. Wise Faculty of Life Sciences, Tel Aviv University for her generous gift of the Candida strains. Publisher Copyright: {\textcopyright} The Royal Society of Chemistry 2016.",

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AU - Benhamou, R. I.

AU - Herzog, I. M.

AU - Louzoun Zada, S.

AU - Ebenstein, Y.

AU - Fridman, M.

N1 - Funding Information: This study was supported by the Israel Science Foundation Grant 6/14. We thank Prof. Judith Berman from the Department of Molecular Microbiology and Biotechnology, The George S. Wise Faculty of Life Sciences, Tel Aviv University for her generous gift of the Candida strains. Publisher Copyright: © The Royal Society of Chemistry 2016.

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AB - Cationic amphiphiles derived from trehalose have been synthesized; trehalose analogues substituted with n-pentyl or n-hexyl ethers exhibited membrane disrupting activities against clinically important Gram positive and Gram negative bacteria and fungi. Our results demonstrate that trehalose is a useful disaccharide scaffold for the development of broad-spectrum antimicrobial and antifungal agents.

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ER -

Synthesis and evaluation of membrane permeabilizing properties of cationic amphiphiles derived from the disaccharide trehalose

Abstract

Bibliographical note

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