Literature DB >> 31803397

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

Hatsuo Yamamura1, Kana Isshiki1, Yusuke Fujita1, Hisato Kato2, Takashi Katsu2, Kazufumi Masuda3, Kayo Osawa4, Atsushi Miyagawa1.   

Abstract

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. This journal is © The Royal Society of Chemistry 2019.

Entities:  

Year:  2019        PMID: 31803397      PMCID: PMC6836745          DOI: 10.1039/c9md00229d

Source DB:  PubMed          Journal:  Medchemcomm        ISSN: 2040-2503            Impact factor:   3.597


  20 in total

1.  Nonlamellar phases induced by the interaction of gramicidin S with lipid bilayers. A possible relationship to membrane-disrupting activity.

Authors:  E J Prenner; R N Lewis; K C Neuman; S M Gruner; L H Kondejewski; R S Hodges; R N McElhaney
Journal:  Biochemistry       Date:  1997-06-24       Impact factor: 3.162

Review 2.  Polymyxin B for the treatment of multidrug-resistant pathogens: a critical review.

Authors:  Alexandre Prehn Zavascki; Luciano Zubaran Goldani; Jian Li; Roger L Nation
Journal:  J Antimicrob Chemother       Date:  2007-09-17       Impact factor: 5.790

3.  Amino acid modified xanthone derivatives: novel, highly promising membrane-active antimicrobials for multidrug-resistant Gram-positive bacterial infections.

Authors:  Jun-Jie Koh; Shuimu Lin; Thet Tun Aung; Fanghui Lim; Hanxun Zou; Yang Bai; Jianguo Li; Huifen Lin; Li Mei Pang; Wee Luan Koh; Shuhaida Mohamed Salleh; Rajamani Lakshminarayanan; Lei Zhou; Shengxiang Qiu; Konstantin Pervushin; Chandra Verma; Donald T H Tan; Derong Cao; Shouping Liu; Roger W Beuerman
Journal:  J Med Chem       Date:  2014-12-17       Impact factor: 7.446

4.  Interaction between polyamines and bacterial outer membranes as investigated with ion-selective electrodes.

Authors:  Takashi Katsu; Hideki Nakagawa; Keiko Yasuda
Journal:  Antimicrob Agents Chemother       Date:  2002-04       Impact factor: 5.191

5.  Synthesis of antimicrobial cyclodextrins bearing polyarylamino and polyalkylamino groups via click chemistry for bacterial membrane disruption.

Authors:  Hatsuo Yamamura; Yuuki Sugiyama; Kensuke Murata; Takanori Yokoi; Ryuji Kurata; Atsushi Miyagawa; Kenji Sakamoto; Keiko Komagoe; Tsuyoshi Inoue; Takashi Katsu
Journal:  Chem Commun (Camb)       Date:  2014-05-28       Impact factor: 6.222

6.  1,2,3-Triazoles as Amide Bioisosteres: Discovery of a New Class of Potent HIV-1 Vif Antagonists.

Authors:  Idrees Mohammed; Indrasena Reddy Kummetha; Gatikrushna Singh; Natalia Sharova; Gianluigi Lichinchi; Jason Dang; Mario Stevenson; Tariq M Rana
Journal:  J Med Chem       Date:  2016-08-10       Impact factor: 7.446

7.  Stereochemistry of protected ornithine side chains of gramicidin S derivatives: X-ray crystal structure of the bis-Boc-tetra-N-methyl derivative of gramicidin S.

Authors:  Keiichi Yamada; Masafumi Unno; Kyoko Kobayashi; Hiroyuki Oku; Hatsuo Yamamura; Shuki Araki; Hideyuki Matsumoto; Ryoichi Katakai; Masao Kawai
Journal:  J Am Chem Soc       Date:  2002-10-30       Impact factor: 15.419

Review 8.  The bacterial envelope as a target for novel anti-MRSA antibiotics.

Authors:  Françoise Van Bambeke; Marie-Paule Mingeot-Leclercq; Marc J Struelens; Paul M Tulkens
Journal:  Trends Pharmacol Sci       Date:  2008-02-11       Impact factor: 14.819

9.  Membrane-active antimicrobial poly(amino-modified alkyl) β-cyclodextrins synthesized via click reactions.

Authors:  Hatsuo Yamamura; Miho Nonaka; Shingo Okuno; Ryogo Mitsuhashi; Hisato Kato; Takashi Katsu; Kazufumi Masuda; Koichi Tanimoto; Haruyoshi Tomita; Atsushi Miyagawa
Journal:  Medchemcomm       Date:  2018-02-08       Impact factor: 3.597

10.  Extra amino group-containing gramicidin S analogs possessing outer membrane-permeabilizing activity.

Authors:  Masao Kawai; Ryoji Tanaka; Hatsuo Yamamura; Keiko Yasuda; Shizuto Narita; Hiroshi Umemoto; Setsuko Ando; Takashi Katsu
Journal:  Chem Commun (Camb)       Date:  2003-06-07       Impact factor: 6.222

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