Issue 12, 2012
From the journal:

Organic & Biomolecular Chemistry

Intramolecular proton transfer impact on antibacterial properties of ansamycinantibioticrifampicin and its new amino analogues†

Krystian Pyta,a   Piotr Przybylski,*a   Barbara Wicher,a   Maria Gdanieca  and  Joanna Stefańskab  

* Corresponding authors

a Faculty of Chemistry, A. Mickiewicz University, Grunwaldzka 6, 60-780 Poznan, Poland
E-mail: piotrp@amu.edu.pl
Fax: +48 618291505
Tel: +48 61 8291252

b Medical University of Warsaw, Department of Pharmaceutical Microbiology, Oczki 3, 02-007 Warsaw, Poland

Abstract

Intramolecular proton transfer in rifampicin (1) and its analogues 2–9 with the formation of zwitterions has been indicated by multinuclear NMR and crystallographic studies. Biological tests of 1–9 in combination with the analysis of ligand–protein interactions have revealed the relationship between the protonation site and extremely high antibacterial activity.

Graphical abstract: Intramolecular proton transfer impact on antibacterial properties of ansamycin antibiotic rifampicin and its new amino analogues

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C2OB00008C
Article type
Communication
Submitted
02 Jan 2012
Accepted
27 Jan 2012
First published
27 Jan 2012

Org. Biomol. Chem., 2012,10, 2385-2388

Permissions

Request permissions

Intramolecular proton transfer impact on antibacterial properties of ansamycin antibiotic rifampicin and its new amino analogues

K. Pyta, P. Przybylski, B. Wicher, M. Gdaniec and J. Stefańska, Org. Biomol. Chem., 2012, 10, 2385 DOI: 10.1039/C2OB00008C

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements