Semi-synthetic zwitterionic rifamycins: a promising class of antibiotics; survey of their chemistry and biological activities

Krzysztof Bujnowski , Ludwik Synoradzki , Radosław C. Darłak , Thomas A. Zevaco , Eckhard Dinjus

Abstract

Rifamycins are an important group of macrocyclic antibiotics highly active against tuberculosis and various other Gram-positive pathogenic bacteria. Naturally occurring rifamycins, gained from Streptomyces varieties, display a moderate anti-bacterial activity. Some definite modifications performed at the naphthol chromophore of their complex macrolactam backbone led to new active and stable semi-synthetic rifamycins. The increasing resistance phenomena documented worldwide and the high anti-bacterial potential of new semi-synthetic derivatives are the main drive for the search for new rifamycins. Interestingly, many anti-bacterial drugs extracted from Streptomyces strains display remarkable zwitterionic structural features. However relatively few explicit reports on dipolar, zwitterionic rifamycin derivatives are known; what can be seen as peculiar considering the high antibacterial activity of the most established compound of this class: rifampicin. The aim of this survey is to give a general overview on the rifamycins antibiotics, to underline the zwitterionic character of successful antibiotics and to focus more specifically on available zwitterionic semi-synthetic rifamycins and whose biological activities against tuberculosis and various other mycobacteria infections.
Author Krzysztof Bujnowski LPT
Krzysztof Bujnowski,,
- Laboratory Of Technological Processes
, Ludwik Synoradzki LPT
Ludwik Synoradzki,,
- Laboratory Of Technological Processes
, Radosław C. Darłak LPT
Radosław C. Darłak,,
- Laboratory Of Technological Processes
, Thomas A. Zevaco
Thomas A. Zevaco,,
-
, Eckhard Dinjus
Eckhard Dinjus,,
-
Journal seriesRSC Advances, ISSN 2046-2069
Issue year2016
Vol6
No115
Pages114758-114772
Publication size in sheets0.7
DOIDOI:10.1039/C6RA22880A
URL http://pubs.rsc.org/en/content/articlepdf/2016/ra/c6ra22880a
Languageen angielski
File
Art RSC Advances PDF 01 2017.pdf 1.87 MB
Score (nominal)35
ScoreMinisterial score [Punktacja MNiSW] = 30.0, 28-11-2017, ArticleFromJournal
Ministerial score (2013-2016) [Punktacja MNiSW (2013-2016)] = 35.0, 28-11-2017, ArticleFromJournal
Publication indicators WoS Impact Factor [Impact Factor WoS]: 2016 = 3.108 (2) - 2016=3.257 (5)
Citation count*0
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