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Issue 115, 2016, Issue in Progress
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Semi-synthetic zwitterionic rifamycins: a promising class of antibiotics; survey of their chemistry and biological activities

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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.

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

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Publication details

The article was received on 13 Sep 2016, accepted on 29 Nov 2016 and first published on 09 Dec 2016


Article type: Review Article
DOI: 10.1039/C6RA22880A
Citation: RSC Adv., 2016,6, 114758-114772
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    Semi-synthetic zwitterionic rifamycins: a promising class of antibiotics; survey of their chemistry and biological activities

    K. Bujnowski, L. Synoradzki, R. C. Darłak, T. A. Zevaco and E. Dinjus, RSC Adv., 2016, 6, 114758
    DOI: 10.1039/C6RA22880A

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