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Semi-synthesis of antibacterial dialkylresorcinol derivatives

The Journal of Antibiotics volume 74, pages 70–75 (2021)Cite this article

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Abstract

Dialkylresorcinols are a class of antimicrobial natural products produced by a range of bacterial species. Semi-synthetic derivatization of two microbial dialkylresorcinols isolated from a Pseudomonas aurantiaca strain has yielded 21 derivatives, which were tested for antimicrobial activity, revealing several trends in their activity. The presence of aromatic and phenolic hydrogen atoms was crucial for activity, with all derivatives lacking these features possessing greatly reduced activity. On the other hand, derivatives with shorter alkyl chains at C-5 possessed lower MIC values, while one mono-fluorosulfated derivative showed significantly improved activity against several of the test strains.

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Acknowledgements

This work was funded in part by the award from the Research Fund for International Young Scientists (81850410550) from the National Science Foundation of China, and by a grant from the National Basic Research Program of China (2015CB856500). The authors would like to acknowledge Dr. R. Srinivasan for his helpful comments during the preparation of this manuscript. 

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  1. School of Pharmaceutical Science and Technology, Tianjin University, Tianjin, 300072, People’s Republic of China

    Jianye Li, Yue Shi & Benjamin R. Clark

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  1. Jianye Li
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  2. Yue Shi
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Correspondence to Benjamin R. Clark.

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Li, J., Shi, Y. & Clark, B.R. Semi-synthesis of antibacterial dialkylresorcinol derivatives. J Antibiot 74, 70–75 (2021). https://doi.org/10.1038/s41429-020-0359-5

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