Synthesis and antibacterial activities of some novel 17, 18-unsaturated carbonyl compounds derivated from josamycin

Some novel josamycin derivatives bearing an arylalkyl-type side chain were designed and synthesized. By HWE or Wittig reaction, 16-aldehyde group of josamycin analogs were converted into unsaturated carbonyl compounds. They were evaluated for their in vitro antibacterial activities against a panel o...

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Bibliographic Details
Published in:Journal of asian natural products research 2017-04, Vol.19 (4), p.358-387
Main Authors: Zhao, Zhe-Hui, Jin, Long-Long, Xu, Yan-Peng, Liu, Chao, Wang, A-Peng, Lei, Ping-Sheng
Format: Article
Language:English
Subjects:
Anti-Bacterial Agents - chemical synthesis
Anti-Bacterial Agents - chemistry
Anti-Bacterial Agents - pharmacology
antibacterial activity
HWE reaction
josamycin
Josamycin - analogs & derivatives
Josamycin - chemical synthesis
Josamycin - chemistry
Josamycin - pharmacology
Ketones - chemical synthesis
Ketones - chemistry
Ketones - pharmacology
Macrolide
Microbial Sensitivity Tests
Molecular Structure
Pathogens
Staphylococcus aureus - drug effects
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Summary:Some novel josamycin derivatives bearing an arylalkyl-type side chain were designed and synthesized. By HWE or Wittig reaction, 16-aldehyde group of josamycin analogs were converted into unsaturated carbonyl compounds. They were evaluated for their in vitro antibacterial activities against a panel of respiratory pathogens. 8b and 8e exhibited comparable activities against a panel of respiratory pathogens, especially to resistant ones in the series of desmycarosyl josamycin analogs. Among of all the target molecules, 21 showed the best antibacterial activities.
ISSN:1028-6020
1477-2213
DOI:10.1080/10286020.2016.1194834