Oxepanoprolinamides are a class of antibiotics. They include iboxamycin. These drugs are fully synthetic. The molecules contain the aminooctose component of clindamycin. They were developed by Andrew G. Myers and Yury S. Polikanov. The structure contains an oxepane (a seven-membered ring compound with oxygen) and a proline, with an amide group that increases rigidity.
Oxepanoprolinamides function by insertion into bacterial ribosomes. They overcome a type of antibiotic resistance to clindamycin based on Erm and Cfr ribosomal RNA methyltransferase enzymes.
References
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- Mitcheltree, Matthew J.; Pisipati, Amarnath; Syroegin, Egor A.; Silvestre, Katherine J.; Klepacki, Dorota; Mason, Jeremy D.; Terwilliger, Daniel W.; Testolin, Giambattista; Pote, Aditya R.; Wu, Kelvin J. Y.; Ladley, Richard Porter; Chatman, Kelly; Mankin, Alexander S.; Polikanov, Yury S.; Myers, Andrew G. (2021). "A synthetic antibiotic class overcoming bacterial multidrug resistance". Nature. 599 (7885): 507–599. Bibcode:2021Natur.599..507M. doi:10.1038/s41586-021-04045-6. PMC 8549432. PMID 34707295.
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- "Bacterial drug resistance overcome by synthetic restructuring of antibiotics". Nature: d41586–021–02916-6. 27 October 2021. doi:10.1038/d41586-021-02916-6. PMID 34711985. S2CID 240153291.