Regioselective glycosylation of novobiocin alters activity

Sun, Guoxuan, de Resende, Pedro Ernesto ORCID: https://orcid.org/0000-0001-7574-7975, Stapleton, Paul, Kuta, Martyna, Wang, Xiangtao, Haider, Shozeb and Yang, Min (2017) Regioselective glycosylation of novobiocin alters activity. Carbohydrate Research, 452. pp. 116-121. ISSN 0008-6215

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Abstract

Glycosylation is a promising approach to overcome antimicrobial drug resistance. In this study, we investigated Koenigs-Knorr and phase transfer glycosylation on novobiocin. While the former only gave a 4′-OH product, the later produced mainly a kinetic controlled 5-OH product, but still achieved the 4′-OH modification and novoise-glycosylated products (with stronger base), as well as a diglycosylated compound. Investigation on the antibacterial activity indicate that the presence of galactose moiety helps to improve activity possibly via enhanced cellular uptake.

Item Type: Article
Faculty \ School: Faculty of Science > School of Pharmacy
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Depositing User: LivePure Connector
Date Deposited: 18 Mar 2022 15:30
Last Modified: 23 Oct 2022 03:39
URI: https://ueaeprints.uea.ac.uk/id/eprint/84123
DOI: 10.1016/j.carres.2017.10.011

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