Regioselective glycosylation of novobiocin alters activity

Sun, Guoxuan, de Resende, Pedro Ernesto, 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
Related URLs:
Depositing User: LivePure Connector
Date Deposited: 18 Mar 2022 15:30
Last Modified: 25 Mar 2022 17:30
URI: https://ueaeprints.uea.ac.uk/id/eprint/84123
DOI: 10.1016/j.carres.2017.10.011

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