The development of deoxynybomycins as potent and selective antibiotics against fluoroquinolone resistant bacteria
Nakamura, Bradley A
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https://hdl.handle.net/2142/89155
Description
Title
The development of deoxynybomycins as potent and selective antibiotics against fluoroquinolone resistant bacteria
Author(s)
Nakamura, Bradley A
Issue Date
2015-12-08
Director of Research (if dissertation) or Advisor (if thesis)
Hergenrother, Paul J.
Department of Study
Chemistry
Discipline
Chemistry
Degree Granting Institution
University of Illinois at Urbana-Champaign
Degree Name
M.S.
Degree Level
Thesis
Keyword(s)
Chemistry
antibiotics
resistant bacteria
deoxynybomycin
Abstract
Antibiotic-resistant bacterial infections pose a real and increasing threat to public health and welfare. As bacteria continue to develop and spread resistance to currently used antibiotics it is of the upmost importance to develop new classes of antibiotics to combat them. Deoxnybyomycin (DNM), which has been previously found to be efficacious against fluoroquinolone resistant bacteria including S. aureus, is one such antimicrobial compound, and its further derivatization is reported herein. Derivatives of DNM had been previously synthesized possessing alkyl substitutions at four different positions. Described in Chapter 2 is the synthesis of several new DNM based compounds containing either previously unexplored polar functionality or new modifications to the five-membered ring. These compounds were tested against fluoroquinolone resistant and wild-type S. aureus, and the derivatives based on modifying the five-membered ring were found to maintain strong activity and selectivity against fluoroquinolone resistant bacteria possessing a S84L mutation in GyrA. The polar compounds were found to be less active against fluoroquinolone resistant S. aureus, but at least one was found to maintain a strong difference in selectivity
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