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Synthesis and antibacterial activities of novel pleuromutilin derivatives with a substituted pyrimidine moiety.

Abstract：

:The alarming growth of multidrug-resistant bacteria such as methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant Enterococci (VRE) has become a major global health hazard. Therefore, urgent demand for new antibiotics with a unique mechanism of action is very necessary. The present study reports the design, synthesis, and antibacterial studies of a series of novel pleuromutilin derivatives with substituted 6-amino pyrimidine moieties. Most of the tested compounds exhibited highly potent anti-MRSA or Staphylococcus aureus (S. aureus) activities. 14-O-[(4,6-Diamino -pyrimidine-2-yl) thioacetyl] mutilin (3) and 14-O-[(2-((3R)-3-Hydroxymethylpiperidine-1-yl)-acetamido-6-aminopyrimidine-2-yl) thioacetyl] mutilin (5h) were the most active compounds and showed higher antibacterial activities. Compound 3 displayed rapid bactericidal activity and affected bacterial growth with the same manner as tiamulin fumarate. Docking experiments for compounds 3 and 5h carried out on the peptidyl transferase center (PTC) of 23S rRNA provided the information about the binding model. In vivo mouse systemic infection experimental results confirmed the therapeutic efficacy of compound 3, with ED50 of 4.22 mg/kg body weight against MRSA.

journal_name

Eur J Med Chem

journal_title

European journal of medicinal chemistry

authors

Yi Y,Xu X,Liu Y,Xu S,Huang X,Liang J,Shang R

doi

10.1016/j.ejmech.2016.11.054

subject

Has Abstract

pub_date

2017-01-27 00:00:00

pages

687-695

eissn

0223-5234

issn

1768-3254

pii

S0223-5234(16)31000-5

journal_volume

126

pub_type

杂志文章

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