Derivative n-thiolated 2-oxazolidinone antibiotics
AssigneeUniversity of South Florida
InventorsEdward Turos, Rajesh Kumar Mishra
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Abstract
This invention describes the discovery and synthesis of N-thiolated 2-oxazolidinones as a new class of anti bacterial agents. These compounds can be synthesized from 2-oxazolidinones by Ndeprotection and N-sulfenylation. These new substances were found to exhibit potent anti-bacterial activity, including bacteriostatic properties against Staphylococcus spp., including methicillin resistant Staphylococcus aureus (MRSA), and Bacillus spp., including Bacillus anthracis.
Claims8
A method of inhibiting a bacterial infection comprising administering an effective amount of an N-thiolated 2-Oxazolidinone compound of the formula:
- or a salt or hydrate thereof, wherein:
- —C(R1)3 is aryl, or heteroaryl, alkyl, CH3, CH(CH3)CH2CH3;
- —X(R2)n is hydrogen, methoxy, acetoxy, phenoxy, or OSO2R6;
- R3 is alkynyl, alkenyl, acetyl, aryl, heteroaryl, aryl(C1-C6) alkyl, heteroaryl(C1-C6) alkyl, aryl(C2-C6) alkenyl, heteroaryl(C2-C6)alkenyl, aryl(C2-C6) alkynyl or heteroaryl(C2-C6)alkynyl;
- wherein any aryl or heteroaryl is optionally substituted with halo, nitro, cyano, hydroxy, trifluoromethyl, trifluoromethoxy, (C1-C15)alkyl, (C2-C15)alkenyl, (C2-C15)alkynyl, (C3-C8)cycloalkyl, (C3-C8)cycloalkyl(C1-C15)alkoxy, (C3-C8)cycloalkyl-(C2-C15) alkenyl, C3-C8)cycloalkyl(C2-C15)alkynyl, (C1-C15)alkoxy, (C1-C15)alkanoyl, (C1-C15)alkanoyloxy, C(O)O(C1-C6)alkyl, C(═O)N((C1-C6)alkyl)2, N((C1-C6)alkyl)2 or H;
- R4 is hydrogen, CH2N3, CH2CH, CO2Me, or linked to X(R2)n;
- and
- R5 is hydrogen.
Dependencies are inferred from the claim text.