5-Benzylidenerhodanine and 5-benzylidene-2-4-thiazolidinedione based antibacterials

Date

2012

Authors

Zvarec, O.
Polyak, S.
Tieu, W.
Kuan, K.
Dai, H.
Pedersen, D.
Morona, R.
Zhang, L.
Booker, G.
Abell, A.

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Bioorganic and Medicinal Chemistry Letters, 2012; 22(8):2720-2722

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Ondrej Zvarec, Steven W. Polyak, William Tieu, Kevin Kuan, Huanqin Dai, Daniel Sejer Pedersen, Renato Morona, Lixin Zhang, Grant W. Booker, Andrew D. Abell

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Abstract

Herein we outline the antibacterial activity of amino acid containing thiazolidinediones and rhodanines against Gram-positive bacteria Staphylococcus aureus ATCC 31890, Staphylococcus epidermidis and Bacillus subtilis ATCC 6633. The rhodanine derivatives were generally more active than the analogous thiazolidinediones. Compounds of series 5 showed some selectivity for Bacillus subtilis ATCC 6633, the extent of which is enhanced by the inclusion of a non-polar amino acid at the 5-position of the core thiazolidinediones and rhodanines scaffolds. SAR data of series 8 demonstrated improved activity against the clinically more significant Staphylococci with selectivity over Bacillus subtilis ATCC 6633 induced by introduction of a bulky aryl substituent at the 5-position of the core scaffolds.

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Copyright © 2012 Elsevier Ltd. All rights reserved.

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