Exploiting the Thiobarbituric Acid Scaffold for Antibacterial Activity.

Autor: Sharma A; School of Health Sciences, University of KwaZulu-Natal, University Road, Westville, Durban, 4000, South Africa., Noki S; School of Health Sciences, University of KwaZulu-Natal, University Road, Westville, Durban, 4000, South Africa., Zamisa SJ; School of Chemistry and Physics, University of KwaZulu-Natal, Private Bag X54001, Westville Campus, Durban, 4000, South Africa., Hazzah HA; School of Health Sciences, University of KwaZulu-Natal, University Road, Westville, Durban, 4000, South Africa.; Department of Pharmaceutics, Faculty of Pharmacy and Drug Manufacturing, Pharos University in Alexandria, Alexandria, 21641, Egypt., Almarhoon ZM; Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh, 11451, Saudi Arabia., El-Faham A; Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh, 11451, Saudi Arabia.; Department of Chemistry, Faculty of Science, Alexandria University, P.O. Box 426, Alexandria, 21321, Egypt., de la Torre BG; KRISP, College of Health Sciences, University of KwaZulu-Natal, Westville, Durban, 4001, South Africa., Albericio F; School of Chemistry and Physics, University of KwaZulu-Natal, Private Bag X54001, Westville Campus, Durban, 4000, South Africa.; Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh, 11451, Saudi Arabia.; Department of Organic Chemistry, University of Barcelona, Martí i Franquès 1-11, 08028, Barcelona, Spain.; CIBER-BBN, Networking Centre on Bioengineering, Biomaterials and Nanomedicine, Barcelona Science Park, Baldiri Reixac 10, 08028, Barcelona, Spain.
Jazyk: angličtina
Zdroj: ChemMedChem [ChemMedChem] 2018 Sep 19; Vol. 13 (18), pp. 1923-1930. Date of Electronic Publication: 2018 Aug 13.
DOI: 10.1002/cmdc.201800414
Abstrakt: Thiobarbituric acid (TBA) has been considered a privileged structure for developing antimicrobial agents. Diversity was obtained at positions N and at C5 through acylation, Schiff base formation, Knoevenagel condensation, and thioamide and enamine formation. The present work describes the synthesis of small libraries based on the TBA moiety and above-mentioned reactions. Preliminary antimicrobial activity screening of the prepared compounds against selected bacteria (both Gram-positive and -negative) showed the best results for the Boc-Phe-TBA derivative. These results could be useful for designing and building libraries based on other amino acids with distinct protecting groups.
(© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
Databáze: MEDLINE
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