School of Health Sciences, University of KwaZulu-Natal, University Road, Westville, Durban, 4000, South Africa.
School of Chemistry and Physics, University of KwaZulu-Natal, Private Bag X54001, Westville Campus, Durban, 4000, South Africa.
ChemMedChem. 2018 Sep 19;13(18):1923-1930. doi: 10.1002/cmdc.201800414. Epub 2018 Aug 13.
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.
硫代巴比妥酸 (TBA) 一直被认为是开发抗菌药物的特权结构。通过酰化、席夫碱形成、Knoevenagel 缩合以及硫代酰胺和烯胺形成，在 N 位和 C5 位获得了多样性。本工作描述了基于 TBA 部分和上述反应的小分子文库的合成。对所制备的化合物进行针对选定细菌（革兰氏阳性菌和阴性菌）的初步抗菌活性筛选，结果显示 Boc-Phe-TBA 衍生物的效果最佳。这些结果可能有助于设计和构建基于具有不同保护基团的其他氨基酸的文库。
