Department of Chemistry, Centre for Engineering and Enterprise, Institute of Advanced Research, Koba Institutional, Area Gandhinagar, Gujarat, 382426, India.
Med Chem. 2020;16(3):385-391. doi: 10.2174/1573406415666190206231002.
Numerous synthetic bile acid derivatives have been recognized for their various biological activities. Among these, bile acid amides have emerged as an attractive antibacterial agent. We herein illustrate the synthesis and antibacterial evaluation of deoxycholic acidamino alcohols conjugates.
Design and Synthesis of novel deoxycholic acid-amino alcohol conjugates to investigate their antibacterial activity against E. coli and S. aureus.
Novel deoxycholic acid-amino alcohol conjugates were synthesized, from conjugation of deoxycholic acid-NHS ester with amino alcohols. Various amino alcohols moieties were appended to the C24 position of deoxycholic acid to yield deoxycholic acid-amino alcohol conjugates. All the synthesized compounds were characterized by 1H NMR, 13C NMR, IR and massspectroscopy. The entire synthesized deoxycholic acid-amino alcohol conjugates were evaluated for their antibacterial activity against E. coli and S. aureus using the broth dilution method.
The outcome illustrated that some of the novel deoxycholic acid-amino alcohol conjugates exhibited enhanced anti-bacterial activities. Amongst them, deoxycholic acid-amino alcohol conjugate containing (-R)-2-aminocyclohexanol (1) demonstrated promising efficacy against both strains S. aureus ATCC 25923 (MIC 15 μg/mL) and E. coli ATCC 25922 (MIC 45 μg/mL) and was identified as a lead molecule.
Numbers of novel deoxycholic acid-amino alcohol conjugates were synthesized and their antimicrobial activities provided useful information that the potency was strongly depending on the structures of deoxycholic acid-amino alcohol conjugates.
人们已经发现了许多具有各种生物活性的合成胆酸衍生物。其中，胆酸酰胺已成为一种有吸引力的抗菌剂。本文介绍了脱氧胆酸氨基醇缀合物的合成和抗菌评价。
设计和合成新型脱氧胆酸-氨基醇缀合物，研究其对大肠杆菌和金黄色葡萄球菌的抗菌活性。
新型脱氧胆酸-氨基醇缀合物通过脱氧胆酸-NHS 酯与氨基醇的共轭合成。将各种氨基醇部分连接到脱氧胆酸的 C24 位，得到脱氧胆酸-氨基醇缀合物。所有合成的化合物均通过 1H NMR、13C NMR、IR 和质谱进行了表征。采用肉汤稀释法测定了所有合成的脱氧胆酸-氨基醇缀合物对大肠杆菌和金黄色葡萄球菌的抗菌活性。
结果表明，一些新型脱氧胆酸-氨基醇缀合物表现出增强的抗菌活性。其中，含有（-R）-2-氨基环己醇的脱氧胆酸-氨基醇缀合物 1 对金黄色葡萄球菌 ATCC 25923（MIC 15 μg/mL）和大肠杆菌 ATCC 25922（MIC 45 μg/mL）均显示出良好的疗效，被确定为先导分子。
合成了许多新型脱氧胆酸-氨基醇缀合物，并对其抗菌活性进行了研究，为结构与性能之间的关系提供了有用的信息。
