Undecylenic acid and N,N-dibutylundecenamide as effective antibacterials against antibiotic-resistant strains

Q4 Biochemistry, Genetics and Molecular Biology

Ukrainian Biochemical Journal Pub Date : 2023-09-11 DOI:10.15407/ubj95.04.055

Y. D. Startseva, D. M. Hodyna, I. V. Semenyuta, O. P. Tarasyuk, S. P. Rogalsky, L. O. Metelytsia

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Abstract

Evaluation of undecylenic acid (UA) and its tertiary amide N,N-dibutylundecenamide (DBUA) activity in vitro against the standard and antibiotic-resistant Escherichia coli and Staphylococcus aureus strains was carried out. The antibacterial potential of the acid and its amide at 2.5 and 5.0 μM concentration both against gram-positive bacteria (S. aureus) and gram-negative (E. coli) cultures was confirmed by monitoring the diameter of the bacterial growth inhibition zones. The docking study identified methionine aminopeptidase (MAP) as the most energy-favorable potential biotarget associated with the drug resistance of E. coli and S. aureus with a binding energy in the range from -8.0 to -8.5 kcal/mol. The ligands complexation was due to the formation of hydrogen bonds with ASP108, HIS171, HIS178, GLU204, GLU235, HIS76, ASP104, GLU233, ASP93 and metal-acceptor interactions with Co2+. Overall, the results indicated that UA and DBUA activity against antibiotic-resistant strains creates prospects for the development of new antibacterial formulations. Keywords: Escherichia coli, methionine aminopeptidase, molecular docking, Staphylococcus aureus, tertiary amide, undecylenic acid

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十一烯酸和N,N-二丁基十一烯酰胺作为抗抗生素耐药菌株的有效抗生素

研究了十一烯酸(UA)及其叔胺N,N-二丁基十一烯酰胺(DBUA)对标准型和耐药型大肠杆菌和金黄色葡萄球菌的体外抑菌活性。通过对细菌生长抑制带直径的监测，证实了该酸及其酰胺在2.5 μM和5.0 μM浓度下对革兰氏阳性菌(金黄色葡萄球菌)和革兰氏阴性菌(大肠杆菌)的抑菌潜力。对接研究发现，甲硫氨酸氨基肽酶(methionine aminopeptidase, MAP)结合能在-8.0 ~ -8.5 kcal/mol之间，是与大肠杆菌和金黄色葡萄球菌耐药相关的最有利能量的潜在生物靶点。配体的络合作用是由于与ASP108、HIS171、HIS178、GLU204、GLU235、HIS76、ASP104、GLU233、ASP93形成氢键以及金属受体与Co2+的相互作用。总之，结果表明，UA和DBUA对耐药菌株的活性为开发新的抗菌制剂创造了前景。关键词:大肠杆菌，蛋氨酸氨基肽酶，分子对接，金黄色葡萄球菌，叔胺，十一烯酸

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来源期刊

Ukrainian Biochemical Journal Biochemistry, Genetics and Molecular Biology-Biochemistry

CiteScore

1.20

自引率

0.00%

发文量

审稿时长

16 weeks

期刊介绍： The Ukrainian Biochemical Journal publishes original research papers, reviews and brief notes; papers on research methods and techniques; articles on the history of biochemistry, its development and prominent figures; discussion articles; book reviews; chronicles; etc. The journal scope includes not only biochemistry but also related sciences, such as cellular and molecular biology, bioorganic chemistry, biophysics, pharmacology, genetics, and medicine (medical biochemistry et al.) – insofar as the studies use biochemical methods and discuss biochemical findings.