Department of Microbiology and Parasitology, Institute of Biology, Federal University of Pelotas, Pelotas, RS, CEP: 96010-900, Brazil.
Biotechnology Unit, Technology Development Center, Federal University of Pelotas, Pelotas, RS, CEP: 96010-900, Brazil.
Braz J Microbiol. 2023 Dec;54(4):2587-2595. doi: 10.1007/s42770-023-01110-2. Epub 2023 Sep 1.
To find novel antibiotic drugs, six 1-thiocarbamoyl-3,5-diaryl-4,5-dihydro-1H derivatives named 1b, 1d (pyrazoles), 2a, 2b, 2c, and 2d (thiazoles) were evaluated in silico and in vitro. The in silico analyses were based on ADME pharmacokinetic parameters (absorption, distribution, metabolism, and excretion). The in vitro antibacterial activity was evaluated in Gram-positive and Gram-negative species (Staphylococcus aureus ATCC® 25904, Staphylococcus epidermidis ATCC® 35984, Klebsiella pneumoniae ATCC® 700603, and Acinetobacter baumannii ATCC® 19606), by determination of minimal inhibitory concentration (MIC), minimal bactericidal concentration (MBC), kinetics curve, and antibiofilm assays. As results, the azoles have activity against the Gram-negative species K. pneumoniae ATCC® 700603 and A. baumannii ATCC® 19606. No antibacterial activity was observed for the Gram-positive bacteria evaluated. Thus, the azoles were evaluated against clinical isolates of K. pneumoniae carbapenemase (KPC) and A. baumannii multidrug-resistant (Ab-MDR). All azoles have antibacterial activity against Ab-MDR isolates (Gram-negative) with MIC values between 512 μg/mL and 1,024 μg/mL. Against KPC isolates the azoles 1b, 1d, and 2d present antibacterial activity (MIC = 1,024 μg/mL). In the kinetics curve assay, the 1b and 1d pyrazoles reduced significantly viable cells of Ab-MDR isolates and additionally inhibited 86.6 to 95.8% of the biofilm formation. The in silico results indicate high possibility to permeate the blood-brain barrier (2b) and was predict human gastrointestinal absorption (all evaluated azoles). Considering that the research and development of new antibiotics is a priority for drug-resistant pathogens, our study revealed the antibacterial and antibiofilm activity of novel azoles against K. pneumoniae and A. baumannii pathogens.
为了寻找新型抗生素药物,我们评估了六种 1-硫代氨基甲酰基-3,5-二芳基-4,5-二氢-1H 衍生物,分别为 1b、1d(吡唑)、2a、2b、2c 和 2d(噻唑)。这些化合物的体内分析基于 ADME 药代动力学参数(吸收、分布、代谢和排泄)。体外抗菌活性评估针对革兰氏阳性和革兰氏阴性菌(金黄色葡萄球菌 ATCC® 25904、表皮葡萄球菌 ATCC® 35984、肺炎克雷伯菌 ATCC® 700603 和鲍曼不动杆菌 ATCC® 19606),通过测定最小抑菌浓度(MIC)、最小杀菌浓度(MBC)、动力学曲线和抗生物膜试验进行评估。结果表明,唑类化合物对革兰氏阴性菌肺炎克雷伯菌 ATCC® 700603 和鲍曼不动杆菌 ATCC® 19606 具有活性。但评估的革兰氏阳性菌没有表现出抗菌活性。因此,我们对产碳青霉烯酶肺炎克雷伯菌(KPC)和多重耐药鲍曼不动杆菌(Ab-MDR)的临床分离株进行了唑类化合物的评估。所有唑类化合物对 Ab-MDR 分离株(革兰氏阴性菌)均具有抗菌活性,MIC 值在 512μg/mL 至 1024μg/mL 之间。对于 KPC 分离株,唑类化合物 1b、1d 和 2d 具有抗菌活性(MIC=1024μg/mL)。在动力学曲线试验中,吡唑 1b 和 1d 显著减少了 Ab-MDR 分离株的活菌数,并且还抑制了 86.6%至 95.8%的生物膜形成。基于 ADME 药代动力学参数的体内分析表明,唑类化合物 2b 具有高穿透血脑屏障的可能性,并且可以预测所有评估的唑类化合物均具有人类胃肠道吸收性。鉴于新抗生素的研发是对抗耐药病原体的优先事项,我们的研究揭示了新型唑类化合物对肺炎克雷伯菌和鲍曼不动杆菌病原体的抗菌和抗生物膜活性。