含1,2,3-三唑基团的新型薄荷醇衍生物的合成及其体外抗菌活性研究

IF 1 4区 化学 Q4 CHEMISTRY, MULTIDISCIPLINARY Journal of The Serbian Chemical Society Pub Date : 2023-01-01 DOI:10.2298/jsc220813006k
Mohadeseh Karbasi, P. Salehi, A. Aliahmadi, M. Bararjanian, F. Zandi
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引用次数: 0

摘要

以薄荷醇为原料,通过丁二酯生成、丙基化、1,3-偶极Huisgen环加成和Strecker反应,合成了n -取代-氨基腈衍生物。合成化合物的结构通过1HNMR、13C-NMR、ESI-MS和IR等多种光谱技术得到了证实。新合成的化合物对革兰氏阳性金黄色葡萄球菌和革兰氏阴性大肠杆菌的体外抗菌活性进行了评价。这些化合物对金黄色葡萄球菌具有较强的抑制作用,最小抑制浓度(MIC)为32 ~ 128 μ g mL-1。衍生物6a2、6b1、6b4和6b5的MIC值为32 μ g mL-1,抑制效果最好。
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Synthesis of novel menthol derivatives containing 1,2,3-triazole group and their in vitro antibacterial activities
New N-substituted ?-aminonitrile derivatives from menthol were synthesized by consecutive succinic ester formation, propargylation, 1,3-dipolar Huisgen cycloaddition and Strecker reaction. The structures of the synthesized compounds were confirmed by diverse spectroscopic techniques including 1HNMR, 13C-NMR, ESI-MS, and IR. The novel synthesized compounds were evaluated for their in vitro antibacterial activities against Staphylococcus aureus as Gram-positive and Escherichia coli as Gram-negative bacteria. These compounds demonstrated a strong inhibitory effect against S. aureus with the minimum inhibitory concentration (MIC) values ranged from 32-128 ?g mL-1. Derivatives 6a2, 6b1, 6b4, and 6b5 with a MIC value of 32 ?g mL-1 exhibited the best inhibitory effects.
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来源期刊
CiteScore
1.80
自引率
0.00%
发文量
76
审稿时长
1 months
期刊介绍: The Journal of the Serbian Chemical Society -JSCS (formerly Glasnik Hemijskog društva Beograd) publishes articles original papers that have not been published previously, from the fields of fundamental and applied chemistry: Theoretical Chemistry, Organic Chemistry, Biochemistry and Biotechnology, Food Chemistry, Technology and Engineering, Inorganic Chemistry, Polymers, Analytical Chemistry, Physical Chemistry, Spectroscopy, Electrochemistry, Thermodynamics, Chemical Engineering, Textile Engineering, Materials, Ceramics, Metallurgy, Geochemistry, Environmental Chemistry, History of and Education in Chemistry.
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