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3-乙酰氧基-2-甲基苯甲酸酐的合成、光谱表征、单晶结构、 Hirshfeld表面分析及抗菌研究

Synthesis, Spectroscopic Characterization, Single-Crystal Structure, Hirshfeld Surface Analysis, and Antimicrobial Studies of 3-Acetoxy-2-methylbenzoic Anhydride.

作者信息

Çakmak Şükriye, Kansiz Sevgi, Azam Mohammad, Veyisoglu Aysel, Yakan Hasan, Min Kim

机构信息

Department of Medical Services and Techniques, Vocational School of Health Services, Sinop University, 57000 Sinop, Turkey.

Department of Fundamental Sciences, Faculty of Engineering, Samsun University, Samsun 55420, Turkey.

出版信息

ACS Omega. 2022 May 13;7(20):17192-17201. doi: 10.1021/acsomega.2c00879. eCollection 2022 May 24.

Abstract

We report a novel anhydride derivative, 3-acetoxy-2-methylbenzoic anhydride (AMA), obtained from the interaction of 3-acetoxy-2-methylbenzoyl chloride with 3-acetoxy-2-methylbenzoic acid. The synthesized compound was characterized by elemental analysis, IR, H NMR, and C NMR spectroscopic studies and single-crystal X-ray crystallography which revealed the crystallization of AMA as monoclinic with space group 2/. A Hirshfeld surface analysis was performed to record various intermolecular interactions, indicating the stabilization of the AMA structure by the intermolecular weak C-H···O hydrogen bonds and π···π interactions. The title compound was screened for antibacterial and antifungal activities using a serial dilution technique under aseptic conditions. The results indicate that the title compound has significant antibacterial properties but showed no antifungal behavior.

摘要

我们报道了一种新型酸酐衍生物,3-乙酰氧基-2-甲基苯甲酸酐(AMA),它是由3-乙酰氧基-2-甲基苯甲酰氯与3-乙酰氧基-2-甲基苯甲酸相互作用得到的。通过元素分析、红外光谱、氢核磁共振光谱、碳核磁共振光谱研究以及单晶X射线晶体学对合成的化合物进行了表征,结果表明AMA以单斜晶系结晶,空间群为2/。进行了 Hirshfeld 表面分析以记录各种分子间相互作用,表明AMA结构通过分子间弱的C-H···O氢键和π···π相互作用得以稳定。在无菌条件下使用系列稀释技术对标题化合物进行了抗菌和抗真菌活性筛选。结果表明,该标题化合物具有显著的抗菌性能,但没有抗真菌活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/132b/9134421/1939fd3cf41f/ao2c00879_0010.jpg

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