Systematically investigation on the spectral, antioxidant and antibacterial properties of fragrant methyl benzoate esters containing electron withdrawing and electron releasing groups

被引:5
作者
Alemdar, Aydin [1 ]
Tan, Burcu [1 ]
Toksoz, Orcun [2 ]
Kurtulus, Gamze [2 ]
Sesal, Cenk [3 ]
Odabas, Zafer [4 ]
机构
[1] MG Int Fragrance Co, Innovat Ctr, TR-41400 Gebze, Kocaeli, Turkiye
[2] Marmara Univ, Inst Pure & Appl Sci, Dept Biol, TR-34722 Istanbul, Turkiye
[3] Marmara Univ, Fac Sci, Dept Biol, TR-34722 Istanbul, Turkiye
[4] Marmara Univ, Fac Sci, Dept Chem, TR-34722 Istanbul, Turkiye
关键词
Antibacterial; Antioxidant; Electron-releasing; Electron-withdrawing; Methyl benzoates; FT-IR; BIOSYNTHESIS; RAMAN;
D O I
10.1016/j.molstruc.2023.136100
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
In this study, the effects of electron-withdrawing or electron-releasing groups in methyl benzoate esters, which are widely used in the fragrance industry, on the antioxidant and antibacterial activities of the compounds were investigated. Firstly, methyl benzoates with electron-withdrawing (NO2 and Cl groups) or electron-donating groups (CH3 and OCH3 groups) in the para position, which are commercial compounds, were synthesized, and extensively studied in terms of reaction conditions, and spectral data in their instrumental analysis methods. Then, the synthesized compounds were evaluated for their antioxidant, antibacterial, and cytotoxic activities. Among them, methyl 4-nitrobenzoate exhibited the highest inhibition against Staphylococcus aureus and Pseudomonas aeruginosa. Methyl 4-methoxybenzoate was selected for cytotoxicity evaluation due to its high antioxidant activity, and while the results indicated a dose-dependent decrease in cell viability, lower concentrations may still be considered for cosmetic applications. These findings suggest that antioxidant activity and cytotoxic activity are directly related to the electron density of the molecule. Therefore, this very up-to-date research covers many implications for organic chemistry, medicinal chemistry, biotechnology, and microbiology. Therefore, the results obtained may have great potential to be applied in the cosmetic industry and could be used as exceptionally useful information on alternative raw material selection for researchers in the fragrance industry. These results also suggest that methyl benzoates have potential as lead compounds for the development of novel antioxidant, antibacterial, and cytotoxic agents, but further studies are needed to fully explore their applications in various fields.
引用
收藏
页数:9
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