Exploring the DPPH Radical Scavenging Potential in 5-Arylidene-N,N-diethylthiobarbiturates

IF 1.1 4区 化学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY Russian Journal of Bioorganic Chemistry Pub Date : 2024-10-09 DOI:10.1134/S1068162024050017
Momin Khan, Munir Ur Rehman, Aftab Alam, Muhammad Ashraf, Uzma Salar, Khalid Mohammed Khan, Abdullah F. AlAsmari, Fawaz Alasmari
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Abstract

Objective: To screen the synthesized analogues for their in vitro DPPH free radical scavenging activity. Due to their high efficacy and inexpensiveness compared to natural antioxidants, synthetic antioxidants are frequently used. The current work is primarily concerned with investigating the free radical scavenging activity of derivatives of thiobarbituric acid, based on the findings of the literature review. Methods: A series of N,N-diethylthiobarbiturates (I–XVII) were synthesized, and screened for their DPPH radical scavenging activity. Results and discussion: Limited structure-activity relationship has been established on the basis of different substituents and their varying positions. These synthetic compounds showed varying degree of inhibition in the range of IC50 values 20.28 ± 0.15 to 286.19 ± 0.16 μM. Limited structure-activity relationship was revealed that hydroxyl containing compounds (V) (IC50 = 20.28 ± 0.15 μM), (IV) (IC50 = 22.89 ± 0.19 μM), and (I) (IC50 = 26.34 ± 0.03 μM) showed comparable free radical scavenging activities with standard quercetin (IC50 = 16.96 ± 0.14 μM). Conclusions: The study indicates that N,N-diethylthiobarbiturate derivatives have the potential to be synthetic antioxidants since they have strong DPPH radical scavenging action. Additionally, molecules with hydroxyl substituting demonstrate efficacy that is comparable to that of the natural antioxidant quercetin.

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探索 5-亚芳基-N,N-二乙基硫代巴比妥酸盐的 DPPH 自由基清除潜力
目的筛选合成的类似物的体外 DPPH 自由基清除活性。与天然抗氧化剂相比,合成抗氧化剂具有高效、低毒的特点,因此经常被使用。目前的工作主要是根据文献综述的结果,研究硫代巴比妥酸衍生物的自由基清除活性。研究方法合成了一系列 N,N-二乙基硫代巴比妥酸衍生物(I-XVII),并对其 DPPH 自由基清除活性进行了筛选。结果与讨论:根据不同的取代基及其不同的位置,建立了有限的结构-活性关系。这些合成化合物显示出不同程度的抑制作用,其 IC50 值范围为 20.28 ± 0.15 至 286.19 ± 0.16 μM。有限的结构-活性关系显示,含羟基的化合物(V)(IC50 = 20.28 ± 0.15 μM)、(IV)(IC50 = 22.89 ± 0.19 μM)和(I)(IC50 = 26.34 ± 0.03 μM)与标准槲皮素(IC50 = 16.96 ± 0.14 μM)的自由基清除活性相当。结论研究表明,N,N-二乙基硫代巴比妥酸衍生物具有很强的 DPPH 自由基清除作用,因此有可能成为合成抗氧化剂。此外,具有羟基替代物的分子显示出与天然抗氧化剂槲皮素相当的功效。
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来源期刊
Russian Journal of Bioorganic Chemistry
Russian Journal of Bioorganic Chemistry 生物-生化与分子生物学
CiteScore
1.80
自引率
10.00%
发文量
118
审稿时长
3 months
期刊介绍: Russian Journal of Bioorganic Chemistry publishes reviews and original experimental and theoretical studies on the structure, function, structure–activity relationships, and synthesis of biopolymers, such as proteins, nucleic acids, polysaccharides, mixed biopolymers, and their complexes, and low-molecular-weight biologically active compounds (peptides, sugars, lipids, antibiotics, etc.). The journal also covers selected aspects of neuro- and immunochemistry, biotechnology, and ecology.
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