探索新型纳夫他林基基衍生物的抗氧化功效:设计,合成,抗氧化剂评估,对接研究,DFT计算
Mina G Balamon1, Eman A El-Bordany1, Naglaa F H Mahmoud1
1Department of Chemistry, Faculty of Science, Ain Shams University, Cairo, 11566, Egypt.
Chemistry & biodiversity
|November 1, 2023
概括
一种新型的乙烯基基衍生物被合成并转化为各种异环化合物. 这些化合物对抗氧化活性进行了评估,其中两种化合物显示出与 Askorbic 酸相当的强效结果.
科学领域:
- 有机合成和药用化学
- 异环化学 异环化学
- 抗氧化剂研究 抗氧化剂研究
背景情况:
- 哈尔科因是合成各种异环化合物的多功能前体.
- 氧化应激与许多疾病有关,需要开发新的抗氧化剂.
- 含有纳夫他林的异循环由于其潜在的生物活性而引起人们的兴趣.
研究的目的:
- 为了合成一种以纳夫他林为基础的石灰衍生物,并探索其反应性.
- 从合成的石灰中产生新的异环基架.
- 评估新合成的异环化合物的抗氧化潜力.
主要方法:
- 通过凝结2,4-二二甲和2-甲来合成石墨烯.
- 石墨烯与各种核的反应产生了pyrazoline,thiazole,pyrimidine,pyran和pyridine衍生物.
- 使用点,元素分析,FT-IR,1H-NMR和质谱学进行表征.
- 使用DPPH激素检测进行抗氧化活性查.
- 使用人类素5 (1HD2) 和DFT计算的分子对接研究.
主要成果:
- 成功合成了以纳夫他林为基础的 (化合物1) 并随后将其转化为各种异环衍生物.
- 化合物5和10表现出强烈的抗氧化活性 (IC50: 178,177μM),与 Askorbic 酸 (IC50: 148μM) 相似.
- 化合物2,12,13,14,15和16显示中度的抗氧化活性 (IC50:266291μM).
- 分子对接揭示了在人类百氧化5活性部位内的强效化合物具有有利的结合亲缘关系.
结论:
- 合成的异环衍生物具有显著的抗氧化特性.
- 化合物5和10代表了开发新抗氧化药物的有希望的候选人.
- 这些发现表明,对于与氧化压力相关的疾病,有潜在的治疗应用.
相关概念视频
Radical Autoxidation
2.2K
The oxidation of an organic compound in the presence of air or oxygen is called autoxidation. For example, cumene reacts with oxygen to form hydroperoxide. Autoxidation involves initiation, propagation, and termination steps. Many organic compounds are susceptible to autoxidation—especially ethers in the presence of oxygen, which form hydroperoxides. Even though this reaction is slow, old ether bottles contain small amounts of peroxide, which leads to laboratory explosions during ether...
2.2K
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
6.1K
All ortho–para directors, excluding halogens, are activating groups. These groups donate electrons to the ring, making the ring carbons electron-rich. Consequently, the reactivity of the aromatic ring towards electrophilic substitution increases. For instance, the nitration of anisole is about 10,000 times faster than the nitration of benzene. The electron-donating effect of the methoxy group in anisole activates the ortho and para positions on the ring and stabilizes the corresponding...
6.1K
meta-Directing Deactivators: –NO2, –CN, –CHO, –⁠CO2R, –COR, –CO2H
5.6K
All meta-directing substituents are deactivating groups. These substituents withdraw electrons from the aromatic ring, making the ring less reactive toward electrophilic substitution. For example, the nitration of nitrobenzene is 100,000 times slower than that of benzene because of the deactivating effect of the nitro group. The first step in an electrophilic aromatic substitution is the addition of an electrophile to form a resonance-stabilized carbocation. The energy diagrams for...
5.6K
2° Amines to N-Nitrosamines: Reaction with NaNO2
4.3K
Secondary amines react with nitrous acid to form N-nitrosamines, as depicted in Figure 1. Nitrous acid, a weak and unstable acid, is formed in situ from an aqueous solution of sodium nitrite and strong acids, such as hydrochloric acid or sulfuric acid, in cold conditions. In the presence of an acid, the nitrous acid gets protonated. The subsequent loss of water results in the formation of the electrophile known as nitrosonium ion.
4.3K
UV–Vis Spectroscopy: Woodward–Fieser Rules
24.5K
UV–Visible absorption spectra of conjugated dienes arise from the lowest energy π → π* transitions. The light-absorbing part of the molecule is called the chromophore, and the substituents directly attached to the chromophore are called auxochromes. A strong correlation exists between the absorption maxima, λmax, and the structure of a conjugated π system. The Woodward–Fieser rules predict the value of λmax for a given...
24.5K


