氨酸A:一种来自Tetraena aegyptia的新β-Ionon衍生物
Ahmed Ashour1,2, Asmaa E Sherif1,2, Selwan M El-Sayed3
1Department of Pharmacognosy, Faculty of Pharmacy, Prince Sattam Bin Abdulaziz University, Al-Kharj 11942, Saudi Arabia.
Metabolites
|December 22, 2023
概括
从Tetraena aegyptia中鉴定出一种新的巨胺衍生物 - - tetraenone A. 化合物1和2对Mpro表现出良好的结合,这表明有可能开发SARS-CoV-2抑制剂.
科学领域:
- 自然产品化学 自然产品化学
- 药用化学 医学化学
- 计算化学计算化学
背景情况:
- Tetraena aegyptia,一个来自Zygophyllaceae家族的植物,是生物活性化合物的来源.
- 巨胺衍生物和其他植物化学物质对其潜在的治疗应用很有兴趣.
研究的目的:
- 为了隔离和描述Tetraena aegyptia的化学成分.
- 评估孤立化合物作为SARS-CoV-2标的抑制剂的潜力.
主要方法:
- 植物化学研究涉及隔离和结构阐明使用NMR和HRESIMS.
- 使用NOESY和ECD光谱确定绝对配置.
- 在基分子对接和分子动态模拟与Mpro和TMPRSS2.2.相对应.
主要成果:
- 确定了一种新的巨胺衍生物,四烯A (1),以及六种已知的化合物 (2-7).
- 与TMPRSS2.2.相比,化合物1和2与Mpro表现出有利的结合相互作用.
- 形状分析显示了A. tetraenone的特定稳定形状.
结论:
- Tetraena aegyptia产生了一种新的巨胺衍生物和其他化合物.
- 化合物1和2作为开发SARS-CoV-2共价抑制剂的起点非常有希望.
- 进一步的研究可以探索这些化合物的治疗潜力.
相关概念视频
Aromatic Hydrocarbon Cations: Structural Overview
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Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
Removing one hydrogen from the intervening CH2 group...
Removing one hydrogen from the intervening CH2 group...
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Electrocyclic reactions are reversible reactions. They involve an intramolecular cyclization or ring-opening of a conjugated polyene. Shown below are two examples of electrocyclic reactions. In the first reaction, the formation of the cyclic product is favored. In contrast, in the second reaction, ring-opening is favored due to the high ring strain associated with cyclobutene formation.
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Neutral hydrocarbons like cyclopentadiene with an odd number of carbon atoms and one intervening CH2 group in the ring are not aromatic. Cyclopentadiene with 4 π electrons does not satisfy the 4n + 2 π electron rule. Additionally, the intervening CH2 group is sp3 hybridized and lacks a vacant p orbital, thereby interrupting the overlap of p orbitals in a continuous manner and preventing the delocalization of π electrons throughout the ring.
Due to the absence of continuous...
Due to the absence of continuous...
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The keto and enol forms are known as tautomers and they constantly interconvert (or tautomerize) between the two forms under acid or base catalyzed conditions. Both the reactions involve the same steps—protonation and deprotonation— although in the reverse order.
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Thermal Electrocyclic Reactions: Stereochemistry
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The stereochemistry of electrocyclic reactions is strongly influenced by the orbital symmetry of the polyene HOMO. Under thermal conditions, the reaction proceeds via the ground-state HOMO.
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Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.
Selection Rules: Thermal Activation
Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.
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Crown ethers are cyclic polyethers that contain multiple oxygen atoms, usually arranged in a regular pattern. The first crown ether was synthesized by Charles Pederson while working at DuPont in 1967. For this work, Pedersen was co-awarded the 1987 Nobel Prize in Chemistry. Crown ethers are named using the formula x-crown-y, where x is the total number of atoms in the ring and y is the number of ether oxygen atoms. The term 'crown' refers to the crown-like shape that these ether...
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