作为潜在的塑膜向抗真菌剂的两性胺素:合成,生物活性和QSAR
Guangyou Chen1,2, Jing Bai1, Xinyan Wu1
1College of Plant Protection, Northwest A&F University, Yangling, China.
Pest management science
|June 14, 2024
概括
新的两胺氨酸显示出强烈的抗真菌活性,模仿天然的抗微生物. 化合物5g有效地对抗果癌,为新型真菌杀菌剂的开发提供了一个有希望的头.
科学领域:
- 药用化学 医学化学
- 农业科学 农业科学
- 生物化学 生物化学
背景情况:
- 阴离子抗微生物 (AMP) 具有广泛的活性和低电阻诱导.
- 两氨基胺被设计为模仿AMP特征的抗真菌应用.
研究的目的:
- 为了研究设计的两性胺素的抗真菌作用.
- 评估它们对真菌形态和膜透性的影响.
- 为优化真菌杀菌剂开发建立定量结构-活性关系.
主要方法:
- 合成和选的两类胺化合物对植物病原菌.
- 抑制率和半最大有效度 (EC50) 值的确定.
- 评估膜透性,酶活性 (SOD,CAT) 和形态.
- 开发一个三维定量结构-活动关系 (3D-QSAR) 模型.
主要成果:
- 十种化合物显示了对Botrytis cinerea的80%以上的抑制,对Valsa mali的90%以上的抑制.
- 化合物5g和6g的EC50值为1.21和1.90毫克/升,针对V. mali.
- 化合物5g证明93.4%的保护对果癌,表现优于carbendazim.
- 用5g治疗增加了膜的透性,酶泄漏,并导致膜损伤.
结论:
- 两性胺素通过破坏真菌细胞膜来具有抗真菌性质.
- 化合物5g是开发新的杀菌剂的有希望的候选者.
- 3D-QSAR模型为结构-活动关系提供了良好的可预测性.
相关概念视频
Amines to Amides: Acylation of Amines
2.4K
Various carboxylic acid derivatives (such as acid chlorides, esters, and anhydrides) can be used for the acylation of amines to yield amides. The reaction requires two equivalents of amines. The first amine molecule functions as a nucleophile and attacks the carbonyl carbon to produce a tetrahedral intermediate. This is followed by the loss of the leaving group and restoration of the C=O bond.
Next, the second equivalent of amine serves as a Brønsted base and deprotonates the quaternary...
Next, the second equivalent of amine serves as a Brønsted base and deprotonates the quaternary...
2.4K
Preparation of 1° Amines: Gabriel Synthesis
3.5K
Direct alkylation is not a suitable method for synthesizing amines because it produces polyalkylated products. Gabriel synthesis is the most preferred method to exclusively make primary amines. The method uses phthalimide, which contains a protected form of nitrogen that participates in alkylation only once to predominantly give primary amines.
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
3.5K
Physical Properties of Amines
3.1K
Amines with low molecular weight are usually gaseous at room temperature, while those with high molecular weight are liquid or solids in nature. Usually, low molecular weight amines have a rotten fish-like smell. Diamines typically have a pungent smell. For instance, cadaverine and putrescine, depicted in Figure 1, are two molecules responsible for decaying tissue.
3.1K
Preparation of 1° Amines: Azide Synthesis
3.9K
Direct alkylation of ammonia produces polyalkylated amines, along with a quaternary ammonium salt. To exclusively prepare primary amines, the azide synthesis method can be used.
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
3.9K
Acid Halides to Amides: Aminolysis
2.7K
Aminolysis is a nucleophilic acyl substitution reaction, where ammonia or amines act as nucleophiles to give the substitution product. Acid halides react with ammonia, primary amines, and secondary amines to yield primary, secondary, and tertiary amides, respectively.
In the first step of the aminolysis mechanism, the amine attacks the carbonyl carbon of the acyl chloride to form a tetrahedral intermediate. In the second step, the carbonyl group is re-formed with the elimination of a chloride...
In the first step of the aminolysis mechanism, the amine attacks the carbonyl carbon of the acyl chloride to form a tetrahedral intermediate. In the second step, the carbonyl group is re-formed with the elimination of a chloride...
2.7K
Basicity of Heterocyclic Aromatic Amines
5.9K
Heterocyclic amines, where the N atom is a part of an alicyclic system, are similar in basicity to alkylamines. Interestingly, the heterocyclic amine having a nitrogen atom as part of an aromatic ring has much less basicity than its corresponding alicyclic counterpart. For this reason, as presented in Figure 1, piperidine (pKb = 2.8) is significantly more basic than pyridine (pKb = 8.8).
5.9K


