来自马来西亚Leuconotis eugeniifolia的诺林,英多尔和伊索格拉纳类化物
Yi-Sheng Tan1, Min-Phin Ng2, Chun-Hoe Tan3
1Department of Chemistry, Faculty of Science, Universiti Malaya, 50603 Kuala Lumpur, Malaysia.
Journal of natural products
|January 29, 2024
概括
从Leuconotis eugeniifolia*中分离出9种新型化物,包括独特的类和异花类型. 两个化合物,eugeniinalines A和G,对HT-29癌细胞系表现出显著的细胞毒性活性.
科学领域:
- 自然产品化学 自然产品化学
- 药用化学 医学化学
- 有机化学 有机化学
背景情况:
- *Leuconotis eugeniifolia*的茎皮是生物活性天然产品的潜在来源.
- 类化合物是一种多样化的有机化合物,通常表现出显著的药理性质.
研究的目的:
- 从Leuconotis eugeniifolia*的茎皮提取物中分离和描述新的类化合物.
- 阐明这些新型化合物的结构和绝对配置.
- 为了评估与人类癌症细胞系相比,分离的类化合物的细胞毒性潜力.
主要方法:
- 使用色谱技术分离和净化类化合物.
- 通过广泛的光谱数据分析 (NMR,MS) 阐明结构.
- 使用GIAO NMR,DP4+概率,TDDFT-ECD和X射线衍射来确定绝对配置.
主要成果:
- 确定了九种新的类化合物,即欧基尼纳林A-H和 (+) - 埃布尔纳宁N-氧化物.
- 欧基尼纳林A代表了一种新型的五环氨酸类化物.
- 尤基尼纳林G和H是第一个报告的天然异花氨酸类化合物.
- 柳科素和梅洛哈宁A被确定为相同的已知化物,具有确定的绝对配置.
- 欧基尼纳林A和G对HT-29癌细胞系表现出强烈的细胞毒性活性 (IC50值为7.1和7.2μM).
结论:
- 这项研究成功地鉴定和描述了Leuconotis eugeniifolia的几个新化物,扩大了这种植物已知的化学多样性.
- 新型异花氨酸类化合物的发现有助于理解类生物合成和天然产品化学.
- 欧基尼纳林A和G的已证明的细胞毒性活性表明它们有可能成为抗癌药物开发的引擎.
相关概念视频
01:10Drugs that Destabilize Microtubules
2.0K
Microtubules are dynamic structures and can be regulated by microtubule targeting agents (MTAs). Microtubule destabilizing drugs are a class of MTAs that destabilize and prevent microtubules' polymerization. Both natural and synthetic chemicals can be found under this class of drugs. Vincristine and vinblastine, two vinca alkaloids, and colchicine were among the first to be discovered. These drugs can affect cells in various ways, either by inducing a change in cell morphology, preventing...
2.0K
01:29Cholinergic Antagonists: Chemistry and Structure-Activity Relationship
2.2K
Cholinergic antagonists bind to cholinergic receptors and limit the effects of acetylcholine and other cholinergic agonists. Based on the specific cholinergic receptor affinity, these antagonists are classified as muscarinic or nicotinic. Anticholinergics interrupt parasympathetic innervations while sympathetic innervations remain uninterrupted. Muscarinic antagonists are also called 'muscarinic antagonists', 'antimuscarinics', or 'parasympatholytics'. Nicotinic...
2.2K
01:22Direct-Acting Cholinergic Agonists: Chemistry and Structure-Activity Relationship
972
Cholinergic agonists or cholinomimetics mimic the action of acetylcholine to stimulate the parasympathetic nervous system. They are categorized into direct-acting and indirect-acting agents. The direct-acting cholinergic drugs induce the parasympathetic response by directly binding to the muscarinic or nicotine receptors. In comparison, the indirect-acting cholinergic drugs prevent acetylcholine hydrolysis, indirectly contributing to the extended parasympathetic response.
The direct-acting...
The direct-acting...
972
01:26Physical Properties of Amines
3.2K
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.
3.2K