这些小分子模仿了在天然产品莱纳胺中看到的醇触发的化特性
Tonika Chatterji1, Murat Kizil, Kripa Keerthi
1Department of Chemistry, University of Missouri, Columbia, Missouri 65211, USA.
Journal of the American Chemical Society
|April 24, 2003
概括
抗瘤剂莱纳米的简化类型模仿其醇触发的DNA化. 这项研究定义了产生化中间体的基本功能组,表明这种化学方法广泛适用.
科学领域:
- 有机化学 有机化学
- 药用化学 医学化学
- 化学生物学 化学生物学
背景情况:
- 莱纳素是一种抗瘤剂,通过与细胞醇的反应,转化为DNA基化环硫离子.
- 这种机制涉及一系列有趣的化学反应.
- 了解这个过程是开发新治疗剂的关键.
研究的目的:
- 为了确定醇触发的化剂的生成,如在莱纳胺素中看到的,是一个一般的化学动机.
- 合成简化类型的莱纳胺,只含有基本的功能组.
- 为了研究这些简化类型的化学特性.
主要方法:
- 合成一个"脱落"的莱纳胺类同类物,7-(3-甲基--2-乙烯)-1-oxo-1H-lambda4-[1,2]-丁醇-3-one (4).
- 在各种条件下用醇对类似物4进行处理.
- 对反应产物的分析,以确定中间体和最终化合物.
主要成果:
- 模拟物4在用醇处理时有效地转化为循环的2,3-二-[b]-7-碳酸产物.
- 这些产品与形成一个中间的episulfonium离子相一致,其次是马尔科夫尼科夫添加溶剂.
- 简化模拟物4成功模仿了莱纳氨酸的基化特性.
结论:
- 莱纳氨酸的核心功能组对于醇加速生成化中间体至关重要.
- 简化的类似物可以保留天然产品的化特性.
- 观察到的级联反应代表了适用于各种分子框架的一般化学动机,对药物设计有潜在的影响.
相关概念视频
Molecular Models
Physical models representing molecular architectures of chemical compounds play essential roles in understanding chemistry. The use of molecular models makes it easier to visualize the structures and shapes of atoms and molecules.
Carboxylic Acid Derivatives: Overview
Carboxylic acid derivatives are formed by replacing the hydroxyl group of carboxylic acids with a different functional group. The most common carboxylic acid derivatives are:
Nomenclature of Carboxylic Acid Derivatives: Amides and Nitriles
Naming Amides
The IUPAC and common names of amides are derived from the parent carboxylic acid, by replacing the suffix “oic acid” and “ic acid,” respectively, with “amide.” In the following example, the IUPAC name ethanamide is derived from ethanoic acid, and the common name, acetamide, is obtained from acetic acid.
The IUPAC and common names of amides are derived from the parent carboxylic acid, by replacing the suffix “oic acid” and “ic acid,” respectively, with “amide.” In the following example, the IUPAC name ethanamide is derived from ethanoic acid, and the common name, acetamide, is obtained from acetic acid.
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Because chemical synapses depend on the release of neurotransmitter molecules from synaptic vesicles to pass on their signal, there is an approximately one millisecond delay between when the axon potential reaches the presynaptic terminal and when the neurotransmitter leads to opening of postsynaptic ion channels. Additionally, this signaling is...
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Chemical Synapses
Chemical synapses are specialized sites between two neurons or between a neuron and a non-neuronal cell like a muscle, glandular or sensory cell.
Because chemical synapses depend on the release of neurotransmitter molecules from synaptic vesicles to pass on their signal, there is an approximately one millisecond delay between when the axon potential reaches the presynaptic terminal and when the neurotransmitter leads to opening of postsynaptic ion channels. Additionally, this signaling is...
Because chemical synapses depend on the release of neurotransmitter molecules from synaptic vesicles to pass on their signal, there is an approximately one millisecond delay between when the axon potential reaches the presynaptic terminal and when the neurotransmitter leads to opening of postsynaptic ion channels. Additionally, this signaling is...


