不对称的乙烯合体作为高效的NIR重原子无光敏感剂
Xiaofan Fu1, Yingxiu Man1, Changjiang Yu2
1College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, China.
The Journal of organic chemistry
|March 12, 2024
概括
新的无重原子光敏感剂在光动力疗法 (PDT) 中表现出高效率. 这些化合物产生反应性氧物种,证明了强大的癌细胞杀伤能力,有可能用于精确的癌症治疗.
科学领域:
- 有机化学 有机化学
- 摄影化学的使用.
- 生物医学工程 生物医学工程
背景情况:
- 无重原子光敏感剂对于光动力疗法 (PDT) 非常重要,因为它们的安全性和稳定性.
- 在PDT中,开发能在更长的波长中吸收的高效光敏剂是深入组织透的关键.
研究的目的:
- 为了合成和描述一种新型的非对称的二融合的BODIPY衍生品家族.
- 评估它们的光物理性质,包括产生反应性氧物种.
- 评估它们在活细胞的光动力学治疗中的有效性.
主要方法:
- 合成非对称的乙烯合的BODIPYs.
- 光物理特征,包括反应性氧物种量子产量确定.
- 使用癌细胞进行体外光毒性测定.
主要成果:
- 在空气和的多烯中,可达到高达50%的活性氧物种效率.
- 证明了高效的系统间交叉 (ISC),导致单片氧 (1O2) 和超氧化基离子 (O2-•) 的产生.
- 在活细胞中,一种4 - methoxystyryl修饰衍生物显示出高光毒性,超低的IC50值为2.78nM.
结论:
- 不对称的二融合体质物是PDT的有效无重原子光敏感剂.
- 结合电子捐赠群体可以提高它们的长波长吸收和光动力学效能的潜力.
- 这些发现支持开发用于精确癌症治疗的新型光敏感剂.
![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
相关概念视频
01:13Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
6.0K
Bromination and chlorination of aromatic rings by electrophilic aromatic substitution reactions are easily achieved, but fluorination and iodination are difficult to achieve. Fluorine is so reactive that its reaction with benzene is difficult to control, resulting in poor yields of monofluoroaromatic products. To address this, Selectfluor reagent is used as a fluorine source in which a fluorine atom is bonded to a positively charged nitrogen.
6.0K
01:12Cycloaddition Reactions: MO Requirements for Photochemical Activation
2.1K
Some cycloaddition reactions are activated by heat, while others are initiated by light. For example, a [2 + 2] cycloaddition between two ethylene molecules occurs only in the presence of light. It is photochemically allowed but thermally forbidden.
2.1K
01:26Photochemical Electrocyclic Reactions: Stereochemistry
1.8K
The absorption of UV–visible light by conjugated systems causes the promotion of an electron from the ground state to the excited state. Consequently, photochemical electrocyclic reactions proceed via the excited-state HOMO rather than the ground-state HOMO. Since the ground- and excited-state HOMOs have different symmetries, the stereochemical outcome of electrocyclic reactions depends on the mode of activation; i.e., thermal or photochemical.
Selection Rules: Photochemical Activation
Selection Rules: Photochemical Activation
1.8K
01:11Nucleophilic Aromatic Substitution: Elimination–Addition
4.0K
Simple aryl halides do not react with nucleophiles. However, nucleophilic aromatic substitutions can be forced under certain conditions, such as high temperatures or strong bases. The mechanism of substitution under such conditions involves the highly unstable and reactive benzyne intermediate. Benzyne contains equivalent carbon centers at both ends of the triple bond, each of which is equally susceptible to nucleophilic attack. This 50–50 distribution of products is...
4.0K
01:34NMR Spectroscopy of Benzene Derivatives
8.2K
Simple unsubstituted benzene has six aromatic protons, all chemically equivalent. Therefore, benzene exhibits only a singlet peak at δ 7.3 ppm in the 1H NMR spectrum. The observed shift is far downfield because the aromatic ring current strongly deshields the protons. Any substitution on the benzene ring makes the aromatic protons nonequivalent, and the protons split each other. The peak is, therefore, no longer a singlet and the splitting pattern and their associated coupling...
8.2K
01:20Electrophilic Aromatic Substitution: Nitration of Benzene
6.0K
The nitration of benzene is an example of an electrophilic aromatic substitution reaction. It involves the formation of a very powerful electrophile, the nitronium ion, which is linear in shape. The reaction occurs through the interaction of two strong acids, sulfuric and nitric acid.
6.0K