Ali Imran, Mukhtar Sofi Danish, Hsieh Ming Fa, Alothman Zeid A, Alwarthan Abdulrahman
Department of Chemistry, College of Sciences, Taibah University Al-Medina Al-Munawara 41477 Saudi Arabia
Department of Chemistry, Jamia Millia Islamia (Central University) New Delhi-110025 India.
RSC Adv. 2018 Nov 13;8(66):37905-37914. doi: 10.1039/c8ra07060a. eCollection 2018 Nov 7.
Facile synthesis of micellar "nano" indole heterocyclic anti-cancer compounds is described. The synthesized compounds (11-23) were characterized by UV-VIS, H NMR, FT-IR and mass spectroscopy. The binding energies of DNA-compound adducts varied from -20.08 to -23.85 kJ mol, and they were stabilized by hydrophobic interactions and H-bonding. The synthesized compounds enter into minor grooves of DNA during adduct formation. The DNA binding constant of compounds 11-23 was 1.00 to 2.00 × 10 M. The drug-loading efficiency and drug-loading content in their micellar forms were recorded. Compounds 11, 12, 14 and 19 at a micellar concentration of 670 μL mL displayed excellent anticancer activities against the HepG2/C3A line (25-50%). The potency of nano anticancer drugs was predicted by drug likeness using Lipinski's "rule of five". Taken together, compounds 11-23 could be used to treat cancers.
描述了胶束状“纳米”吲哚杂环抗癌化合物的简便合成方法。通过紫外可见光谱、核磁共振氢谱、傅里叶变换红外光谱和质谱对合成的化合物（11 - 23）进行了表征。DNA - 化合物加合物的结合能在 - 20.08至 - 23.85 kJ/mol之间，它们通过疏水相互作用和氢键得以稳定。在加合物形成过程中，合成的化合物进入DNA的小沟。化合物11 - 23的DNA结合常数为1.00至2.00×10 M。记录了它们胶束形式的载药效率和载药量。胶束浓度为670 μL/mL时，化合物11、12、14和19对HepG2/C3A细胞系显示出优异的抗癌活性（25 - 50%）。使用Lipinski的“五规则”通过类药性预测了纳米抗癌药物的效力。综上所述，化合物11 - 23可用于治疗癌症。
