Synthesis, crystal structure, superoxide scavenging activity, anticancer and docking studies of novel adamantyl nitroxide derivatives
| Autor: | Chengtao Lu, Aidong Wen, Zhifu Yang, Jin Sun, Xiaohe Zhu, Kai Gao, Jinyi Zhao, Ying Song, Shan Wang, Wei Bu, Minna Yao, Enhu Zhang |
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| Rok vydání: | 2016 |
| Předmět: |
0301 basic medicine
Nitroxide mediated radical polymerization Antioxidant Chemistry Stereochemistry Superoxide medicine.medical_treatment Radical Organic Chemistry AutoDock Analytical Chemistry Inorganic Chemistry 03 medical and health sciences chemistry.chemical_compound 030104 developmental biology 0302 clinical medicine Molecular geometry Docking (molecular) 030220 oncology & carcinogenesis medicine MTT assay Spectroscopy |
| Zdroj: | Journal of Molecular Structure. 1108:611-617 |
| ISSN: | 0022-2860 |
| DOI: | 10.1016/j.molstruc.2015.12.048 |
| Popis: | A novel adamantyl nitroxide derivatives has been synthesized and characterized by IR, ESI-MS and elemental analysis. Quantum chemical calculations have also been performed to calculate the molecular geometry using density functional theory (B3LYP) with the 6-31G (d,p) basis set. The calculated results showed that the optimized geometry can well reproduce the crystal structure. The antioxidant and antiproliferative activity were evaluated by superoxide (NBT) and MTT assay. The adamantyl nitroxide derivatives exhibited stronger scavenging ability towards O 2 · − radicals when compared to Vitamin C, and demonstrated a remarked anticancer activity against all the tested cell lines, especially Bel-7404 cells with IC50 of 43.3 μM, compared to the positive control Sorafenib (IC50 = 92.0 μM). The results of molecular docking within EGFR using AutoDock confirmed that the titled compound favorably fitted into the ATP binding site of EGFR and would be a potential anticancer agent. |
| Databáze: | OpenAIRE |
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