In-Vitro and In-Silico Study of Naphtalene-Based Schiff-Bases; Synthesis, Charactrization, HSA Binding, and MTT Assay

  • سال انتشار: 1400
  • محل انتشار: اولین همایش بین المللی و دهمین همایش ملی بیوانفورماتیک ایران
  • کد COI اختصاصی: IBIS10_197
  • زبان مقاله: انگلیسی
  • تعداد مشاهده: 179
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نویسندگان

Sudabeh Shokrollahi

Department of Chemistry, College of Science, University of Tehran, Tehran, Iran

Ahmad Amiri

Department of Chemistry, College of Science, University of Tehran, Tehran, Iran

چکیده

Drug–albumin complexes can be regarded as fundamental model for the drug–protein-binding, owing to thestability, availability, and extraordinary binding capacity of albumin. In summary, the investigation of theinteractions between anticancer agents and HSA is bound to be revealing [۱,۲]. Herein, four Schiff-baseshave been synthesised by the reaction of ۱,۵-Naphthalenediamine (p-ND) with the four aldehyde drivativesand characterised by UV–Vis, FT-IR, ۱H-NMR, and mass spectroscopy. Quantum chemical calculations ofsynthesized compounds have been carried out by DFT at the B۳LYP/۶–۳۱۱++G(d,p) level; these show theresults of the calculations to be in accordance with the experimental ones. A comparative analysis of theexperimental and calculated vibrational frequencies was performed and significant bands were specified.The binding affinity between our Schiff-bases and human serum albumin (HSA) was studied under simulatedphysiological conditions, using absorbance titration experiments, fluorescence spectroscopy, circulardichroism (CD), and molecular docking (MD). Interaction results revealed one molecule of synthesisedSchiff-bases to bind to protein. In-vitro anticancer activity of the synthesised compounds was evaluatedagainst the human hepatocellular carcinoma (HepG۲) and human breast (MCF-۷) cancer cells using MTTassay. Among the compounds, L۳ (containing a metoxy substituents) exhibited the highest anticanceractivity.

کلیدواژه ها

Schiff Base; HSA Binding; Molecular Docking; DFT; Circular Dichroism; MTT assay

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