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New Boron Containing Acridines: Synthesis and Preliminary Biological Study
Anna A Druzina1, Nadezhda V Dudarova1, Ivan V Ananyev2
1A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov Str., 119334 Moscow, Russia.
Molecules (Basel, Switzerland)
|September 28, 2023
Summary
Researchers synthesized novel acridine-cobalt bis(dicarbollide) conjugates. These compounds show potential as new agents for boron neutron capture therapy (BNCT) after demonstrating antiproliferative activity and weak DNA binding.
Area of Science:
- Medicinal Chemistry
- Boron Neutron Capture Therapy
- Organic Synthesis
Background:
- Acridine derivatives are known for their biological activities.
- Cobalt bis(dicarbollide) compounds offer unique properties for therapeutic applications.
- Developing novel agents for Boron Neutron Capture Therapy (BNCT) is an ongoing area of research.
Purpose of the Study:
- To synthesize and characterize the first conjugates of acridine with cobalt bis(dicarbollide).
- To evaluate the DNA binding affinity and antiproliferative activity of these novel conjugates.
- To explore their potential as scaffolds for Boron Neutron Capture Therapy (BNCT) agents.
Main Methods:
- Synthesis of a novel 9-azidoacridine derivative.
- Copper (I)-catalyzed azide-alkyne cycloaddition for conjugate formation.
- Single-crystal X-ray diffraction for structural determination.
- Absorbance spectroscopy for DNA interaction studies.
- MTT assay for antiproliferative activity evaluation.
Main Results:
- Successful synthesis of acridine-cobalt bis(dicarbollide) conjugates via click chemistry.
- Determination of the molecular structure of the 9-azidoacridine intermediate.
- Weak binding of the conjugates to DNA was observed.
- Evaluation of antiproliferative activity (IC50) against human cell lines.
Conclusions:
- Acridine-cobalt bis(dicarbollide) conjugates represent a novel class of compounds.
- These conjugates exhibit potential for development into new Boron Neutron Capture Therapy (BNCT) agents.
- Further research into this scaffold may lead to advanced therapeutic strategies.
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