Synthesis, Absolute Configuration, Biological Profile and Antiproliferative Activity of New 3,5-Disubstituted
Mladenka Jurin1, Ana Čikoš2, Višnja Stepanić3
1Laboratory for Chiral Technologies, Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Bijenička Cesta 54, 10000 Zagreb, Croatia.
Pharmaceuticals (Basel, Switzerland)
|October 26, 2024
Summary
Novel hydantoin derivatives were synthesized and tested for antiproliferative activity. Compound anti-5c demonstrated potent cytotoxic effects against breast cancer cells, suggesting potential therapeutic applications.
Area of Science:
- Medicinal Chemistry
- Organic Synthesis
- Pharmacology
Background:
- Hydantoins are heterocyclic compounds known for diverse biological activities.
- Investigating novel hydantoin derivatives for anticancer properties is crucial for drug discovery.
Purpose of the Study:
- To synthesize and characterize new 3,5-disubstituted hydantoins.
- To evaluate the antiproliferative activity of these compounds against human cancer cell lines.
Main Methods:
- Synthesis of hydantoin derivatives via intramolecular amidolysis of β-lactams.
- Separation of enantiomers using preparative HPLC.
- Antiproliferative activity assessed by MTT assay.
- In silico analysis of drug-like and ADMET properties.
Main Results:
- Eighteen novel 3,5-disubstituted hydantoins were successfully synthesized and characterized.
- Compound anti-5c exhibited potent cytotoxicity against MCF7 breast cancer cells (IC50 = 4.5 µmol/L).
- In silico studies predicted moderate solubility, membrane permeability, and potential antiarthritic activity.
Conclusions:
- The synthesized hydantoin derivatives show promise as antiproliferative agents.
- Compound anti-5c is a potential lead for breast cancer therapy.
- Further investigation into the antiarthritic potential is warranted.
Keywords:
3,5-disubstituted hydantoinsCD/VCDNMR analysisabsolute configurationantiproliferative activityin silico biological profilingpreparative HPLC separationMore Related Videos
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