Rational Design, Synthesis and Cytotoxic Activity of N-(Phenylcarbamoyl)Benzamide on HeLa Cell Lines
| Main Authors: | Bambang Tri Purwanto, Siswandono, Suko Hardjono, Dian Triwidiandany |
|---|---|
| Format: | Article PeerReviewed Book |
| Bahasa: | eng |
| Terbitan: |
Institute for Research and Community Services, Institut Teknologi Bandung
, 2020
|
| Subjects: | |
| Online Access: |
http://repository.unair.ac.id/99304/4/Artikel%20C-02.pdf http://repository.unair.ac.id/99304/2/Validasi%20C-2.pdf http://repository.unair.ac.id/99304/3/C-02%20-%20Result%20-%20Rational%20Design%2C%20Synthesis%20and%20Cytotoxic.pdf http://repository.unair.ac.id/99304/ http://journals.itb.ac.id/index.php/jmfs/article/view/12580 http://dx.doi.org/10.5614%2Fj.math.fund.sci.2020.52.2.3 |
Daftar Isi:
- Urea derivatives are extensively used in the pharmaceutical industry. However, the unsatisfactory level of their membrane penetration requires further modification of the structures with stronger lipophillic properties. Phenylurea has a phenyl group that enables easier membrane penetration as a result of stronger pharmacological activity. Activity prediction was conducted by docking experiments and molecular dynamics, performed with Molegro Virtual Docker 5.5 using checkpoint kinase 1 (CHK1) enzyme with ID PDB: 2YWP. ADMET prediction was applied to collect data using the pkCSM tool. N-(phenyl carbamyol)benzamide compounds, modified by the Schotten Baumann method, were synthesized from benzoil chloride reacting with N-phenylurea. For evaluating anticancer activity, the MTT assay method on HeLa cells was used. Derived from the docking experiments, the compound rerank score of the N-(phenylcarbamoyl)benzamide was 72.0603 kcal/mol, lower than that of hydroxyurea, -32.1514 kcal/mol, causing better inhibitory activities against HeLA cell lines due to higher cytotoxic effects. ADMET Predictor was employed, indicating satisfactory compound distribution with a low, favorable metabolism, possessing good excretion and non-toxicity. The synthesized compound was 82% N-(phenyl carbamoyl)benzamide with 0.8 mM IC80, higher than that of hydroxyurea, 4.3 mM. In conclusion, successfully synthesized N-(phenylcarbamoyl)benzamide was proved to have higher cytotoxic effects. The satisfactory values of these compounds indicate that they are promising anticancer drug candidates.