Synthesis, Molecular Docking, and Evaluation of Some New Curcumin Analogs as Antimalarial Agents
| Autor: | Putra Boang Manalu, Stephanus Satria Waskitha, Ilham Satria Raditya Putra, Junita Solin, Tri Joko Raharjo, Endang Astuti |
|---|---|
| Přispěvatelé: | Hibah Penelitian DIPA FMIPA UGM |
| Rok vydání: | 2021 |
| Předmět: |
curcumin analogs
biology antiplasmodium Cyclohexanone Plasmodium falciparum molecular docking General Chemistry Cyclopentanone biology.organism_classification Combinatorial chemistry aldol condensation Chemistry chemistry.chemical_compound Mechanism of action chemistry Sodium hydroxide medicine Curcumin Aldol condensation Antimalarial Agent medicine.symptom QD1-999 |
| Zdroj: | Indonesian Journal of Chemistry; Vol 21, No 2 (2021); 452-461 Indonesian Journal of Chemistry, Vol 21, Iss 2, Pp 452-461 (2021) |
| ISSN: | 2460-1578 1411-9420 |
| DOI: | 10.22146/ijc.57646 |
| Popis: | This research involves the synthesis, antimalarial evaluation, and molecular docking of several curcumin analogs. A total of six curcumin analog compounds were synthesized using aldol condensation using hydrochloric acid and sodium hydroxide catalysts. The synthesized compounds were elucidated using FTIR, 1H-NMR, 13C-NMR, and LC-MS/MS. Subsequently, all curcumin analogs were tested as an antimalarial agent against Plasmodium falciparum 3D7 strain, and their mechanism of action was evaluated through a molecular docking study. Six curcumin analogs, i.e. 2,6-bis(2-hydroxybenzylidene)cyclohexanone; 2,6-bis(2-hydroxybenzylidene)cyclopentanone; 1.5-bis(2-hydroxyphenyl)penta-1,4-diene-3-one; 2,6-bis(3-hydroxybenzylidene)cyclo-hexanone; 2,6-bis(3-hydroxybenzylidene)cyclopentanone; and 1,5-bis(3-hydroxy-phenyl)penta-1,4-diene-3-one have been successfully synthesized. In addition, 2,6-bis(2-hydroxybenzylidene) cyclopentanone demonstrated the lowest IC50 value and binding affinity of 0.04 µM and -7.6 kcal/mol, respectively. Based on molecular docking studies, this compound also showed the most potent antimalarial activity targeted at PfATP6. |
| Databáze: | OpenAIRE |
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