In Vitro and In Silico Cytotoxic and Antibacterial Activities of a Diterpene from Cousinia alata Schrenk
| Autor: | Almira Zhanzhaxina, Ibrahim H. Eissa, Ahmed M. Metwaly, Raigul Nurbekkyzy Suleimen, Margarita Ishmuratova, Eslam B. Elkaeed, Yerlan Suleimen, Walter Luyten, K. Akatan |
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| Rok vydání: | 2021 |
| Předmět: |
Article Subject
Cousinia Chemistry Multidisciplinary Bacillus cereus 01 natural sciences chemistry.chemical_compound DESIGN HDAC ALPHA-PYRONE DERIVATIVES QD1-999 chemistry.chemical_classification Science & Technology biology 010405 organic chemistry SESQUITERPENE LACTONES FLAVONOIDS General Chemistry Ligand (biochemistry) biology.organism_classification L APOPTOSIS 0104 chemical sciences Chemistry 010404 medicinal & biomolecular chemistry Enzyme chemistry Biochemistry Physical Sciences CELLS Casticin Diterpene Artemia salina Antibacterial activity |
| Zdroj: | Journal of Chemistry, Vol 2021 (2021) |
| ISSN: | 2090-9071 2090-9063 |
| DOI: | 10.1155/2021/5542455 |
| Popis: | A biologically guided isolation of secondary metabolites from Cousinia alata Schrenk wild plant growing in Akmola region, Kazakhstan, led to the isolation of the bioactive diterpene grindelic acid (1). Six flavonoids were also isolated and identified as retusine (2), pachipodol (3), jaranol (4), penduletin (5), casticin (6), and 5, 7, 3′-trihydroxy-3, 4′-dimethoxyflavone (7). Penduletin (5) showed moderate cytotoxic activity assay. Grindelic acid exhibited promising cytotoxic activity against the Artemia salina nauplii and antibacterial activity against Staphylococcus aureus, Bacillus cereus, and Salmonella enteritidis. The presence of the essential pharmacophoric features of histone deacetylase (HDAC) inhibitors in the structure of grindelic acid encouraged us to run a molecular docking study against the HDAC enzyme to understand its mechanism of action on a molecular level. Grindelic acid showed a binding mode of interaction similar to that of the cocrystallized ligand and exhibited good binding affinity against HDAC with the binding free energy of −18.70 kcal/mol. The structures of isolated compounds were determined by MS, 1D, and 2D NMR spectroscopy methods. Compounds (1–7) were isolated for the first time from Cousinia genus. |
| Databáze: | OpenAIRE |
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