Hopane-type triterpenes from Cnidoscolus spinosus and their bioactivities
| Autor: | Francisco J. Espinosa-García, Guillermo Delgado, Antonio Nieto-Camacho, Bertha Espinoza, Carlos A. Méndez Cuesta, Félix Morales-Flores, María Isabel Chávez, Ignacio Martínez, Fabiola A. López-Huerta, Simón Hernández-Ortega |
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| Rok vydání: | 2020 |
| Předmět: |
Male
Cell Survival Antiparasitic medicine.drug_class In silico Anti-Inflammatory Agents 01 natural sciences Biochemistry Leishmania mexicana Terpene Mice chemistry.chemical_compound Cell Line Tumor Yeasts Drug Discovery medicine Animals Humans Glycoside Hydrolase Inhibitors Trypanosoma cruzi Molecular Biology Natural product Antiparasitic Agents biology 010405 organic chemistry Chemistry Organic Chemistry Euphorbiaceae alpha-Glucosidases biology.organism_classification Triterpenes Yeast In vitro 0104 chemical sciences Molecular Docking Simulation 010404 medicinal & biomolecular chemistry |
| Zdroj: | Bioorganic Chemistry. 100:103919 |
| ISSN: | 0045-2068 |
| DOI: | 10.1016/j.bioorg.2020.103919 |
| Popis: | Chemical investigation of the aerial parts of Cnidoscolus spinosus resulted in the isolation of relatively infrequent hopane-type triterpenes, 3β-acetoxy-hop-22(29)-ene (1), first reported here as natural product, together with 3-oxo-hop-22(29)-ene (2), and 3β-hydroxy-hop-22(29)-ene (3). β-Amyrin palmitate and three phytosterols were also characterized. The structures of the compounds were established using spectroscopic methods, and those of 1 and 2 were confirmed by crystallographic analysis. Selected biological activities for the isolated hopane-type triterpenes were tested through a series of assays for determining the cytotoxic, anti-inflammatory, α-glucosidase inhibition and antiparasitic activities. Compounds 1–3 did not show cytotoxic activity, compound 1 displayed an important inhibitory effect in the mouse ear induced inflammation assay, and significantly inhibited the yeast α-glucosidase activity in vitro and in silico. Additionally, compounds 2 and 3 showed marginal activities against Trypanosoma cruzi and Leishmania mexicana. Therefore, the bioactivities of hopane-type triterpenes deserve further investigation, particularly their anti-inflammatory properties. |
| Databáze: | OpenAIRE |
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