Desmoschinensisflavones A and B, two rare flavones having a hybrid benzyl benzoate ester-flavone structural framework from Desmos chinensis Lour
| Autor: | Virayu Suthiphasilp, Tharakorn Maneerat, Stephen G. Pyne, Isaraporn Polbuppha, Surat Laphookhieo, Rawiwan Charoensup, Thunwadee Limtharakul, Sarot Cheenpracha |
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| Rok vydání: | 2020 |
| Předmět: |
chemistry.chemical_classification
Antioxidant biology 010405 organic chemistry Stereochemistry General Chemical Engineering medicine.medical_treatment General Chemistry 010402 general chemistry biology.organism_classification 01 natural sciences Flavones 0104 chemical sciences Twig chemistry.chemical_compound chemistry Nucleophile Biosynthesis Benzyl benzoate Desmos chinensis medicine Methylene |
| Zdroj: | RSC Advances. 10:45076-45080 |
| ISSN: | 2046-2069 |
| DOI: | 10.1039/d0ra09985f |
| Popis: | Two rare flavones having a hybrid benzyl benzoate ester-flavone structural framework, desmoschinensisflavones A and B (1 and 2), together with 12 known compounds (3–14) were isolated from the fruit, leaf, and twig extracts of Desmos chinensis (red flower). The new structures were characterized by UV, IR, NMR, and HRESITOFMS data. Desmoschinensisflavones A and B have a distinctive skeleton of benzoate ester-flavones with a C-4′′ and C-6 and C-8 connection via a methylene group, respectively. Plausible biosynthesis pathways to compounds 1 and 2 are proposed based on an intermolecular nucleophilic 1,4-addition to ortho-quinone intermediates. Compounds 6–8 and 12 showed weakly antioxidant inhibition with IC50 values in the range of 65.4–74.6 μM. |
| Databáze: | OpenAIRE |
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