Convenient Synthesis and Physiological Activities of Flavonoids in Coreopsis lanceolata L. Petals and Their Related Compounds
Autor: | Taisei Satahira, Yoshiharu Okada, Yuka Okano, Naoya Kataoka, Junpei Akamatsu, Daisuke Nakabo, Naomi Kandori |
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Rok vydání: | 2018 |
Předmět: |
Chalcone
flavonol chalcone Pharmaceutical Science Flowers flavanone 010402 general chemistry Coreopsis lanceolata L 01 natural sciences Flavones Article Antioxidants Analytical Chemistry lcsh:QD241-441 chemistry.chemical_compound Flavonols lcsh:Organic chemistry Drug Discovery Aurone Organic chemistry Physical and Theoretical Chemistry Benzofurans Flavonoids chemistry.chemical_classification Molecular Structure biology Plant Extracts 010405 organic chemistry Organic Chemistry Horner–Wadsworth–Emmons reaction biology.organism_classification 0104 chemical sciences Coreopsis Leptosidin aurone chemistry Coreopsis lanceolata Chemistry (miscellaneous) Molecular Medicine Flavanone |
Zdroj: | Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry Molecules, Vol 23, Iss 7, p 1671 (2018) Molecules Volume 23 Issue 7 |
ISSN: | 1420-3049 |
DOI: | 10.3390/molecules23071671 |
Popis: | Chalcones, flavanones, and flavonols, including 8-methoxybutin isolated from Coreopsis lanceolata L. petals, were successfully synthesized with total yields of 2–59% from O-methylpyrogallols using the Horner–Wadsworth–Emmons reaction as a key reaction. Aurones, including leptosidin, were also successfully synthesized with 5–36% total yields using the Aldol condensation reaction as a key reaction. Each chalcone, flavanone, flavonol, and aurone with the 3,4-dihydroxy groups in the B-ring showed high antioxidant activity. Additionally, each of the chalcones, flavanones, flavonols, and aurones with the 2,4-dihydroxy groups in the B-ring showed an excellent whitening ability. |
Databáze: | OpenAIRE |
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