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Molecules 2018, 23(7), 1671; https://doi.org/10.3390/molecules23071671

Convenient Synthesis and Physiological Activities of Flavonoids in Coreopsis lanceolata L. Petals and Their Related Compounds

Department of Biotechnology and Chemistry, Faculty of Engineering, Kindai University, Umenobe-1, Takaya, Higashi-hiroshima 739-2116 Japan
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Received: 31 March 2018 / Revised: 4 July 2018 / Accepted: 6 July 2018 / Published: 9 July 2018
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Abstract

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. View Full-Text
Keywords: Coreopsis lanceolata L.; chalcone; flavanone; flavonol; aurone; Horner–Wadsworth–Emmons reaction Coreopsis lanceolata L.; chalcone; flavanone; flavonol; aurone; Horner–Wadsworth–Emmons reaction
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).
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Nakabo, D.; Okano, Y.; Kandori, N.; Satahira, T.; Kataoka, N.; Akamatsu, J.; Okada, Y. Convenient Synthesis and Physiological Activities of Flavonoids in Coreopsis lanceolata L. Petals and Their Related Compounds. Molecules 2018, 23, 1671.

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