Department of Biotechnology and Chemistry, Faculty of Engineering, Kindai University, Umenobe-1, Takaya, Higashi-hiroshima 739-2116 Japan.
Molecules. 2018 Jul 9;23(7):1671. doi: 10.3390/molecules23071671.
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.
查尔酮、二氢黄酮醇和二氢黄酮，包括从金鸡菊花瓣中分离得到的 8-甲氧基补骨脂素，均可以通过奥默尔-沃兹沃思-埃蒙斯反应作为关键反应，从邻甲氧基焦儿茶酚出发，以 2⁻59%的总产率成功合成。苯骈色酮，包括莱普替定，也可以通过羟醛缩合反应作为关键反应，以 5⁻36%的总产率成功合成。B 环中具有 3,4-二羟基的每一种查尔酮、二氢黄酮醇和二氢黄酮均表现出较高的抗氧化活性。此外，B 环中具有 2,4-二羟基的每一种查尔酮、二氢黄酮醇和二氢黄酮均表现出极好的美白能力。
