Department of Pharmacognosy, Faculty of Pharmacy with the Division of Laboratory Medicine, Medical University of Białystok, ul. Mickiewicza 2A, 15-230 Białystok, Poland.
Department of Medicinal Chemistry, Euroregional Center of Pharmacy, Faculty of Pharmacy with the Division of Laboratory Medicine, Medical University of Białystok, ul. Mickiewicza 2D, 15-222 Białystok, Poland.
Molecules. 2022 Jul 10;27(14):4415. doi: 10.3390/molecules27144415.
Four new compounds, 5-hydroxy-2',6'-dimethoxyflavone (), 5-hydroxy-2',3',6'-trimethoxyflavone (), 5-dihydroxy-6-methoxyflavone (), and 5,6'-dihydroxy-2',3'-dimethoxyflavone (), and three known compounds, 1,3-diphenylpropane-1,3-dione (), 5-hydroxyflavone (), and 5-hydroxy-2'-methoxyflavone (), were isolated from the aerial parts of . Their chemical structures were determined through the use of spectral, spectroscopic and crystallographic methods. The quantitative analysis of the compounds () and the zapotin () in methanol (), petroleum (), and two chloroform extracts ( and ) were also determined using HPLC-PDA. The biological activity of these compounds and extracts on the oral squamous carcinoma cell (SCC-25) line was investigated by considering their cytotoxic effects using the MTT assay. Subsequently, the most active compounds and extracts were assessed for their effect on DNA biosynthesis. It was found that all tested samples during 48 h treatment of SCC-25 cells induced the DNA biosynthesis-inhibitory activity: compound (IC, 29.10 ± 1.45 µM), compound (IC, 40.60 ± 1.65 µM) and extracts (IC, 20.33 ± 1.01 µM), (IC, 14.90 ± 0.74 µg), (IC, 16.70 ± 0.83 µg), and (IC, 30.30 ± 1.15 µg). The data suggest that the novel polymethoxyflavones isolated from evoke potent DNA biosynthesis inhibitory activity that may be considered in further studies on experimental pharmacotherapy of oral squamous cell carcinoma.
从 的地上部分分离得到了四个新化合物，分别为 5-羟基-2',6'-二甲氧基黄酮 ()、5-羟基-2',3',6'-三甲氧基黄酮 ()、5-二羟基-6-甲氧基黄酮 () 和 5,6'-二羟基-2',3'-二甲氧基黄酮 ()，以及三个已知化合物，1,3-二苯基-1,3-丙二酮 ()、5-羟基黄酮 () 和 5-羟基-2'-甲氧基黄酮 ()。通过光谱、光谱和晶体学方法确定了它们的化学结构。还使用 HPLC-PDA 定量分析了甲醇 (), 石油醚 (), 和两个氯仿提取物 ( 和 ) 中的化合物 () 和 zapotin ()。通过 MTT 测定法考察了这些化合物和提取物对口腔鳞癌细胞 (SCC-25) 系的细胞毒性作用，评估了它们的生物活性。随后，评估了最活跃的化合物和提取物对 DNA 生物合成的影响。结果发现，所有测试样品在 SCC-25 细胞 48 h 处理过程中均诱导 DNA 生物合成抑制活性：化合物 (IC, 29.10 ± 1.45 µM)、化合物 (IC, 40.60 ± 1.65 µM) 和提取物 (IC, 20.33 ± 1.01 µM)、 (IC, 14.90 ± 0.74 µg)、 (IC, 16.70 ± 0.83 µg) 和 (IC, 30.30 ± 1.15 µg)。数据表明，从 中分离得到的新型多甲氧基黄酮可强烈抑制 DNA 生物合成，这可能会进一步用于口腔鳞状细胞癌的实验药物治疗研究。
