School of Medicine and Life Sciences, University of Jinan-Shandong Academy of Medical Sciences, Jinan 250200, Shandong, China; Institute of Materia Medica, Shandong Academy of Medical Sciences, Jinan 250062, Shandong, China; Key Laboratory for Biotech-Drugs Ministry of Health, Jinan 250062, Shandong, China; Key Laboratory for Rare & Uncommon Diseases of Shandong Province, Jinan 250062, Shandong, China.
Department of Pharmacology, School of Medicine, Shandong University, Jinan 250012, China.
Phytochemistry. 2019 Feb;158:126-134. doi: 10.1016/j.phytochem.2018.11.010. Epub 2018 Dec 5.
Six undescribed C-geranylated flavonoids, including five C-geranylflavanones named as paucatalinones F - J, one C-geranylflavonol named as paucatalinone K, along with seven known geranylated flavanones, were isolated from the fruit peel of Paulownia catalpifolia T. Gong ex D.Y. Hong. Their structures were elucidated distinctly according to their UV, IR, MS, NMR, and CD data. Among them, two compounds were substituted with unusual modified geranyl groups, namely paucatalinone F with an oxygenated cyclogeranyl substituent and paucatalinone H with a terminal pyranoid geranyl substituent. Furthermore, the protective effects on human umbilical vein endothelial cells (HUVECs) injury induced by HO were evaluated, and paucatalinone F showed the most potential activity. The bioactive results suggested that the geranyl substituent may be an important factor for restraining oxidative HUVECs damage and Paulownia C-geranylated flavonoids might have the potential for preventing cardiovascular complications.
从泡桐果实皮中分离得到 6 种未被描述的 C-香叶基化黄酮类化合物，包括 5 种 C-香叶基黄酮酮，分别命名为 paucatalinones F-J，1 种 C-香叶基黄酮醇，命名为 paucatalinone K，以及 7 种已知的香叶基化黄酮类化合物。根据它们的 UV、IR、MS、NMR 和 CD 数据，明确地阐明了它们的结构。其中，两种化合物具有不寻常的修饰香叶基取代基，即具有含氧环香叶基取代基的 paucatalinone F 和具有末端吡喃香叶基取代基的 paucatalinone H。此外，评估了它们对 HO 诱导的人脐静脉内皮细胞（HUVECs）损伤的保护作用，结果表明 paucatalinone F 具有最显著的活性。生物活性结果表明，香叶基取代基可能是抑制氧化 HUVECs 损伤的重要因素，泡桐 C-香叶基化黄酮类化合物可能具有预防心血管并发症的潜力。
