Guangxi Key Laboratory of Plant Functional Phytochemicals and Sustainable Utilization, Guangxi Institute of Botany, Guangxi Zhuang Autonomous Region and Chinese Academy of Sciences, Guilin 541006, China.
Department of Chemistry, Guilin Normal College, Gulin 541199, China.
Molecules. 2022 Feb 24;27(5):1521. doi: 10.3390/molecules27051521.
The roots of (D. Don) Karst. Mey have been used in traditional ethnic medicine systems in China to treat inflammation-triggered ailments, such as trauma, toothache, and fever. Therefore, the aim of this study is to screen for compounds with anti-inflammatory activity in the title plant. The extract of . roots was separated using various chromatographic methods, such as silica gel, ODS C18, MCI gel, and Sephadex LH-20 column chromatography, as well as semi-preparative HPLC. One new complex tannin, named whiskey tannin D (), and an undescribed tetracyclic depsidone derivative, named guanxidone B (), along with nine known polyphenols (-) and three known depsidone derivatives (-) were obtained from this plant. The structures of all compounds were elucidated by extensive NMR and CD experiments in conjunction with HR-ESI-MS data. All these compounds were isolated from this plant for the first time. Moreover, compounds -, , and - were obtained for the first time from the genus , and compounds , , and - have not been reported from the family Melastomataceae. This is the first report of complex tannin and depsidone derivatives from , indicating their chemotaxonomic significance to this plant. Compounds - were investigated for their anti-inflammatory activities on the production of the nitric oxide (NO) in lipopolysaccharide (LPS)-stimulated RAW264.7 cells, and compounds , , and showed anti-inflammatory activities with IC values of 6.46 ± 0.23 µM, 8.02 ± 0.35 µM, and 9.82 ± 0.43 µM, respectively. The structure-activity relationship showed that the catechin at glucose C-1 in ellagitannin was the key to its anti-inflammatory activity, while CHO- at C-16 of aromatic ring A in depsidone derivatives had little effect on its anti-inflammatory activity. The study of structure-activity relationships is helpful to quickly discover new anti-inflammatory drugs. The successful isolation and structure identification of these compounds, especially complex tannin , not only provide materials for the screening of anti-inflammatory compounds, but also provide a basis for the study of chemical taxonomy of the genus .
（D. Don）Karst. Mey 的根在中国传统民族医学中被用于治疗炎症引起的疾病，如创伤、牙痛和发热。因此，本研究的目的是筛选该植物中具有抗炎活性的化合物。该植物的提取物使用各种色谱方法分离，如硅胶、ODS C18、MCI 凝胶和 Sephadex LH-20 柱色谱以及半制备 HPLC。从该植物中获得了一种新的复杂单宁，命名为威士忌单宁 D（）和一种未描述的四环去甲酮衍生物，命名为 Guanxidone B（），以及 9 种已知多酚（-）和 3 种已知去甲酮衍生物（-）。所有化合物的结构通过广泛的 NMR 和 CD 实验以及 HR-ESI-MS 数据阐明。所有这些化合物均首次从该植物中分离得到。此外，化合物 -、- 和 - 首次从该属中获得，而化合物 -、- 和 - 从未从 Melastomataceae 家族中报道过。这是首次从该植物中分离出复杂单宁和去甲酮衍生物，表明它们对该植物的化学分类学意义。对化合物 - 在脂多糖（LPS）刺激的 RAW264.7 细胞中一氧化氮（NO）的产生的抗炎活性进行了研究，化合物 -、-、- 表现出抗炎活性，IC 值分别为 6.46±0.23µM、8.02±0.35µM 和 9.82±0.43µM。构效关系表明，在鞣花单宁中葡萄糖 C-1 上的儿茶素是其抗炎活性的关键，而芳香环 A 上 C-16 的 CHO-对其抗炎活性影响不大。构效关系的研究有助于快速发现新的抗炎药物。这些化合物的成功分离和结构鉴定，特别是复杂单宁，不仅为抗炎化合物的筛选提供了材料，也为该属的化学分类学研究提供了依据。
