The Affiliated Changsha Central Hospital, Hengyang Medical School, University of South China, Changsha 410004, PR China; Key Laboratory of Tropical Plant Resources and Sustainable Use, Xishuangbanna Tropical Botanical Garden, Chinese Academy of Sciences, Menglun 666303, PR China.
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, PR China.
Fitoterapia. 2021 Sep;153:105001. doi: 10.1016/j.fitote.2021.105001. Epub 2021 Jul 27.
Four new limonoids, named as trichiconlide G (1), 2-hydroxyltrijugin F (2), 23-oxo-21-hydroxyltrijugin F (3), 21-oxo-23-hydroxyltrijugin F (4), along with sixteen known analogues (5-20) were isolated from the leaves and twigs of Trichilia connaroides. Their structures and absolute configurations were determined by spectroscopic analyses, X-ray diffraction analysis, and TD-DFT-ECD calculations. Trichiconlide G (1) is one rare naturally occurring 1,2-seco phragmalin-type limonoid bearing a C-7/28 δ-lactone ring. Additionally, 2-hydroxyltrijugin F (2), 23-oxo-21-hydroxyltrijugin F (3), and 21-oxo-23-hydroxyltrijugin F (4) are three naturally occurring limonoids with a rare C-16/8 δ-lactone ring. All isolates were evaluated for their cytotoxic and anti-inflammatory activities. None of compounds exhibited cytotoxicity against five human cancer cell lines A-549, HepG2, 5-8F, Siha, and SCC-4 at the concentration of 40 μM. Compounds 16 and 17 showed moderate anti-inflammatory activity with IC values of 28.45 ± 2.51 and 22.66 ± 2.01 μM, respectively.
从三锥栗的叶和小枝中分离得到了四个新的柠檬苦素,分别命名为 Trichiconlide G(1)、2-羟基三戟素 F(2)、23-氧代-21-羟基三戟素 F(3)和 21-氧代-23-羟基三戟素 F(4),以及十六个已知类似物(5-20)。通过光谱分析、X 射线衍射分析和 TD-DFT-ECD 计算确定了它们的结构和绝对构型。Trichiconlide G(1)是一种罕见的天然存在的 1,2-裂环 phragmalin 型柠檬苦素,具有 C-7/28 δ-内酯环。此外,2-羟基三戟素 F(2)、23-氧代-21-羟基三戟素 F(3)和 21-氧代-23-羟基三戟素 F(4)是三种具有罕见 C-16/8 δ-内酯环的天然存在的柠檬苦素。所有分离物均进行了细胞毒性和抗炎活性评价。在 40 μM 浓度下,化合物对五种人癌细胞系 A-549、HepG2、5-8F、Siha 和 SCC-4 均无细胞毒性。化合物 16 和 17 具有中度抗炎活性,IC 值分别为 28.45±2.51 和 22.66±2.01 μM。