Sun Min, Li Songwei, Zeng Jianang, Guo Yuewei, Wang Changyun, Su Mingzhi
MOE Key Laboratory of Marine Drugs and Key Laboratory of Evolution and Marine Biodiversity, Institute of Evolution & Marine Biodiversity, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China.
Shandong Laboratory of Yantai Drug Discovery, Bohai Rim Advanced Research Institute for Drug Discovery, Yantai 264117, China.
Mar Drugs. 2024 Dec 10;22(12):553. doi: 10.3390/md22120553.
Two new cembrane-derived tricyclic diterpenes belonging to the sarcophytin family, namely 4-hydroxy-chatancin () and sarcotoroid (), together with two known related ones ( and ), were isolated from the soft coral collected off Ximao Island in the South China Sea. The structures of the new compounds were elucidated by extensive spectroscopic analysis, a quantum mechanical nuclear magnetic resonance (QM-NMR) method, a time-dependent density functional theory electronic circular dichroism (TDDFT-ECD) calculation, X-ray diffraction analysis, and comparison with the reported data in the literature. A plausible biosynthetic pathway of compounds - was proposed, involving undergoing a transannular Diels-Alder cycloaddition. In the bioassay, the new compound displayed significant inhibitory activities against the fish pathogens KSP28, oxytetracycline-resistant SPOF3K, and FP2244, with MIC values of 9.1, 9.1, and 18.2 μg/mL, respectively. Furthermore, by conducting a luciferase reporter assay on rat liver Ac2F cells, compounds , , and were evaluated for peroxisome proliferator-activated receptor (PPAR) transcriptional activity, and compound showed selective PPAR-β agonist activity at a concentration of 10 μΜ.
从中国南海西瑁岛附近采集的软珊瑚中分离出两种属于肉芝软珊瑚素家族的新的源自cembrane的三环二萜，即4-羟基查坦辛（）和肉芝软珊瑚醇（），以及两种已知的相关化合物（和）。通过广泛的光谱分析、量子力学核磁共振（QM-NMR）方法、含时密度泛函理论电子圆二色性（TDDFT-ECD）计算、X射线衍射分析以及与文献报道数据进行比较，阐明了新化合物的结构。提出了化合物 - 的一种可能的生物合成途径，涉及进行跨环狄尔斯-阿尔德环加成反应。在生物测定中，新化合物对鱼类病原体KSP28、耐土霉素的SPOF3K和FP2244显示出显著的抑制活性，其最低抑菌浓度（MIC）值分别为9.1、9.1和18.2μg/mL。此外，通过对大鼠肝脏Ac2F细胞进行荧光素酶报告基因测定，评估了化合物、和的过氧化物酶体增殖物激活受体（PPAR）转录活性，化合物在浓度为10μΜ时表现出选择性PPAR-β激动剂活性。
