Department of Marine Biotechnology and Resources, National Sun Yat-Sen University, Kaohsiung 804, Taiwan.
Doctoral Degree Program in Marine Biotechnology, National Sun Yat-Sen University, Kaohsiung 804, Taiwan.
Mar Drugs. 2021 May 1;19(5):260. doi: 10.3390/md19050260.
Two new isosarcophine derivatives, cherbonolides M () and N (), were further isolated from a Formosan soft coral . The planar structure and relative configuration of both compounds were established by the detailed analysis of the IR, MS, and 1D and 2D NMR data. Further, the absolute configuration of both compounds was determined by the comparison of CD spectra with that of isosarcophine (). Notably, cherbonolide N () possesses the unique cembranoidal scaffold of tetrahydrooxepane with the 12,17-ether linkage fusing with a -lactone. In addition, the assay for cytotoxicity of both new compounds revealed that they showed to be noncytotoxic toward the proliferation of A549, DLD-1, and HuCCT-1 cell lines. Moreover, the anti-inflammatory activities of both metabolites were carried out by measuring the -formyl-methionyl-leucyl-phenylalanine/cytochalasin B (fMLF/CB)-induced generation of superoxide anion and elastase release in the primary human neutrophils. Cherbonolide N () was found to reduce the generation of superoxide anion (20.6 ± 6.8%) and the elastase release (30.1 ± 3.3%) in the fMLF/CB-induced human neutrophils at a concentration of 30 μM.
从台湾产软珊瑚中分离得到了两种新的异沙蚕毒素衍生物，cherbonolide M()和 N()。通过对 IR、MS 和 1D 和 2D NMR 数据的详细分析，确定了这两种化合物的平面结构和相对构型。此外，通过与异沙蚕毒素（）的 CD 光谱比较，确定了这两种化合物的绝对构型。值得注意的是，cherbonolide N()具有独特的四氢氧杂环戊烷骨架，具有 12,17-醚键与 -内酯融合。此外，对这两种新化合物的细胞毒性测定表明，它们对 A549、DLD-1 和 HuCCT-1 细胞系的增殖没有细胞毒性。此外，通过测量甲酰甲硫氨酸亮氨酸苯丙氨酸/细胞松弛素 B（fMLF/CB）诱导的超氧阴离子生成和弹性蛋白酶释放来研究这两种代谢物的抗炎活性。在 30 μM 浓度下，cherbonolide N()可减少 fMLF/CB 诱导的人中性粒细胞中超氧阴离子的生成（20.6±6.8%）和弹性蛋白酶的释放（30.1±3.3%）。
