Abstract

The chemical profile of the butanol fraction of the Red Sea sponge Amphimedon sp. was explored using liquid chromatography coupled with high-resolution mass spectrometry and identified compounds (1–11). Moreover, cytotoxic activities of the total extract and other fractions were examined against three cell lines HEPG2, MCF7 and CACO2, revealed the powerful effect of the total extract and the butanol fraction against the three cell lines. Further chromatographic separation of the active butanol fraction yielded the isolation of three known compounds (9–11). Molecular modelling was carried out with the active site of the SET protein. Docking study results revealed that amphiceramides A-B (7–8) and acetamidoglucosyl ceramide (6) showed the highest energy binding affinities and interaction in the binding site of SET protein. Additionally, ADME/Tox calculations were performed for the compounds to predict their pharmacokinetics profile. These results highlighted the valuable chemical entities of Amphimedon sp. as lead source for cytotoxic natural products.

摘要

红海海绵Amphimedon sp.丁醇部分的化学特征。使用液相色谱与高分辨率质谱联用进行了探索，并鉴定了化合物 ( 1-11 )。此外，针对三种细胞系 HEPG2、MCF7 和 CACO2 检查了总提取物和其他部分的细胞毒活性，揭示了总提取物和丁醇部分对三种细胞系的强大作用。活性丁醇馏分的进一步色谱分离产生了三种已知化合物的分离 ( 9-11 )。用SET蛋白的活性位点进行分子建模。对接研究结果显示，两性神经酰胺AB ( 7–8 ) 和乙酰氨基葡萄糖神经酰胺 (6 )在SET蛋白的结合位点显示出最高的能量结合亲和力和相互作用。此外，还对化合物进行了 ADME/Tox 计算，以预测其药代动力学特征。这些结果突出了Amphim edon sp.的有价值的化学实体。作为细胞毒性天然产物的主要来源。