隔离,结构阐明和绝对配置的5,6-二氧化阿帕坦胺衍生物从海洋海绵Aaptos sp
Mochamad Muslich Arief1, Nalae Kang2, A-Young Shin3
1Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, Busan, 49111, Republic of Korea; Department of Marine Technology and Convergence Engineering, University of Science and Technology, Daejeon, 34113, Republic of Korea.
海洋海绵 Aaptos sp. 在海洋海绵. 产生了具有独特立体中心的新型光学活性阿阿巴胺. 这些化合物,包括新型衍生物,显示出对AGS细胞系有前途的抗癌活性.
科学领域:
- 海洋天然产品 化学 化学
- 有机化学 有机化学
- 药理学 药理学是指药理学的学科.
背景情况:
- 海洋海绵是结构多样化的二次代谢产物的丰富来源.
- 众所周知,Aaptos物种产生生物活性化物,包括aaptamines.
- 海洋天然产品的化学多样性和生物活性继续被探索,以寻找新的治疗剂.
研究的目的:
- 从越南海洋海绵 Aaptos sp. 中分离和鉴定新型的阿帕特胺衍生物.
- 确定新发现的化合物的结构和绝对配置.
- 评估与AGS细胞系对比的分离化合物的抗癌潜力.
主要方法:
- 使用光谱技术进行化学调查 (1D和2DNMR,HRESIMS).
- 使用1D NOE和电子圆二元论 (ECD) 确定相对和绝对配置.
- 氧化研究探讨潜在的生物合成途径.
- 在体外细胞毒性测试对抗AGS细胞系.
主要成果:
- 发现了8种新的阿阿巴胺 (1-8) 和2种已知的类似物 (9-10).
- 化合物1-6是第一个光学活性阿阿巴胺,在C-5和C-6处具有不寻常的氧生成立体中心.
- 氧化研究提供了关于1-6.化合物的潜在生物合成的见解.
- 化合物7和10对AGS细胞系表现出显著的细胞毒性 (EC50值分别为8.95微米和5.98微米).
结论:
- 这项研究成功地发现了来自Aaptos sp.的新型光学活性阿阿巴胺.
- 化合物1-6的独特立体化学扩大了已知的aaptamines的结构多样性.
- 化合物7和10表现出有前途的抗癌活性,需要进一步研究治疗开发.
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