Synthesis and biological activity of isoxazolidinyl polycyclic aromatic hydrocarbons: Potential DNA intercalators
Synthesis and biological activity of isoxazolidinyl polycyclic aromatic hydrocarbons: Potential DNA intercalators
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DOI：
10.1021/jm050772b
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发表时间：
2006-01-26
影响因子：
7.3
通讯作者：
Valveri, V
中科院分区：
文献类型：
--
作者：
Rescifina, A;Chiacchio, MA;Valveri, V
采用微波辐射促进的1，3-偶极环加成反应合成了异恶唑烷基多环芳烃（isoxazolidinyl-PAHs）。所得到的环加合物的结构已被确定的NOE实验和AMI水平的计算研究的支持。研究了所合成化合物的细胞毒性和抗病毒活性。特别地，化合物7 c和7 e对MOLT-3白血病细胞显示出高水平的细胞毒性; 7 e对由抗fas抗体添加引起的细胞凋亡发挥显著的增强活性。此外，化合物7 b和8b表现出针对蓬塔托罗病毒的特异性抗病毒作用。
Isoxazolidinyl polycyclic aromatic hydrocarbons (isoxazolidinyl-PAHs) have been synthesized in good yields by 1,3-dipolar cycloaddition methodology promoted by microwave irradiation. The structures of the obtained cycloadducts have been determined by NOE experiments and supported by computational studies at the AMI level. The cytotoxicity and antiviral activity of the synthesized compounds have been investigated. In particular, compounds 7c and 7e show high levels of cytotoxicity on MOLT-3 leukemia cells;, 7e exerts a remarkable enhancing activity on apoptosis caused by anti-fas antibody addition. Furthermore, compounds 7b and 8b exhibit specific antiviral effects against the Punta Toro virus.