Synthesis and biological activity of isoxazolidinyl polycyclic aromatic hydrocarbons: Potential DNA intercalators

被引：78
作者：
Rescifina, A
Chiacchio, MA
Corsaro, A
De Clercq, E
Iannazzo, D
Mastino, A
Piperno, A
Romeo, G
Romeo, R
Valveri, V
机构：
[1] Univ Catania, Dipartimento Sci Chim, I-95125 Catania, Italy
[2] Univ Messina, Dept Farmaco Chim, I-98168 Messina, Italy
[3] Univ Messina, Dipartimento Sci Microbiol Genet & Mol, I-98168 Messina, Italy
[4] Katholieke Univ Leuven, Rega Inst Med Res, B-3000 Louvain, Belgium
来源：
JOURNAL OF MEDICINAL CHEMISTRY | 2006年 / 49卷 / 02期
关键词：
D O I：
10.1021/jm050772b
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
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.
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页码：709 / 715
页数：7
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