Design, antiviral and cytostatic properties of isoxazolidine-containing amonafide analogues.
Design, antiviral and cytostatic properties of isoxazolidine-containing amonafide analogues.
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DOI：
10.1016/j.bmc.2015.04.079
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发表时间：
2015-07-01
影响因子：
3.5
通讯作者：
Piotrowska DG
中科院分区：
文献类型：
--
作者：
Kokosza K;Andrei G;Schols D;Snoeck R;Piotrowska DG
通过n-甲基- c -（二氧基磷酰）硝基与n-取代萘酰亚胺丙烯酰胺和n-烯丙基萘酰亚胺的环加成，合成了一系列新的5-芳基氨基甲酰和5-芳基甲基-2-甲基异恶唑烷-3-酰基-3-膦酸盐。本文获得的所有顺式和反式异恶唑烷膦酸盐对多种DNA和RNA病毒的抗病毒活性进行了评估。异恶唑烷类反式9d和反式9f对巨细胞病毒的活性最高，EC50 = 8.9 μM。化合物顺式和反式9d以及顺式和反式9f对HSV和牛痘病毒具有抑制作用（EC50在45 ~ 58 μM范围内），而异唑烷10a和10d对柯萨奇B4和Punta Toro病毒具有抑制作用（EC50在45 ~ 73 μM范围内）。结果表明，顺式9b、顺式9d、反式9d、顺式9e、反式9e、顺式9f和反式9f对肿瘤细胞具有良好的抗增殖活性，IC50值在1.1 ~ 19 μM范围内。
A novel series of 5-arylcarbamoyl- and 5-arylmethyl-2-methylisoxazolidin-3-yl-3-phosphonates have been synthesized via cycloaddition of N-methyl-C-(diethoxyphosphoryl)nitrone with N-substituted naphthalimide acrylamides and N-allylnaphthalimides. All cis- and trans-isoxazolidine phosphonates obtained herein were assessed for antiviral activity against a broad range of DNA and RNA viruses. Isoxazolidines trans-9d and trans-9f exhibited the highest activity (EC50 = 8.9 μM) toward cytomegalovirus. Compounds cis- and trans-9d as well as cis- and trans-9f were found potent against HSV and Vaccinia viruses (EC50 in the 45–58 μM range), whereas isoxazolidines 10a and 10d suppressed replication of Coxsackie B4 and Punta Toro viruses (EC50 in the 45–73 μM range). Antiproliferative evaluation of all obtained isoxazolidines revealed the promising activity of cis-9b, cis-9d, trans-9d, cis-9e, trans-9e, cis-9f and trans-9f toward tested cancer cell lines with IC50 in the 1.1–19 μM range.
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影响因子：
2.1
作者：
Li, Xiaolian;Lin, Yanjie;Qian, Xuhong
通讯作者：
Qian, Xuhong
影响因子：
3.5
作者：
Rettig, Michael;Kamal, Ahmed;Weisz, Klaus
通讯作者：
Weisz, Klaus
影响因子：
7.3
作者：
BAIR, KW;TUTTLE, RL;MCKEE, DD
通讯作者：
MCKEE, DD
影响因子：
3.3
作者：
Rescifina, A;Chiacchio, U;Sortino, S
通讯作者：
Sortino, S
影响因子：
7.3
作者：
Rescifina, A;Chiacchio, MA;Valveri, V
通讯作者：
Valveri, V