Synthesis and biological evaluation of novel isoellipticine derivatives and salts

被引:22
|
作者
Miller, Charlotte M. [1 ]
O'Sullivan, Elaine C. [1 ]
Devine, Ken J. [2 ]
McCarthy, Florence O. [1 ]
机构
[1] Natl Univ Ireland Univ Coll Cork, Res Facil, Dept Chem Analyt & Biol Chem, Cork, Ireland
[2] Natl Univ Ireland Univ Coll Cork, Sch Pharm, Cork, Ireland
关键词
CELL-CYCLE ARREST; ELLIPTICINE; ALKALOIDS; PATHWAY; BINDING; ORIENTATION; INHIBITION; EXPRESSION; APOPTOSIS; ANALOGS;
D O I
10.1039/c2ob26181b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of novel 7-substituted isoellipticines and isoellipticinium salts is described, with optimisation of routes, representing a new class of anti-cancer agent. Initial assessment of biological activity using a topoisomerase II decatenation assay and NCI screening highlighted strong anti-cancer activity, further developed in a panel of isoellipticinium salts. Interestingly, low correlation between results of the topoisomerase II decatenation assay and NCI screen throughout the panel suggest that topo II is not the most important biological target with respect to anti-cancer activity in this new class of compounds. Results also suggest that solubility is not the limiting factor in activity of the isoellipticinium salts. Overall, 20 novel ellipticine analogues were prepared and full anti-cancer profiling was completed for 13 isoellipticine derivatives and salts. Two compounds display significant specificity towards CNS cancer cell lines and are lead compounds for future development.
引用
收藏
页码:7912 / 7921
页数:10
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