Design, synthesis and cytotoxic properties of novel 1-[4-(2-alkylaminoethoxy)phenylcarbonyl]-3,5-bis(arylidene)-4-piperidones and related compounds
Design, synthesis and cytotoxic properties of novel 1-[4-(2-alkylaminoethoxy)phenylcarbonyl]-3,5-bis(arylidene)-4-piperidones and related compounds
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DOI：
10.1016/j.ejmech.2006.08.002
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发表时间：
2007-01-01
影响因子：
6.7
通讯作者：
Dimmock, Jonathan R.
中科院分区：
文献类型：
--
作者：
Das, Umashankar;Alcorn, Jane;Dimmock, Jonathan R.
3，5-双（亚芳基）-4-哌啶酮I含有1，5-二芳基-3-氧代-1，4-二羟基药效团，被认为在易感肿瘤的互补结合位点相互作用。该假设被制定为在系列1中连接到哌啶基氮原子的酰基的存在下可能与另外的结合位点相互作用，从而增强细胞毒性效力。这一概念导致了各种N-酰基-3，5-双（亚芳基）-4-哌啶酮3-7的合成，其中许多对各种癌细胞系显示出显著的细胞毒性。系列I中的化合物和相关的非季铵类似物3-6之间的效力的比较显示，在所进行的比较的大约一半中，N-酰基类似物具有增加的效力。(c)2006年，Elsevier Masson SAS。All rights reserved.
The 3,5-bis(arylidene)-4-piperidones I contain the 1,5-diaryl-3-oxo-1,4-pentadienyl pharmacophore which is considered to interact at a complementary binding site in susceptible neoplasms. The hypothesis was formulated that the presence of an acyl group attached to the piperidyl nitrogen atom in series 1 may interact with an additional binding site thereby enhancing cytotoxic potencies. This concept led to the synthesis of various N-acyl-3,5-bis(arylidene)-4-pipetidones 3-7 many of which displayed significant cytotoxicity towards a variety of cancer cell lines. A comparison of the potencies between the compounds in series I and the related nonquaternary analogues 3-6 revealed that in approximately half of the comparisons made, the N-acyl analogues had increased potencies. (c) 2006 Elsevier Masson SAS. All rights reserved.