Structure-activity relationship study on benzoic acid part of diphenylamine-based retinoids
Structure-activity relationship study on benzoic acid part of diphenylamine-based retinoids
复制标题
二苯胺基维A酸苯甲酸部分的构效关系研究
DOI：
10.1016/j.bmcl.2012.11.008
复制
发表时间：
2013
期刊：
影响因子：
--
通讯作者：
H
中科院分区：
文献类型：
--
作者：
Ohta;K.; Kawachi;E.; Shudo;K.; Kagechika;H
基于二苯胺类维甲酸苯甲酸部分的构效关系研究，将有效的RXR激动剂4衍生化以获得类维甲酸激动剂、增效剂和拮抗剂。肉桂酸衍生物5和苯丙酸衍生物6分别显示出类维生素A激动活性和协同活性。活性的差异被认为是由于二苯胺骨架上含羧酸取代基的灵活性的差异。化合物7在羧基的Meta位带有甲基，是一种拮抗剂，剂量依赖性地抑制由3.3×10− 10 M Am 80诱导的HL-60细胞分化。
Based on structure–activity relationship studies of the benzoic acid part of diphenylamine-based retinoids, the potent RXR agonist 4 was derivatized to obtain retinoid agonists, synergists, and an antagonist. Cinnamic acid derivatives 5 and phenylpropionic acid derivatives 6 showed retinoid agonistic and synergistic activities, respectively. The difference of the activities is considered to be due to differences in the flexibility of the carboxylic acid-containing substituent on the diphenylamine skeleton. Compound 7, bearing a methyl group at the meta position to the carboxyl group, was an antagonist, dose-dependently inhibiting HL-60 cell differentiation induced by 3.3×10−10M Am80.