Design, synthesis, and biological activity of novel pomalidomide linked with diphenylcarbamide derivatives

Author:

Sun Bin1,Liu Xiaofei23,Ji Tao23,Zhan Xiaoguang23,Mao Longfei23,Deng Peng2,Shi Lin4

Affiliation:

1. College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Functionalized Probes for Chemical Imaging in Universities of Shandong, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Shandong Provincial Key Laboratory of Clean Production of Fine Chemicals, Shandong Normal University, 88 East Wenhua Road , Jinan 250014 , PR China

2. Key Laboratory of Agro-Products Processing Technology of Shandong Province, Key Laboratory of Novel Food Resources Processing, Ministry of Agriculture, Institute of Agro-Food Science and Technology, Shandong Academy of Agricultural Sciences , Jinan 250100 , China

3. Jinan Asia Pharma Tech Co. Ltd , Jinan 250101 , China

4. Department of Ultrasound Diagnosis and Treatment Department, Shandong Provincial Hospital Affiliated to Shandong First Medical University , Jinan 250021 , China

Abstract

Abstract Based on 2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione as a raw material, a series of novel pomalidomide linked with diphenylcarbamide derivatives were synthesized through several step reactions of substitution, click reaction, and addition reaction. The structures of these compounds were confirmed by 1H NMR, 13C NMR, and MS. We discovered that some of the compounds are capable of suppressing indoleamine pyrrole-2,3-dioxygenase-1 activities in in vitro experiments, in which the inhibitory activity of 5b reached the level of benefits.

Publisher

Walter de Gruyter GmbH

Subject

Organic Chemistry

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