A solvent-free and efficient synthesis of bicyclic 2-pyridone derivatives for endoplasmic reticulum imaging. Issue 14 (17th May 2021)

• Record Type: Journal Article
• Authors: Ran, Xiaoyun; Zhou, Qian; Zhang, Jin; Wang, Shanqiang; Wang, Gui; Yang, Hui; Liu, Xiaochun; Wang, Zhouyu; Yu, Xiaoqi
• Is Part Of: Organic chemistry frontiers. Volume 8:Issue 14(2021)
• Page Start: 3631
• Page End: 3638
• Publication Date: 2021-05-17
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d1qo00350j
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A solvent-free method was developed for the synthesis of bicyclic 2-pyridone (DHIP) derivatives, which demonstrated excellent endoplasmic reticulum (ER) targeting and antibacterial activity after a slight structure regulation. Abstract : Starting from citric acid (CA) and ethylenediamine derivatives, a solvent-free, catalyst-free and high yielding synthesis approach for bicyclic 2-pyridones is presented. By continuously modifying the core structure, a series of novel and bright fluorophores with outstanding endoplasmic reticulum targeting properties (Pearson's coefficients = 0.89–0.97) and antibacterial activities were obtained. Theoretical calculations and single-crystal structures were further investigated to help reveal the structure–activity relationship. The green preparation method and excellent biological properties make these bicyclic 2-pyridone derivatives very promising for future applications.