10.1016/j.bmcl.2013.09.088
The study presents a facile method for the preparation of tetrahydro-5H-pyrido[1,2,3-de]-1,4benzoxazines, a novel family of heterocyclic compounds, through the Pd/C-catalyzed reductive cyclization of 1-aryl-2-(8-quinolinyloxy)ethanones. These compounds are of interest due to their potential antioxidant activity and presence in pharmacologically active compounds. The research explores the scope of this reductive cyclization and evaluates the antioxidant activities of the synthesized products. The chemicals used in the study include 8-hydroxyquinoline, α-haloketones, and Pd/C as a catalyst for the cyclization reaction, as well as various substituted 1-aryl-2-(quinolin-8-yloxy)ethanones to synthesize a range of tricyclic compounds. The purpose of these chemicals was to synthesize the target heterocyclic compounds and assess their potential as antioxidants, which could have applications in pharmaceuticals, pesticides, and other industries.
10.1016/j.ejmech.2010.03.008
The research study on the synthesis and structure-activity relationship of 8-hydroxyquinoline-derived Mannich bases as potential anticancer agents. The purpose of the study was to explore the growth-inhibitory effects of these compounds on various human carcinoma cell lines and to understand the impact of structural modifications on their potency. The researchers synthesized a series of Mannich bases and assessed their activity against cell lines including HeLa, BT483, SKHep, and CE81T using the MTT assay. The conclusions drawn from the study emphasized that the 8-hydroxyquinoline scaffold is crucial for activity, and certain structural modifications, such as the introduction of flexible fragments and specific substituents, significantly enhanced the growth-inhibitory effects. Notably, compound 25 emerged as the most active against HeLa and BT483 cells, while compounds 19 and 26 showed potent effects on SKHep and CE81T cells, respectively. The study utilized a variety of chemicals in the synthesis process, including 8-hydroxyquinoline, phenol, 3-hydroxypyridine, 1-naphthol, and various substituted phenylsulfonyl and piperazine derivatives. The 3D-QSAR analysis further revealed that both steric and electronic effects contributed equally to the growth inhibition, providing valuable insights for future structural optimizations.
10.1007/s10593-008-0093-6
The study focused on the reaction of phenyl glycidyl ether with various heterocyclic compounds to synthesize new compounds with potential biological activity. The chemicals used included 5,5-dimethylhydantoin, morpholine, benzotriazole, benzimidazole, pyrrolidone, phthalimide, and 8-hydroxyquinoline. These heterocyclic compounds served as reactants to form N-(2-hydroxy-3-phenoxypropyl) derivatives, which are of interest due to their potential to contain pharmacophoric fragments that could lead to the discovery of new biologically active substances. The purpose of the study was to develop a one-stage method for synthesizing these derivatives, which could be applied in preparative chemistry and contribute to the development of new drugs.