Design, synthesis, in vitro, and in silico enzymatic evaluations of thieno[2,3-b]quinoline-hydrazones as novel inhibitors for α-glucosidase

Thioquinoline derivatives conjugated to thiosemicarbazide as potent tyrosinase inhibitors with anti-melanogenesis properties

“…The mixture was poured into ice-cold water and stirred for 10 min. The obtained yellow precipitate 2-chloroquinoline-3-carbaldehyde 2 after filtration, was washed with cold water, was dried and without purification 28 .…”

“…Then, the reaction mixture was poured into crushed ice and made acidic with acetic acid. The product was filtered off, washed with water, and dried to give the desired 2-mercaptoquinoline-3-carbaldehyde (Compound 4) that was further purified by recrystallization in ethanol 28 .…”

Synthesis, ADMT prediction, and in vitro and in silico α-glucosidase inhibition evaluations of new quinoline–quinazolinone–thioacetamides

“…Currently, one of the most important goals for our research group is to find the new inhibitors for α-glucosidase. 21–23 In the present study, three pharmacophores quinoline, quinazolinone, and thioacetamide were selected of the potent α-glucosidase inhibitors A–C (Fig. 1) and designed scaffold quinoline–quinazolinone–thioacetamide hybrids (Fig.…”

Synthesis, in vitro α-glucosidase inhibitory activities, and molecular dynamic simulations of novel 4-hydroxyquinolinone-hydrazones as potential antidiabetic agents

“…According to Pan American Health Organization (PAHO), in 2019, the age-standardized death rate due to DM was estimated at 20.9 deaths per 100,000 population and it will keep rising over the next decades. DM categorize as a metabolic disorder corresponding with prolonged high blood sugar levels 1 . Hyperglycemia is the most critical criterion of all DM types and its consistency leads to various complications such as cardiovascular disorders, kidney failure, neuropathy, lipid metabolism disorders, and etc.…”

“…In the last step, condensation of hydrazone with aldehydes under reflux conditions produce compound 6. NMR results confirmed the structures of all synthesized compounds, for example in 1 H NMR individual peaks such as the OH group appears in 13-14 ppm, the NH amide group appears in 12-13 ppm, another NH amide group appears in 8-9 ppm and imine group appears in aromatic region. Also, in 13 C NMR individual peaks such as carbonyl of amide groups appear in 160-170 ppm, carbon of 4-hydroxyquinolinone appears in 170-175 ppm, and carbon of imine group appears in 145-150 ppm.…”