New fused pyrimidine derivatives with anticancer activity: Synthesis, topoisomerase II inhibition, apoptotic inducing activity and molecular modeling study

Oxidative Dehydrosulfurative Carbon–Oxygen Cross-Coupling of 3,4-Dihydropyrimidine-2-thiones with Aryl Alcohols

“…Following the literature procedure, ethyl 6-methyl-4-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ( 1a ), methyl 4-methyl-6-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ( 1b ), isopropyl 6-methyl-4-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ( 1c ), tert -butyl 6-methyl-4-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ( 1d ), ethyl 6-ethyl-4-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ( 1e ), ethyl 4-phenyl-6-propyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ( 1f ), ethyl 4,6-diphenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ( 1g ), 6-(4-fluorophenyl)-4-phenyl-3,4-dihydropyrimidine-2­(1 H )-thione ( 1h ), ethyl 6-methyl-2-thioxo-4-( p -tolyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate ( 1i ), ethyl 4-(4-methoxyphenyl)-6-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ( 1j ), ethyl 4-(3,5-dimethylphenyl)-6-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ( 1k ), ethyl 4-(4-fluorophenyl)-6-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ( 1l ), ethyl 4-(4-chlorophenyl)-6-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ( 1m ), ethyl 4-(4-bromophenyl)-6-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ( 1n ), ethyl 4-(4-nitrophenyl)-6-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ( 1o ), ethyl 6-phenyl-4-(pyridin-3-yl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ( 1p ), ethyl 6-phenyl-4-(thiophen-2-yl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ( 1q ), ethyl 4-(naphthalen-2-yl)-6-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ( 1r ), ethyl 6-methyl-2-thioxo-4-( p -tolyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate ( 1s ), ethyl 4-(4-fluorophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ( 1t ), and ethyl 4-(4-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ( 1u ) were prepared.…”

Pyrimidine: a review on anticancer activity with key emphasis on SAR

“…The cell cycle was arrested at the G2/M phase leading to inhibition of cell proliferation and induced apoptotic activity. 140 also elucidated potent topoisomerase II inhibitory activity (IC 50 =2.89 μM) versus DOX (IC 50 = 2.67 μM) which was used as a positive control [143].…”

Design, synthesis and mechanistic study of new benzenesulfonamide derivatives as anticancer and antimicrobial agents via carbonic anhydrase IX inhibition

“…This challenge lies in the difficulty to discover novel selective agents that inhibit the proliferation of tumor cells without being toxic to normal cells. [1][2][3][4] According to GLO-BOCAN, 2020 estimation, about 19.3 million cancer cases and 10 million cancer deaths are estimated to occur worldwide in 2020. Breast cancer (BC) is one of the most commonly diagnosed and the second leading cause of cancer related deaths in females.…”