Synthesis, anticancer activity and effects on cell cycle profile and apoptosis of novel thieno[2,3-d]pyrimidine and thieno[3,2-e] triazolo[4,3-c]pyrimidine derivatives

Synthesis and anticancer activity of novel tetrahydroquinoline and tetrahydropyrimidoquinoline derivatives

“…It was reported also that a large number of quinolines and their derivatives possessed potent anticancer activity (Chen et al, 2005a(Chen et al, , b, 2006Zhao et al, 2005;Li et al, 2006;Tseng et al, 2008Tseng et al, , 2012Al-Said et al, 2011;Luniewski et al 2012;Karthikeyan et al, 2015). Several studies supported that the pyrimidine nucleus is an important pharmacophore in various antitumor agents (Ghorab et al, 1996(Ghorab et al, , 2006aGhorab, 2000;Abou El Ella et al, 2008;Liu et al, 2014;Shao et al, 2014;Kandeel et al, 2015;Ma et al, 2015). Moreover, it is present in potent marketed anticancer drugs, for example, gefitinib (Iressa TM ) (Wakeling et al, 2002) and erlotinib (Tarceva TM ) (Moyer et al, 1997), and thus, it is considered as attractive target for the design of new anticancer agents.…”

Synthesis and antimicrobial activity of some new thienopyrimidine derivatives

“…A mixture of compound 3 (20 g, 66 mmol) in an excess amount of phosphorus oxychloride (60 ml) was heated under reflux on a water bath for 5 h. After cooling, the reaction mixture was poured into an ice-cooled water mixture (600 g), and then neutralized using sodium carbonate solution. The reaction mixture was stirred for half an hour, the formed precipitate was collected by filtration, washed several times with water, dried in air and recrystallized from ethanol to afford 4; white crystals, 95% 5-Cyano-6-phenyl-2-(p-tolylamino)pyrimidine-4-sulfanyl acetonitrile (6). A mixture of chloro compound 4 (2 g, 6.9 mmol) and elemental sulfur (0.64 mg, 20 mmol) was stirred in absolute ethanol (20 ml) in the presence of sodium borohydride (0,76 mg, 20 mmol) for 1 h. Then, the mixture was refluxed for 2h.…”

“…IR spectra were recorded on a Pye-Unicam Sp-100 spectrophotometer using KBr wafer technique and values represented in cm -1 . 1 H NMR and 13 C NMR were carried out on Varian Gemini 300 MHz spectrophotometer at the Microanalytical Center, Cairo University, Cairo, Egypt, using tetramethylsilane (TMS) as internal standard in deuterated dimethyl sulfoxide (DMSO-d 6 ) and deuterated chloroform (CDCl 3 ) and the chemical shifts were recorded in ppm δ scale. The electron impact (EI) mass spectra were recorded on JEOL JMS-600 spectrometer at Central unit for analysis and scientific service, National Research Center, Cairo, Egypt.…”

“…Pyrimidine and thienopyrimidine derivatives display a broad variety of biological activities, such as anticancer, [1][2][3][4][5][6] antiviral, [7][8][9] antitumor, [10][11][12][13][14][15] anti-inflammatory, 16,17 antimicrobial, [18][19] antimalarial 20 and antioxidant activities. 21,22 Also thienopyrimidines have long been the subject of chemical and biological research.…”

Synthesis, Characterization and Cytotoxicity of substituted[1]benzothieno[3,2-e][1,2,4]triazolo[4,3-a]pyrimidines

“…[25][26][27] In the last few years, many research groups investigated thienopyrimidine derivatives fused to 1,2,4-triazole moiety as potential cytotoxic agents. [28][29][30] For example, the fusion of a triazole ring to cycloalkylthieno [2,3-d]pyrimidine (VII) showed significant in vitro cytotoxic activity against human colorectal cancer cells (HCT-116) (IC 50 = 2.8 μg/mL) compared to the reference drug Doxorubicin (Fig. 2).…”