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

Abstract

A new series of 4-benzyl-6,7,8,9-tetrahydro[1]benzothieno [3,2-e] [1,2,4]triazolo [4,3-a]pyrimidines was synthesized motivated by the widely reported anticancer activity of thieno [2,3-d]pyrimidines and triazolothienopyrimidines. The in vitro cytotoxic activity of some selected compounds was evaluated against two human cell lines: prostate cancer (PC-3) and colon cancer (HCT-116). A preliminary study of the structure-activity relationship of the target compounds was discussed. Most of the synthesized compounds showed remarkable activity on the tested cell lines, while compound 16c had the highest potency against the PC-3 cell line with an IC 50 of 5.48 μM compared to Doxorubicin (IC 50 = 7.7 μM), the reference standard used in this study. On the other hand, 6c and 18c were the most active against HCT-116 (IC 50 = 6.12 and 6.56 μM, respectively) relative to IC 50 = 15.82 μM of the standard. Thus, some of the synthesized thienopyrimidine derivatives, specially 6c, 16c and 18c, have the potential to be developed into potent anticancer agents.

Some Studies in Sulfadiazine Incorporating Pyridine, Pyrimidine, Oxadiazole, and Azo Moieties Endowed with Pharmaceutical Potency

“…This is especially correct for five membered-ring heterocyclic compounds, 21 which serve as the core components of a huge number of compounds that have a broad motivating range of biological action. [22][23][24] The goal of this study was to prepare new drugs for anticancer elucidation as a trial to give novel antitumor agents of a maximum action and minimize side effects. In this paper, the chosen sulfonamides regarding to pyridine, pyrimidine, oxadiazole, and azo compounds were elucidated and screened in vitro for prevention of the growth of HepG2 (human hepatocellular liver carcinoma cell lines), WI 38 (human lung fibroblasts), VERO (cell line was initiated from the kidney of a normal adult African green monkey), and MCF-7 (breast cancer cell lines) were compared with the known anticancer drug 5-fluorouracil (5-Fu) and as a trial to get more potent agents with lower toxicity.…”

Design, Synthesis and In Vitro Cytotoxic Activity of New 6,9-Disubstituted Purine Analogues

“…In addition to this, various heterocyclic analogs of purines, such as imidazo-pyrazines, 39 pyrazolo-pyridazines, 40 imidazo-pyridines, 41,42 thieno-pyridines, 43 pyrrolo-pyrimidines, 44 pyrazolo-pyrimidines, 45,46 thieno-pyrimidines 47 and triazolo-pyrimidines 48,49 have been found to possess anticancer activities.…”

Synthesis and Biological Evaluation of Some Novel S-β-D-Glucosides of 4-Amino-5-alkyl-1,2,4-triazole-3-thiones Derivatives

“…Thus led to the design and synthesize the new antimicrobial agents. 1,2,4-Triazole and its derivatives are an important class of compounds which possess diverse biological activities including anti-microbial, 1,2 antibacterial, 3,4 antifungal, 5,6 anti-inflammatory, 7 insecticidal, 8 anticonvulsant, 9,10 antitumor activity, 11 anti HIV activity, 12,13 hypoglycemic 14 and anticonvulsant. 15,16 Triadimefon and fluconazole which exhibits excellent fungicidal activities possessing 1,2,4-triazole nucleus.…”