32079-26-8Relevant academic research and scientific papers
Synthesis, Molecular Docking and Biological Evaluation of Diaryl Pyrimidine Derivatives as Urease Inhibitors
Boumi, Sh.,Talebi,Sarmad,Bassam,Barzegar,Hosseini,Amini,Amanlou
, p. 1359 - 1366 (2022/03/08)
Urease is a dinickel enzyme that is responsible for the hydrolysis of urea to ammonia and carbon dioxide. A series of bacteria like Helicobacter pylori produce urease in order to release ammonia via urea hydrolysis and survive in acidic environments. Urease inhibitors are often used as a part of the medical treatment of infections by ureolytic bacteria. In this work, a series of diaryl pyrimidine derivatives (compounds 6a–6i) have been synthesized as urease inhibitors, their inhibitory activities against Jack bean urease have been investigated in vitro, and the obtained values of IC50 showed potent urease inhibitory activity. Cytotoxic activity of the synthesized compounds was evaluated against four cell lines (HT-29, MCF-7, T47D, and NIH3T3). Many of the tested compounds did not show significant cytotoxicity, and compounds 6d, 6g, and 6i did not show any cytotoxic activity against these cell lines. Among these, compound 6d showed the most pronounced urease inhibitory activity (IC50 = 780 ± 50nM), being over 28-fold more potent than thiourea (IC50 = 22.01 ± 0.08 ìM) and 128-fold more potent than hydroxyurea (IC50 = 100.00 ± 0.08 ìM) as standard inhibitors, respectively. The results of molecular docking studies showed that compound 6b had the best binding energy and exhibited proper interaction with the active site of urease.
Synthesis, evaluation of biological activity, docking and molecular dynamic studies of pyrimidine derivatives
Amanlou, Massoud,Amini, Mohsen,Boumi, Shahin,Moghimirad, Jafar,Ostad, Seyed Nasser,Tavajohi, Shohreh
, p. 212 - 225 (2021/03/19)
The microtubule is composed of αβ-tubulin heterodimers and is an attractive target for the design of anticancer drugs. Over the years, various compounds have been developed and their effect on tubulin polymerization has been studied. Despite great efforts to make an effective drug, no drug has been introduced which inhibit colchicine binding site. In the current work, a series of pyrimidine derivatives were designed and synthesized. Furthermore, their cytotoxic activities were evaluated and molecular docking studies were performed. Twenty compounds of pyrimidine were synthesized in 2 different groups. In the first group, 4,6-diaryl pyrimidine was connected to the third aryl group via thio-methylene spacer. In the second group, this linker was substituted by S-CH2-triazole moiety. The cyto-toxic activity of these compounds was evaluated against 4 different cell lines (HT-29, MCF-7, T47D, NIH3T3). Compounds 6d, 6m, 6p showed potent cytotoxic activity against MCF7 cancerous cell lines. Between these compounds, compound 6p did not show cytotoxic activity against NIH-3T3 (normal cell) cell line. Docking studies show that these compounds occupy colchicine binding site in tubulin protein and probably their anticancer mechanism is inhibition of tubulin polymerization. Altogether, with respect to obtained results, it is attractive and beneficial to further investigation on pyrimidine scaffold as antimitotic agents. Attention to the selectivity index of 6p on MCF7 cell line could be valu-able in design new chemical agents for the treatment of breast cancer.
2-Sulfonylpyrimidines Target the Kinesin HSET via Cysteine Alkylation
F?rster, Tim,Shang, Erchang,Shimizu, Kenshiro,Sanada, Emiko,Sch?lermann, Beate,Huebecker, Mylene,Hahne, Gernot,López-Alberca, Maria Pascual,Janning, Petra,Watanabe, Nobumoto,Sievers, Sonja,Giordanetto, Fabrizio,Shimizu, Takeshi,Ziegler, Slava,Osada, Hiroyuki,Waldmann, Herbert
supporting information, p. 5486 - 5496 (2019/06/24)
Supernumerary centrosomes are a source of aneuploidy, and cells have adopted different mechanisms to avoid multipolar mitoses. The kinesin HSET is required for pseudo-bipolar mitoses in cancer cells with amplified centrosomes and suppression of HSET activ
Synthesis of novel nucleosides and stereoselectivity of N-glycosidation
Michigami, Kyosuke,Uchida, Satoshi,Adachi, Miho,Hayashi, Masahiko
supporting information, p. 595 - 599 (2013/07/27)
An efficient synthetic route for novel nucleosides has been realized. We report the formation of a-isomers in spite of neighboring group participation by the benzoyl group at the 2-position in N-glycosidation as well as discuss the stereoselectivity obser
Microwave-expedited one-pot, two-component, solvent-free synthesis of functionalized pyrimidines
Goswami, Shyamaprosad,Jana, Subrata,Dey, Swapan,Kumar Adak, Avijit
, p. 120 - 123 (2008/02/11)
The synthesis of a series of diversely substituted pyrimidines under solvent-free conditions in good yields is described. Under microwave irradiation, a variety of nucleophilic substrates containing the N?C?N unit with ?-dicarbonyl compounds, ethyl cyanoacetate, malononitrile, and chalcones was cyclized to give pyrimidines. A combinatorial type approach for a one-step synthesis has been developed where a ring-closing condensation is followed by spontaneous aromatization to afford 28 functionalized and aryl/alkyl substituted pyrimidines. CSIRO 2007.
SYNTHESIS AND REARRANGEMENT OF 5-ISOTHIOCYANATOPYRAZOLINES
Gotor, Vicente,Brieva, Rosario,Foces-Foces, Concepcion,Cano, Felix Hernandez
, p. 1783 - 1792 (2007/10/02)
1-(3-Iminoprop-1-enyl)-5-isothiocyanato-2-pyrazolines have been synthesized by reaction of hydrazine derivatives with carbon disulfide.These pyrazoline derivatives are precursors of pyrimidinylpyrazoles.
Studies on Heterocyclic Compounds: Part III - 4,6-Disubstituted 5,6 Dihydro-2(1H)pyrimidinethiones
Naik, S.K.,Behera, R.K.,Nayak, A.
, p. 1124 - 1125 (2007/10/02)
Several 4,6-disubstituted 2-(1H)-pyrimidinethiones (3) and the corresponding 5,6-dihydro derivatives (2) have been prepared by the action of chalcones (1) with thiourea and screened for their antifungal and antibacterial activities.
