Synthesis and antitumor activity of novel pyrazolo[1,5-a]pyrimidine derivatives

El-Enany, Mervat M.; Kamel, Mona M.; Khalil, Omneya M.; El‐Nassan, Hala B.

doi:10.5155/eurjchem.2.3.331-336.319

Cited by 27 publications

(23 citation statements)

References 15 publications

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“…Chemistry Target molecules (3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18) were synthesized in three steps as shown in Scheme 1. In the first step, 2-(chloromethyl)benzimidazole (1) benzimidazole (2) was obtained from 2-(chloromethyl)benzimidazole (1) via Willgerodt-Kindler reaction.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Biological Evaluation of Some 1,2‐Disubstituted Benzimidazole Derivatives as New Potential Anticancer Agents

Yurttaş

Demirayak

Çiftçi

et al. 2013

Archiv der Pharmazie

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The synthesis of some new 1-(2-aryl-2-oxoethyl)-2-[(morpholine-4-yl)thioxomethyl]benzimidazole derivatives and investigation of their anticancer activities were the aims of this work. 2-(Chloromethyl)benzimidazole compound was reacted with sulfur and morpholine via Willgerodt-Kindler reaction to give 2-[(morpholine-4-yl)thioxomethyl]benzimidazole. Then, the obtained compound was reacted with appropriate α-bromoacetophenone derivatives in the presence of potassium carbonate to give the final products. Structure elucidation of the final compounds was achieved by FT-IR, (1)H NMR spectroscopy and MS spectrometry. The anticancer activities of the final compounds were evaluated by MTT assay, BrdU method, and flow cytometric analysis on C6, MCF-7, and A549 tumor cells. Most of the synthesized compounds exhibited considerable selectivity against the MCF-7 and C6 cell lines.

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Section: Resultsmentioning

confidence: 99%

Synthesis and Biological Evaluation of Some 1,2‐Disubstituted Benzimidazole Derivatives as New Potential Anticancer Agents

Yurttaş

Demirayak

Çiftçi

et al. 2013

Archiv der Pharmazie

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“…The extracts were collected and dried over anhydrous Na 2 SO 4 , filtered and concentrated producing the crude nucleoside that was purified on silica gel column using n-hexane: ethyl acetate (4:1) as an eluent to give 9. (10) Dry ammonia gas was passed into a solution of protected nucleoside 9 (1 mmol) in dry methanol (20 mL) at 0 C for 0.5 h, Table 2 Effect of treatment with different concentrations (2, 5, 10 and 20 mg/ml) of the prepared compounds on the levels of DNA and RNA as compared with control in MCF-7 cell line. then the reaction mixture was stirred at room temperature until the reaction was judged complete by TLC (5 h).…”

Section: General Procedures For the Synthesis Of Compounds 4e7mentioning

confidence: 99%

“…Cells (0.65 Â 10 5 cells/well) were plated separately in a sterile flat bottom 96-well microplate (Falcon), and treated with 20 ml of different concentration of tested compounds and cisplatin (2,5,10 or 20 mg/ml), for 24 h at 37 C, in a humidified 5% CO 2 atmosphere. After incubation, media were removed and 40 ml MTT solution/well were added and incubated for an additional 4 h. MTT crystals were solubilized by adding 200 ml of DMSO/well and plate was shacked gently for 10 min at room temperature.…”

Section: Cytotoxicity Assaymentioning

confidence: 99%

Synthesis and anticancer effects of some novel pyrazolo[3,4-d]pyrimidine derivatives by generating reactive oxygen species in human breast adenocarcinoma cells

Rashad

Mahmoud

Ali

2011

European Journal of Medicinal Chemistry

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“…6 Our literature survey showed that the chemistry of fused pyrazolo [3,4-d]pyrimidine derivatives has drawn great attention due to their pharmacological importance 7,8 and their structural resemblance to purines. 9 In fact, several pyrazolo [3,4-d ]pyrimidine derivatives demonstrated significant antimicrobial 10,11 and cytotoxic activities.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of new pyrazole and antibacterial pyrazolopyrimidine derivatives

Rahmouni¹,

Romdhane²,

Said³

et al. 2014

Turk J Chem

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3-Substituted-1-phenyl-1 H -pyrazolo[3,4-d ]pyrimidin-4-amines 2a-c were synthesized by treating 5-aminopyrazole-4-carbonitriles 1a-c with formamide. The reactivity of compounds 1a-c towards some cyclic anhydrides was studied. The condensation of 5-aminopyrazole-4-carbonitrile 1b with triethylorthoformate gives imidate 7b, which reacts with a series of primary amines and leads to pyrazolo[3,4-d ]pyrimidine-4-amines 9 and 10. The reaction of imidate 7b with ammonia and hydroxylamine afforded pyrazolopyrimidine 2b and pyrazolo[3,4-d ]pyrimidin-5-(4 H) -ol 11, respectively. The synthesized compounds were completely characterized by 1 H NMR, 13 C NMR, IR, and HRMS.The antibacterial activity of some new synthesized compounds was evaluated and appeared to be significant.

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Synthesis and antitumor activity of novel pyrazolo[1,5-a]pyrimidine derivatives

Cited by 27 publications

References 15 publications

Synthesis and Biological Evaluation of Some 1,2‐Disubstituted Benzimidazole Derivatives as New Potential Anticancer Agents

Synthesis and Biological Evaluation of Some 1,2‐Disubstituted Benzimidazole Derivatives as New Potential Anticancer Agents

Synthesis and anticancer effects of some novel pyrazolo[3,4-d]pyrimidine derivatives by generating reactive oxygen species in human breast adenocarcinoma cells

Synthesis of new pyrazole and antibacterial pyrazolopyrimidine derivatives

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