New Pyrimidinone and Fused Pyrimidinone Derivatives as Potential Anticancer Chemotherapeutics

Rashad, Aymn E.; Shamroukh, Ahmed H.; Yousif, N. M.; Salama, M. A.; Ali, Hatem S.; Ali, Mamdouh M.; Mahmoud, Abeer E.; El‐Shahat, Mahmoud

doi:10.1002/ardp.201200119

Cited by 16 publications

(9 citation statements)

References 45 publications

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“…In line with our previous work [ 58 , 59 , 60 , 61 ] and our observations, we propose the modification of new heterocyclic compounds containing a pyridine nucleus in the hope that they could possess good anti-oxidant ability and anti-microbial activity.…”

Section: Introductionsupporting

confidence: 90%

Synthesis, Molecular Docking and in Vitro Screening of Some Newly Synthesized Triazolopyridine, Pyridotriazine and Pyridine–Pyrazole Hybrid Derivatives

et al. 2018

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A series of novel pyridine and fused pyridine derivatives have been prepared starting from 6-(3,4-dimethylphenyl)-2-hydrazinyl-4-(thiophen-2-yl)-pyridine-3-carbonitrile 1 which on treatment with appropriate formic acid, acetic acid/acetic anhydride, benzoyl chloride and/or carbon disulfide afforded the corresponding triazolopyridine derivatives 2–5. Also, treatment of hydrazide 1 with diethyloxalate, chloroacetyl chloride, chloroacetic acid and/or 1,2-dichloroethane yielded the corresponding pyridotriazine derivatives 7–10. Further transformation of compound 1 with a different active methylene group, namely acetyl acetone, diethylmalonate, ethyl cyanoacetate, ethyl benzoylacetate and/or ethyl acetoacetate, produced the pyridine–pyrazole hybrid derivatives 11–15. These newly synthesized compounds (1–15) were subjected to in silico molecular docking screenings towards GlcN-6-P synthase as the target protein. The results revealed moderate to good binding energies of the ligands on the target protein. All the newly prepared products exhibited antimicrobial and antioxidant activity.

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Section: Introductionsupporting

confidence: 90%

Synthesis, Molecular Docking and in Vitro Screening of Some Newly Synthesized Triazolopyridine, Pyridotriazine and Pyridine–Pyrazole Hybrid Derivatives

et al. 2018

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“…Development of resistance is a key related issue commonly observed in drug therapy [7,8,9,10]. Despite the great efforts in cancer research, resistance is currently insufficient [11,12,13,14,15,16]. Therefore, there is a crucial need to logically design novel, molecularly targeted antineoplastic treatments, which are more selective, preferably less toxic, and eventually more effective than conventional therapies [17].…”

Section: Introductionmentioning

confidence: 99%

Development of a Novel Series of Anticancer and Antidiabetic: Spirothiazolidines Analogs

et al. 2019

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4-(4-Aminophenyl)-1-thia-4-azaspiro[4.5]decan-3-one 1 was prepared and allowed to react with nitrogen nucleophiles to give the corresponding hydrazones 2–4. Further, compound 1 underwent diazotization and afforded the parallel hydrazono derivative 5; moreover, compound 1 refluxed with active methylene derivatives yielded the corresponding aminospirothiazolo pyridine–carbonitrile derivative 6 and spirothiazolopyridinone–carbonitrile derivative 7. Condensation of spirothiazolidine 1 with 4-chlorobenzaldehyde gave the corresponding spiro arylidiene derivative 8, which was utilized as a component of Micheal addition to react with excess of nitrogen nucleophiles to yield novel ring frameworks 4-(3′-(4-chlorophenyl)–spiro [cyclohexane-1,5′-pyrazolo[3,4-d]thiazol]-6′(1′H)-yl)aniline (9) and 4-(3′-(4-chlorophenyl)-6′H- spiro[cyclohexane-1,5′-thiazolo[5,4-d]isoxazol]-6′-yl)aniline (10). Finally, when spirothiazolo pyridinone–carbonitrile derivative 7 sodium salt generated in situ was reacted with different alkyl halides, it produced the corresponding N-derivatives 12–16. Three compounds, 6, 14, and 16, showed high significantly anticancer activities compared with Doxorubicin® (positive control) against human breast carcinoma (MCF-7) and human liver carcinoma (HepG-2) cell lines. On the other hand, compounds 6 and 9 showed higher therapeutic indices for both of alpha-amylase inhibitor and alpha-glucosidase inhibitor than the other tested compounds compared with the antidiabetic Acarbose (positive control).

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“…1,2 Therefore, an interest for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones (DHPMs) and their derivations is tremendously increasing. 3 One of the most important functionalized pyrimidinones is fused derivatives with an arylidene group. These heterocyclic compounds are significant intermediates for the preparation of many biologically active products.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of arylidene dihydropyrimidinones and thiones catalyzed by iron (III) phosphate

Moradi¹,

Behbahani²

2018

10.5267/j.ccl

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In this paper, the synthesis of arylidene heterobicyclicpyrimidinones and thiones is reported by condensation of aromatic aldehydes, cyclopentanone, and urea or thiourea in the present of FePO4 as the green and recyclable catalyst. Using solvent-free conditions, non-toxic and inexpensive materials, simple and clean work-up, relatively short reaction times, and high yields of the products are the advantages of this method. Also, some new derivatives of arylidene dihydropyrimidinones and thiones were prepared by this green method.

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New Pyrimidinone and Fused Pyrimidinone Derivatives as Potential Anticancer Chemotherapeutics

Cited by 16 publications

References 45 publications

Synthesis, Molecular Docking and in Vitro Screening of Some Newly Synthesized Triazolopyridine, Pyridotriazine and Pyridine–Pyrazole Hybrid Derivatives

Synthesis, Molecular Docking and in Vitro Screening of Some Newly Synthesized Triazolopyridine, Pyridotriazine and Pyridine–Pyrazole Hybrid Derivatives

Development of a Novel Series of Anticancer and Antidiabetic: Spirothiazolidines Analogs

Synthesis of arylidene dihydropyrimidinones and thiones catalyzed by iron (III) phosphate

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