Synthesis of Novel and Diverse 1, 4-dihydropyridine Analogues and their Antimicrobial and Anticancer Activities

Manilal, Aseer; Abdu, A. Jamal; Merdekios, Behailu; Chen, Xiangxiong; Idhayadhul, A.

doi:10.3923/jpt.2014.119.128

Cited by 4 publications

(2 citation statements)

References 3 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The synthesis and anticancer activities of bis(1,3,4-oxadiazole-2-thiol) and bis(4amino-1,2,4-triazole-3-thiole) derivatives of DHPs in the C3 and C5 have been reported. 20 Moreover, research has shown the synthesis and biological activities of 1,3,4-oxadiazole derivatives which are linked to N1 of DHP ring system. 21 In spite of the highly developed chemistry of the DHPs, there is not adequate information about the synthesis of 1,4-DHPs bearing-substituents other than hydrogen atoms or alkyl groups in the C2 and C6.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and assessment of the cytotoxic effect of some of 1,4-dihydropyridine derivatives which contain azole moiety

2021

View full text Add to dashboard Cite

A number of 1,4-dihydropyridine derivatives (9a-d, 10a-d, and 11a-d) were designed and synthesized by the reaction of 1,3,4-oxadiazole-5-thiones and 1,2,4-triazole-5-thiones to 2,6-dibromomethyl-3,5-diethoxycarbonyl-4-(3-ni-trophenyl)-1,4-dihydropyridine. The synthesized compounds were characterrized using FT-IR, 1H-NMR, 13C-NMR spectral data, ESI-MS, and elemental analysis. The cytotoxicity of the synthesized compounds was evaluated in human breast cancer (MCF-7) cells based on the results of MTT assay. The results indicated that compound Diethyl 4-(3-nitrophenyl)-2,6-bis[((5-(3-nitrophenyl)-1,3,4-oxa-diazol-2-yl)thio)methyl]-1,4-dihydro pyridine-3,5-dicarboxylate (9b) with (IC50 = 23 ? 2.32 ?M) was the most potent derivative against MCF-7 cells. Based on the results, the use of oxadiazole moiety in the C2 and C6 positions of 1,4-di-hydropyridine ring system enhanced the cytotoxic potential of these derivatives. Therefore, some of the oxadiazole-substituted 1,4-DHPs may facilitate further modifications which result in the discovery of potent cytotoxic agents.

show abstract

Section: Introductionmentioning

confidence: 99%

Synthesis and assessment of the cytotoxic effect of some of 1,4-dihydropyridine derivatives which contain azole moiety

2021

View full text Add to dashboard Cite

show abstract

“…Synthesis and antibacterial activities of bis(1,3,4-oxadiazole-2-thiol) and bis(4amino-1,2,4-triazole-3-thiole) derivatives of 1,4-dihdropyridines derivatized at C3, C5 was reported. 26 Synthesis and biological activities of 1,3,4-oxadiazole derivatives linked to N1 of 1,4-dihydropyridines ring system was reported. 27 In spite of the widely developed chemistry of the 1,4-DHPs, much less is known about the synthesis of 1,4-DHPs bearing-substituents other than hydrogen atoms or alkyl groups Ziaie et al: Synthesis and Biological Evaluation of 1,2,4-Triazoles ... at C2 and C6.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Biological Evaluation of 1,2,4-Triazoles and 1,3,4-Oxadiazoles Derivatives Linked to 1,4-Dihydropyridines Scaffold

Ziaie

Dilmaghani

Tukmechi

2017

ACSi

View full text Add to dashboard Cite

A series of diethyl-2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate derivative coupled to 1,3,4-oxadiazole-5-thiones and 1,2,4-triazole-5-thiones moieties at C2,C6 positions of 1,4-dihydropyridine ring system was prepared. This linkage was carried out by the reaction of 1,3,4-oxadiazole-5-thiones and 1,2,4-triazole-5-thiones with 2,6-dibromomethyl-3,5-diethoxycarbonyl-4-phenyl-1,4-dihydropyridine in the presence of potassium carbonate as a weak base and dry acetone as the solvent. The newly synthesized compounds were characterized by FT-IR, 1 H NMR, 13 C NMR spectral data, elemental analysis and FAB-MS. The synthesized compounds were tested for their antimicrobial and antifungal activity against Escherichia coli and Aspergillus fumigatus in vitro in comparison with Enrofloxacin and Amphotericin as the reference drugs which are normally used for treating such infections. The synthetic compounds showed different inhibition zones against tested bacteria and fungi. Compound 8d showed more antagonistic activity against E. coli and A. fumigatus.

show abstract

Experimental determination of solubility of dihydropyridine derivatives in organic solvents at different temperatures: Interactions and thermodynamic parameters relating to the solvation process

Baluja

Talaviya

2016

Journal of Molecular Liquids

View full text Add to dashboard Cite

Synthesis of Novel and Diverse 1, 4-dihydropyridine Analogues and their Antimicrobial and Anticancer Activities

Cited by 4 publications

References 3 publications

Synthesis and assessment of the cytotoxic effect of some of 1,4-dihydropyridine derivatives which contain azole moiety

Synthesis and assessment of the cytotoxic effect of some of 1,4-dihydropyridine derivatives which contain azole moiety

Synthesis and Biological Evaluation of 1,2,4-Triazoles and 1,3,4-Oxadiazoles Derivatives Linked to 1,4-Dihydropyridines Scaffold

Experimental determination of solubility of dihydropyridine derivatives in organic solvents at different temperatures: Interactions and thermodynamic parameters relating to the solvation process

Contact Info

Product

Resources

About