Synthesis and in vitro anti-tumor activity of new oxadiazole thioglycosides

Abu-Zaied, Mamdouh A.; El-Telbani, Emad M.; Elgemeie, Galal H.; Nawwar, Galal A. M.

doi:10.1016/j.ejmech.2010.11.008

Cited by 84 publications

(37 citation statements)

References 29 publications

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“…[4] For this reason, many Tiazofurin analogues were synthesized aiming to produce derivatives with reduced toxicity. [5] As a part of our recent program directed toward syntheses of catabolically stable nucleoside analogues, we have recently reported on the synthesis and antiviral activity of a number of heterocyclic thioglycosides that have an interesting cytotoxic activity such as pyridine thioglycosides, [6] pyrimidine thioglycosides, [7] imidazole thioglycosides, [8] oxadiazole thioglycosides, [9] thiophene thioglycosides, [10] quinoline thioglycosides, [11] and thienopyrazole thioglycosides. [12] We have reported that the thioglycosides of dihydropyridine show a strong P-glycoprotein antagonist activity as well as against human colon carcinoma cells.…”

Section: Introductionmentioning

confidence: 99%

Thiazoles in glycosylation reactions: Novel synthesis of thiazole thioglycosides

Abu-Zaied

Elgemeie

2017

Heteroatom Chemistry

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Section: Introductionmentioning

confidence: 99%

Thiazoles in glycosylation reactions: Novel synthesis of thiazole thioglycosides

Abu-Zaied

Elgemeie

2017

Heteroatom Chemistry

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“…(4-Chlorophenyl)-[1-(4-nitrophenyl)-3-phenylpyrazol-4-ylmethylene]amine [13] compound possesses a good activity against L. infantum with IC50 of 12.4 M while 5-(3-isobutyl-1-phenyl-1H-pyrazol-4-yl)-2-substituted-1,3,4-oxadiazoles [15] have an anticancer activity against breast and liver cell line with IC50 of around 2-7 M and 4-13 M, respectively.…”

Section: Introductionmentioning

confidence: 99%

“…Besides, pyrazole derivatives have been of great interest in medicinal chemistry for their role as potent antiparasitic [13], antimicrobial [14], and antitumor agents [15]. (4-Chlorophenyl)-[1-(4-nitrophenyl)-3-phenylpyrazol-4-ylmethylene]amine [13] compound possesses a good activity against L. infantum with IC50 of 12.4 M while 5-(3-isobutyl-1-phenyl-1H-pyrazol-4-yl)-2-substituted-1,3,4-oxadiazoles [15] have an anticancer activity against breast and liver cell line with IC50 of around 2-7 M and 4-13 M, respectively.…”

Section: Introductionmentioning

confidence: 99%

Preparation and Antibacterial Activity of Some New 4-(2-Heterylidenehydrazinyl)-7-chloroquinoline Derivatives

Le¹,

Pham²,

Nguyen³

2018

Journal of Chemistry

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N-(4-Substituted phenyl)acetamides, which were prepared from acetic anhydride and p-substituted anilines, were utilized as precursors for reactions to Vilsmeier-Haack reagent to form 6-substituted-2-chloroquinoline-3-carbaldehydes a-c. Meanwhile, a similar reagent was applied to 1-[1-(4-substituted phenyl)ethylidene]-2-phenylhydrazines as substrates, which were synthesized from phenylhydrazine hydrochloride and p-substituted acetophenones, and 1,3-diarylpyrazole-4-carbaldehydes d-f were observed as a result. Reactions between the aldehydes a-f and 7-chloro-4-hydrazinylquinoline , obtained from reaction of 4,7-dichloroquinoline and hydrazine hydrate, formed six new hydrazone compounds, namely, 4-{2-[(6-substituted-2-chloroquinolin-3-yl)methylidene]hydrazinyl}-7-chloroquinolines a-c and 4-(2-{[3-(4-substituted phenyl)-1-phenyl-1H-pyrazol-4-yl]methylene}hydrazinyl)-7-chloroquinolines d-f. The chemical structures of all synthesized compounds were elucidated by the analysis of IR, 1 H, 13 C-NMR, and HRMS spectral data. Additionally, all of the synthesized hydrazones were evaluated in terms of cytotoxic activity against four strains of bacteria and four strains of fungus at several concentrations of substrates. As a result, three of them, a-c, possess the good ability as growth inhibitor of Bacillus subtilis and Aspergillus niger at the concentration of 25 g/mL and 50 g/mL, respectively, while compound e only shows a cytotoxic activity against Aspergillus niger at the concentration of 25 g/mL.

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“…A series of indole and 1,3,4-oxadiazole hybrid compounds were recently prepared by Hatti and coworkers and were screened against MCF-7, KB, Colo-205, and A-549 cancer cell lines. Among them, compounds 4-8 were found to exhibit significantly higher anticancer activity as compared to the reference drug etoposide ( Table 2) [20].…”

Section: Introductionmentioning

confidence: 99%

Recent advancements in oxadiazole-based anticancer agents

Rasool¹,

Ahmad²,

Khan³

et al. 2017

Trop. J. Pharm Res

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Oxadiazole ring system occupies a significant position among heterocyclic templates for medicinal compounds due to its wide spectrum of biological activities. This article entails an in-depth review of the ability of oxadiazole derivatives to induce apoptosis of cancer cells. FDA has approved a number of drugs for the treatment of different types of cancer. There is, however, a continuing need for the development of new anticancer agents due to increasing cases of drug resistance. Moreover, medicinalchemists are continuously struggling to invent selective cytotoxic agents with minimum side effects. This work reviews the significance of oxadiazole ring system and its potential to act as a template for novel anticancer agents.

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Synthesis and in vitro anti-tumor activity of new oxadiazole thioglycosides

Cited by 84 publications

References 29 publications

Thiazoles in glycosylation reactions: Novel synthesis of thiazole thioglycosides

Thiazoles in glycosylation reactions: Novel synthesis of thiazole thioglycosides

Preparation and Antibacterial Activity of Some New 4-(2-Heterylidenehydrazinyl)-7-chloroquinoline Derivatives

Recent advancements in oxadiazole-based anticancer agents

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