Inhibition of α-glucosidase and α-amylase by diaryl derivatives of imidazole-thione and 1,2,4-triazole-thiol

Balba, M. Hamdy; El-Hady, Neama Abd; Taha, Nabil M.; Rezki, Nadjet; Ashry, El Sayed H. El

doi:10.1016/j.ejmech.2011.03.051

Cited by 47 publications

(23 citation statements)

References 40 publications

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“…The in vitro inhibition of the α‐amylase and lipase by these compounds with C 2 H 5 substitution on the ring indicated that a rapid interaction between these inhibitors and tested enzymes might have taken place at the active site of the enzymes. This inhibition was confirmed by the data of IC 50 of these tested compounds .…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Evaluation of New Bis‐1,3,4,2‐triazaphospholinoalkane Derivatives as In Vitro α‐Amylase and Lipase Inhibitors

Hamzaoui

Salah

Hamden

et al. 2015

Archiv der Pharmazie

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A series of new 1,ω-bis-(5-alkyl-2-oxide-3-tosyl-1,3,4,2-triazaphospholino)alkanes 2 and 3 were prepared in good yields by the treatment of 1,ω-bis-(1-tosylamidrazone)alkanes 1 with two molar equivalents of phosphoryl trichloride and phenylphosphonic dichloride, respectively. All the newly synthesized compounds were characterized by IR, (1) H NMR, (13) C NMR, (31) P NMR, and elemental analysis. All the new compounds were screened for their inhibitory effect on the key enzymes related to diabetes and obesity, as α-amylase and lipase. The in vitro study revealed that these alkane derivatives exert an inhibitory action against these key enzymes, especially 2b with an IC50 of 16 μg/mL against α-amylase and lipase. Overall, the findings of the current study indicate that 2d exhibits attractive properties and can therefore be considered for future application in the development of antidiabetic and hypolipidemic drugs.

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Section: Resultsmentioning

confidence: 99%

Synthesis and Evaluation of New Bis‐1,3,4,2‐triazaphospholinoalkane Derivatives as In Vitro α‐Amylase and Lipase Inhibitors

Hamzaoui

Salah

Hamden

et al. 2015

Archiv der Pharmazie

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“…The toxic effect of the chemical groups or substituents in compounds 1, 2 and 3 should be taken into consideration. Recently, we reported that LD 50 values for compounds 1, 2 and 3 of 0.204, 0.107 and 0.155 mg/g body weight, respectively (Balba et al, 2011) and the persistence of those compounds in rabbits was approximately 120 h.…”

Section: Discussionmentioning

confidence: 99%

“…In addition, inhibition of these glycosidases has various effects (Nadanaka et al, 2004;Goffard et al, 2005;Torrelles et al, 2006). Recently, we have reported the glycosidase inhibition activity of 4,5-diphenylimidazole-2-thione (compound 1), 4,5-diphenyl-1,2,4-triazole-3-thiol (compound 2), and 5-(o-hydroxyphenyl)-4-phenyl-1,2,4-triazole-3-thiol (compound 3) (Balba et al, 2011). The objective of the present study is to evaluate the anticoccidial activity of these compounds compared to toltrazuril through the inhibition of coccidiosis-induced elevation of α-glucosidase and α-amylase, taking into consideration the presence of thiourea moiety in their cyclic structure (Fig.…”

Section: Introductionmentioning

confidence: 99%

Some heterocyclic thione derivatives exhibit anticoccidial activity by inhibiting glycosidases.

Balbaa

El-Hady²,

Taha³

et al. 2012

Acta Biochim Pol

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Coccidiosis is one of the most common parasitic diseases affecting many species of domestic animals. This disease has a major economic significance and the search for new compounds having anticoccidial activity is of great importance. In this article, different levels of protection from coccidian infection by Eimeria stiedae were developed in rabbits by treatment with compounds incorporating the skeleton of thiourea. These compounds include 4,5-diphenylimidazole-2-thione (1), 4,5-Diphenyl- 1,2,4-triazole-3-thiol (2) and 5-(2-Hydroxyphenyl)-4-phenyl-1,2,4-triazole-3-thiol (3) compared to the anticoccidial drug toltrazuril as a reference compound. Compounds 1-3 inhibit coccidiosis-induced activity of α-glucosidase.The protection from coccidial infection by compound 1 was higher than that shown for compounds 2 and 3. These data suggest that diazole and triazole thione derivatives have a mimetic effect for anticoccidial drugs through their inhibition of glycosidases.

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“…The similar synthetic procedure was applied to prepare pyridazinone substituted 1,2,4-triazoles which showed highly significant reduction in mean arterial blood pressure but with higher dose in comparison to standard drugs Hydralazine and Propanolol [134]. Moreover, a series of novel sulfonamide-1,2,4-triazolones (26-65%), triazole thiones (53-96%) and benzodioxane triazoles (96%) as well as phenyl triazoles were conveniently developed in the similar preparative method, and these intriguing molecules exhibited interesting bioactivities like antibacterial, antifungal and antitumor properties [135][136][137]. This type of synthetic strategy provides a fast (several minutes), facile and efficient method to access substituted 1,2,4-triazole thione derivatives [138][139][140][141][142].…”

Section: Amino Thio Hydrazidesmentioning

confidence: 99%

Current Developments in the Syntheses of 1,2,4-Triazole Compounds

Zhang¹,

Damu²,

Cai³

et al. 2014

COC

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Heterocyclic 1,2,4-triazole derivatives possess unusually spacious potentiality as medicinal agents, agricultural chemicals, functional materials, ionic liquids, supramolecular catalysts as well as artificial enzymes and receptors for supramolecular recognition and biomimetic catalysis, and their various researches and developments have been being a quite rapidly developing and active highlight topic with an infinite space. Numerous efforts have been directed toward various types of possible applications of 1,2,4-triazole-based compounds and a lot of important progress has been made, especially their preparations have attracted increasing attention. This review systematically summarized the recent advances in the syntheses of 1,2,4-triazole derivatives, including: (1) Cyclizations to form triazole ring; (2) Transformations of heterocyclic compounds to construct triazole ring; (3) Substitutions on 1,2,4-triazole ring; (4) Structural modifications in side chains of 1,2,4-triazole ring. It was hoped that this review would be helpful for the design and development of highly efficient preparation of 1,2,4-triazole derivatives with various sorts and varieties of extensively potential applications in medicine, agriculture, chemistry, materials, supramolecular sciences and so on.

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Inhibition of α-glucosidase and α-amylase by diaryl derivatives of imidazole-thione and 1,2,4-triazole-thiol

Cited by 47 publications

References 40 publications

Synthesis and Evaluation of New Bis‐1,3,4,2‐triazaphospholinoalkane Derivatives as In Vitro α‐Amylase and Lipase Inhibitors

Synthesis and Evaluation of New Bis‐1,3,4,2‐triazaphospholinoalkane Derivatives as In Vitro α‐Amylase and Lipase Inhibitors

Some heterocyclic thione derivatives exhibit anticoccidial activity by inhibiting glycosidases.

Current Developments in the Syntheses of 1,2,4-Triazole Compounds

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