2,5-Disubstituted furan derivatives containing imidazole, triazole or tetrazole moiety as potent α-glucosidase inhibitors

He, Min; Li, Yuanjing; Shao, Jiang; Fu, Yong Qing; Li, Yasheng; Cui, Zi‐Ning

doi:10.1016/j.bioorg.2022.106298

Cited by 7 publications

(2 citation statements)

References 29 publications

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“…These compounds exhibited better inhibitory activity against αglucosidase (against maltase and sucrose) than referenced quercetin. On the basis of the work [92], significantly greater inhibitory activity against α-glucosidase was screened for differences in structure 1H-tetrazol-5-yl-2,5-disubstituted furanes 91a,b. According to the kinetic study, the most promising compound, 91a (IC 50 4.6 µM), is an uncompetitive inhibitor against α-glucosidase.…”

Section: α-Glycosidase (Ag) Inhibitorsmentioning

confidence: 99%

Tetrazoles and Related Heterocycles as Promising Synthetic Antidiabetic Agents

Trifonov,

Ostrovskii

2023

IJMS

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Tetrazole heterocycle is a promising scaffold in drug design, and it is incorporated into active pharmaceutical ingredients of medications of various actions: hypotensives, diuretics, antihistamines, antibiotics, analgesics, and others. This heterocyclic system is metabolically stable and easily participates in various intermolecular interactions with different biological targets through hydrogen bonding, conjugation, or van der Waals forces. In the present review, a systematic analysis of the activity of tetrazole derivatives against type 2 diabetes mellitus (T2DM) has been performed. As it was shown, the tetrazolyl moiety is a key fragment of many antidiabetic agents with different activities, including the following: peroxisome proliferator-activated receptors (PPARs) agonists, protein tyrosine phosphatase 1B (PTP1B) inhibitors, aldose reductase (AR) inhibitors, dipeptidyl peptidase-4 (DPP-4) inhibitors and glucagon-like peptide 1 (GLP-1) agonists, G protein-coupled receptor (GPCRs) agonists, glycogen phosphorylases (GP) Inhibitors, α-glycosidase (AG) Inhibitors, sodium glucose co-transporter (SGLT) inhibitors, fructose-1,6-bisphosphatase (FBPase) inhibitors, IkB kinase ε (IKKε) and TANK binding kinase 1 (TBK1) inhibitors, and 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1). In many cases, the tetrazole-containing leader compounds markedly exceed the activity of medications already known and used in T2DM therapy, and some of them are undergoing clinical trials. In addition, tetrazole derivatives are very often used to act on diabetes-related targets or to treat post-diabetic disorders.

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Section: α-Glycosidase (Ag) Inhibitorsmentioning

confidence: 99%

Tetrazoles and Related Heterocycles as Promising Synthetic Antidiabetic Agents

Trifonov,

Ostrovskii

2023

IJMS

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“…The GC-MS analysis also detected chemicals that are known to possess properties related to both antioxidant and antidiabetic activities. For instance, studies have demonstrated that derivatives of furan carboxylic acid possess therapeutic properties in managing 26,27 diabetes. Additionally, various compounds such as hydroxymethyl furfural, eugenol, trans ferulic acid, 2,4-dibutyl tetra phenol, cinnamic acid derivatives, pyridine, and pyrimidine derivatives have been found to exhibit antioxidant and antidiabetic effects.…”

Section: Figure 3 -Gc-ms For Butanol Fractionmentioning

confidence: 99%

Antidiabetic, and radical scavenging activity of Kigelia africana fruit fractions.

Muyenga,

Bamitale,

Kibuule

et al. 2023

mjz

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Background: Traditional medicine is gaining traction in Africa. 92.1% of diabetes patients at the University Teaching Hospital in Zambia use herbal medicine. Kigelia africana is a botanical species used in traditional medicine for diabetes due to its phytochemical composition. This study aimed to determine the phytoconstituents, radical scavenging activities, total flavonoid concentration, and total phenolic content of the antidiabetic bioactive Kigelia africana fruit fractions. Methods: Using UV spectrophotometer we determined the total phenolic content (TPC), total flavonoid content (TFC) and free radical scavenging activity. Alloxan-induced diabetes rat models were used to determine the antidiabetic effect in vivo. Phytoconstituent analysis was via gas-chromatography Mass spectrophotometry (GC-MS) Results: The ethyl acetate fraction demonstrated superior antidiabetic activity, reducing blood glucose levels from 28.42±2.7 mmol/l to 8.16±4.4 mmol/l. Statistical analysis showed no significant difference between the ethyl acetate fraction and Glibenclamide,(p=0.152). Although the ethyl acetate fraction had a higher reading, there was no statistically significant difference found in Total Phenolic content (TPC) (p=0.3) and Total Flavonoid content (TFC) (p=0.06). IC50 values for DPPH were 0.05330 (chloroform), 0.05352 (ethyl acetate), and 0.4013 (butanol). GC-MS analysis revealed the presence of important fatty acids, methyl furfural, furan carboxylic acid and 4-pyran-4-one derivatives. Conclusion: The GC-MS fingerprint of the antidiabetic fractions revealed important fatty acids and phenolic compounds that could be attributed to the observed antidiabetic activity.

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