Simple approach for the regioselective synthesis of a bis (β-aminoalcohol) derived from polyoxyethylene: first report of fast ring-opening of polyoxyethylene diglycidyl ethers with sodium amide

Ghrab, Saad; Aroua, Lotfi M.; Mekni, Nejib Hussein; Beji, Mohamed

doi:10.1007/s11164-018-3323-2

Cited by 7 publications

(2 citation statements)

References 73 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The discovery of new α-glucosidase and α-amylase inhibitor agents is an interesting method of obtaining such drugs. To contribute to the advancement of the design and the discovery of new bioactive species [ 66 , 67 , 68 , 69 , 70 , 71 ], we combined the two patterns, benzimidazole and urea, in the same molecule, allowing for potential antidiabetic agents, and having good anti-oxidant activity.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Molecular Docking, and Bioactivity Study of Novel Hybrid Benzimidazole Urea Derivatives: A Promising α-Amylase and α-Glucosidase Inhibitor Candidate with Antioxidant Activity

et al. 2023

View full text Add to dashboard Cite

A novel series of benzimidazole ureas 3a–h were elaborated using 2-(1H-benzoimidazol-2-yl) aniline 1 and the appropriate isocyanates 2a–h. The antioxidant and possible antidiabetic activities of the target benzimidazole-ureas 3a–h were evaluated. Almost all compounds 3a–h displayed strong to moderate antioxidant activities. When tested using the three antioxidant techniques, TAC, FRAP, and MCA, compounds 3b and 3c exhibited marked activity. The most active antioxidant compound in this family was compound 3g, which had excellent activity using four different methods: TAC, FRAP, DPPH-SA, and MCA. In vitro antidiabetic assays against α-amylase and α-glucosidase enzymes revealed that the majority of the compounds tested had good to moderate activity. The most favorable results were obtained with compounds 3c, 3e, and 3g, and analysis revealed that compounds 3c (IC50 = 18.65 ± 0.23 μM), 3e (IC50 = 20.7 ± 0.06 μM), and 3g (IC50 = 22.33 ± 0.12 μM) had good α-amylase inhibitory potential comparable to standard acarbose (IC50 = 14.21 ± 0.06 μM). Furthermore, the inhibitory effect of 3c (IC50 = 17.47 ± 0.03 μM), 3e (IC50 = 21.97 ± 0.19 μM), and 3g (IC50 = 23.01 ± 0.12 μM) on α-glucosidase was also comparable to acarbose (IC50 = 15.41 ± 0.32 μM). According to in silico molecular docking studies, compounds 3a–h had considerable affinity for the active sites of human lysosomal acid α-glucosidase (HLAG) and pancreatic α-amylase (HPA), indicating that the majority of the examined compounds had potential anti-hyperglycemic action.

show abstract

Section: Introductionmentioning

confidence: 99%

Synthesis, Molecular Docking, and Bioactivity Study of Novel Hybrid Benzimidazole Urea Derivatives: A Promising α-Amylase and α-Glucosidase Inhibitor Candidate with Antioxidant Activity

et al. 2023

View full text Add to dashboard Cite

show abstract

“…In continuation to develop and discover a novel molecular architecture possessing biological activities [43][44][45][46][47][48], we report the synthesis and anti-cancer evaluation of new mixed metal copper complexes derived from 2-aminomethylbenzothiazole, 2aminomethylbenzothiazole and Schiff base of 2-(1Hbenzimizadol-2-yl)aniline as ligand.…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis, Characterization and Anticancer Evaluation of Novel Mixed Complexes Derived from 2-(1H-Benzimizadol-2-yl)aniline Schiff base and 2-Mercaptobenzimidazole or 2-Aminobenzothiazole

Alminderej

Lotfi

2021

Egypt. J. Chem.

View full text Add to dashboard Cite

Two Schiff base ligands ((benzimidazol-2-phenyl)iminomethyl)phenol (HL1) (1) and 2-(1-H-benzimidazol-2yl)phenyl)imino)methyl) naphthol (HL2) (2) were synthesized via condensation of 2-(1H-benzimizadol-2-yl)aniline and respectively salicylaldehyde or naphtylaldehyde. The synthesis of mixed complexes (3)-(6) was realized by reacting ligands HL1 (1) and HL2 (2), copper salt (CuCl2.2H2O) and respectively one equivalent of 2-mercaptobenzothiazole or 2aminobenzothiazole. The ligands as well as the metal complexes have been identified with multiple spectroscopic techniques. The results data indicate that the copper is linked to ligands via deprotonated phenolic oxygen atom, nitrogen or sulphur atom of co-ligands and the coordination was realized through the azomethine group. X-ray powder diffraction analysis of complexes suggests that they posses monoclinic structure for complexes (3) and (4), while complex (5) has orthorhombic structure and rhombohedral structure for complex (6). The in vitro anticancer activities of the different complexes were evaluated and the results revealed an important cytotoxicity of complex (6) against lung human cancer A-549 and very good selectivity with 12.4 values of inhibitory concentration IC 50. The best result was described with complex (4) and present high activities on both A-549 and Caco-2 indicating good selectivity on lung human cancer A-549 and moderate selectivity on colorectal cell line Caco-2 with 10.9 and 15.7 respectively of IC 50.

show abstract

The application of the chiral ligand DTBM-SegPHOS in asymmetric hydrogenation

2019

View full text Add to dashboard Cite

Simple approach for the regioselective synthesis of a bis (β-aminoalcohol) derived from polyoxyethylene: first report of fast ring-opening of polyoxyethylene diglycidyl ethers with sodium amide

Cited by 7 publications

References 73 publications

Synthesis, Molecular Docking, and Bioactivity Study of Novel Hybrid Benzimidazole Urea Derivatives: A Promising α-Amylase and α-Glucosidase Inhibitor Candidate with Antioxidant Activity

Synthesis, Molecular Docking, and Bioactivity Study of Novel Hybrid Benzimidazole Urea Derivatives: A Promising α-Amylase and α-Glucosidase Inhibitor Candidate with Antioxidant Activity

Design, Synthesis, Characterization and Anticancer Evaluation of Novel Mixed Complexes Derived from 2-(1H-Benzimizadol-2-yl)aniline Schiff base and 2-Mercaptobenzimidazole or 2-Aminobenzothiazole

The application of the chiral ligand DTBM-SegPHOS in asymmetric hydrogenation

Contact Info

Product

Resources

About