One-Pot and Three-Component Synthesis, Characterization and Biological Evaluation of Some New 1,2,4-Triazine-coumarins

Wang, Guang-cheng; Wang, Jing; He, Dianxiong; Li, Xin; Li, Juan; Peng, Zhiyuan

doi:10.3987/com-16-13491

Cited by 15 publications

(3 citation statements)

References 34 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Over the years, molecular hybrid-based approaches had been exploited by researchers to discover some promising chemical architectures which containing two or more bioactive pharmacophores [ 29 , 30 ]. Using this approach, and as part of our ongoing effort to develop potent α-glucosidase inhibitors [ 31 , 32 , 33 , 34 , 35 ], herein we report the design and synthesis of a series of novel isatin-thiazole derivatives containing isatin and thiazole moieties. The synthesized compounds were evaluated for their inhibitory activity against α-glucosidase.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Biological Evaluation, and Molecular Docking Studies of Novel Isatin-Thiazole Derivatives as α-Glucosidase Inhibitors

Xie

Wang

et al. 2017

Molecules

Self Cite

View full text Add to dashboard Cite

A series of novel isatin-thiazole derivatives were synthesized and screened for their in vitro α-glucosidase inhibitory activity. These compounds displayed a varying degree of α-glucosidase inhibitory activity with IC50 ranging from 5.36 ± 0.13 to 35.76 ± 0.31 μm as compared to the standard drug acarbose (IC50 = 817.38 ± 6.27 μm). Among the series, compound 6p bearing a hydroxyl group at the 4-position of the right phenyl and 2-fluorobenzyl substituent at the N1-positions of the 5-methylisatin displayed the highest inhibitory activity with an IC50 value of 5.36 ± 0.13 μm. Molecular docking studies revealed the existence of hydrophobic interaction, CH-π interaction, arene-anion interaction, arene-cation interaction, and hydrogen bond between these compounds and α-glucosidase enzyme.

show abstract

Section: Introductionmentioning

confidence: 99%

Synthesis, Biological Evaluation, and Molecular Docking Studies of Novel Isatin-Thiazole Derivatives as α-Glucosidase Inhibitors

Xie

Wang

et al. 2017

Molecules

Self Cite

View full text Add to dashboard Cite

show abstract

“…In continuation of our interest in the design and development of novel α-glucosidase inhibitors, [32][33][34][35][36] we report herein the design and synthesis of a hybrid scaffold by incorporating phthalimide with thiazolidine-2,4-dione or rhodanine into a single molecule. The synthesized compounds were tested for their in vitro α-glucosidase inhibitory activity.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, α-glucosidase inhibition and molecular docking studies of novel thiazolidine-2,4-dione or rhodanine derivatives

et al. 2017

Self Cite

View full text Add to dashboard Cite

A series of novel thiazolidine-2,4-dione or rhodanine derivatives (, ) were synthesized and evaluated for their α-glucosidase inhibitory activity. The majority of compounds exhibited potent inhibitory activity in the range of 5.44 ± 0.13 to 50.45 ± 0.39 μM, when compared to the standard drug acarbose (IC = 817.38 ± 6.27 μM). Among the compounds in the series, compounds ,, ,, and showed potent inhibitory potential with IC values of 20.95 ± 0.21, 16.11 ± 0.19, 7.72 ± 0.16, 7.91 ± 0.17, 6.59 ± 0.15 and 5.44 ± 0.13 μM, respectively. Compound (IC = 5.44 ± 0.13 μM), containing chloro and rhodanine groups at the 2- and 4-positions of the phenyl ring respectively, was found to be the most active compound that inhibits α-glucosidase activity. Furthermore, molecular docking studies were performed to understand the binding interactions between the molecule and enzyme.

show abstract

“…Prompted by these observations, and in continuation of our interest in the synthesis of chemically and biologically important heterocycles [ 19 , 20 , 21 , 22 ], we herein report the synthesis of a novel series of 2-substituted-4,6-diarylpyrimidine derivatives. All the synthesized compounds were tested for their in vitro α-glucosidase inhibitory activity.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Biological Evaluation and Molecular Docking Study of 2-Substituted-4,6-Diarylpyrimidines as α-Glucosidase Inhibitors

et al. 2017

View full text Add to dashboard Cite

A novel series of 2-substituted-4,6-diarylpyrimidines 6a–6t has been synthesized, characterized by 1H-NMR, 13C-NMR and HRMS, and screened for in vitro α-glucosidase inhibitory activity. The majority of the screened compounds possessed significant α-glucosidase inhibitory activity with IC50 values ranging from 19.6 ± 0.21 to 38.9 ± 0.35 μM, which is more potent than the positive control α-glucosidase inhibitor acarbose (IC50 = 817.38 ± 6.27 μM). Among them, 6j was found to be the most active compound against α-glucosidase with an IC50 of 19.6 ± 0.21 μM. In addition, molecular docking studies were carried out to explore the binding interactions of 2-substituted-4,6-diarylpyrimidine derivatives with α-glucosidase.

show abstract

One-Pot and Three-Component Synthesis, Characterization and Biological Evaluation of Some New 1,2,4-Triazine-coumarins

Cited by 15 publications

References 34 publications

Synthesis, Biological Evaluation, and Molecular Docking Studies of Novel Isatin-Thiazole Derivatives as α-Glucosidase Inhibitors

Synthesis, Biological Evaluation, and Molecular Docking Studies of Novel Isatin-Thiazole Derivatives as α-Glucosidase Inhibitors

Synthesis, α-glucosidase inhibition and molecular docking studies of novel thiazolidine-2,4-dione or rhodanine derivatives

Synthesis, Biological Evaluation and Molecular Docking Study of 2-Substituted-4,6-Diarylpyrimidines as α-Glucosidase Inhibitors

Contact Info

Product

Resources

About