European Journal of Medicinal Chemistry

, volume 123 , pages 365-378

Inhibitory activity evaluation and mechanistic studies of tetracyclic oxindole derivatives as α-glucosidase inhibitors

Hua Sun

Yazhou Zhang

Weina Ding

Xue Zhao

Xiaotong Song

Yashan Li

Kailin Han

Yang Yang

Ying Ma

RUNLING WANG

Dong Wang

Peng Yu

Publication type: Journal Article

Publication date: 2016-11-01

Elsevier

European Journal of Medicinal Chemistry

scimago Q1

wos Q1

SJR: 1.142

CiteScore: 11.3

Impact factor: 5.9

ISSN: 02235234, 17683254

DOI: 10.1016/j.ejmech.2016.07.044

Copy DOI

PubMed ID: 27487567

Organic Chemistry

Drug Discovery

General Medicine

Pharmacology

Abstract

α-Glucosidase inhibitors are known to prevent the digestion of carbohydrates and reduce the impact of carbohydrates on blood glucose. Three series of tetracyclic oxindole derivatives were designed, synthesized and evaluated for α-glucosidase inhibitory activity in vitro. Compound 6t exhibited the most potent inhibitory activity with IC50 0.7 μM and was about 170 times as active as acarbose (IC50 = 115.8 μM). The kinetic analysis of compound 6t revealed it inhibited α-glucosidase in an irreversible and mixed manner. Fluorescence spectra indicated that 6t directly bound to α-glucosidase. Docking simulation showed the existence of potential H-bonding, van der Waals, Pi and Sigma-Pi interactions between 6t and α-glucosidase.

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GOST Copy

Sun H. et al. Inhibitory activity evaluation and mechanistic studies of tetracyclic oxindole derivatives as α-glucosidase inhibitors // European Journal of Medicinal Chemistry. 2016. Vol. 123. pp. 365-378.

GOST all authors (up to 50) Copy

Sun H., Zhang Y., Ding W., Zhao X., Song X., Li Y., Han K., Yang Y., Ma Y., WANG R., Wang D., Yu P. Inhibitory activity evaluation and mechanistic studies of tetracyclic oxindole derivatives as α-glucosidase inhibitors // European Journal of Medicinal Chemistry. 2016. Vol. 123. pp. 365-378.

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.1016/j.ejmech.2016.07.044

UR - https://doi.org/10.1016/j.ejmech.2016.07.044

TI - Inhibitory activity evaluation and mechanistic studies of tetracyclic oxindole derivatives as α-glucosidase inhibitors

T2 - European Journal of Medicinal Chemistry

AU - Sun, Hua

AU - Zhang, Yazhou

AU - Ding, Weina

AU - Zhao, Xue

AU - Song, Xiaotong

AU - Li, Yashan

AU - Han, Kailin

AU - Yang, Yang

AU - Ma, Ying

AU - WANG, RUNLING

AU - Wang, Dong

AU - Yu, Peng

PY - 2016

DA - 2016/11/01

PB - Elsevier

SP - 365-378

VL - 123

PMID - 27487567

SN - 0223-5234

SN - 1768-3254

ER -

BibTex

Cite this

BibTex (up to 50 authors) Copy

@article{2016_Sun,

author = {Hua Sun and Yazhou Zhang and Weina Ding and Xue Zhao and Xiaotong Song and Yashan Li and Kailin Han and Yang Yang and Ying Ma and RUNLING WANG and Dong Wang and Peng Yu},

title = {Inhibitory activity evaluation and mechanistic studies of tetracyclic oxindole derivatives as α-glucosidase inhibitors},

journal = {European Journal of Medicinal Chemistry},

year = {2016},

volume = {123},

publisher = {Elsevier},

month = {nov},

url = {https://doi.org/10.1016/j.ejmech.2016.07.044},

pages = {365--378},

doi = {10.1016/j.ejmech.2016.07.044}

}

Publisher

Elsevier

Journal

European Journal of Medicinal Chemistry

scimago Q1

wos Q1

SJR

1.142

CiteScore

11.3

Impact factor

5.9

ISSN

02235234 (Print)

17683254 (Electronic)