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. 2018 Dec;33(1):416-423.
doi: 10.1080/14756366.2018.1425686.

Synthesis and biological evaluation of stilbene derivatives coupled to NO donors as potential antidiabetic agents

Bing Wang  1   2   3   4 , Teng Liu  1   2   3   4 , Zhongyu Wu  1   2   3   4 , Lei Zhang  1   2   3   4 , Jie Sun  1   2   3   4 , Xiaojing Wang  1   2   3   4
Affiliations

Synthesis and biological evaluation of stilbene derivatives coupled to NO donors as potential antidiabetic agents

Bing Wang et al. J Enzyme Inhib Med Chem. 2018 Dec.

Abstract

The work is focused on the design of drugs that prevent and treat diabetes and its complications. A novel class of stilbene derivatives were prepared by coupling NO donors of alkyl nitrate and were fully characterised by NMR and other techniques. These compounds were tested in vitro activity, including α-glucosidase inhibitory activity, aldose reductase (AR) inhibitory activity and advanced glycation end products (AGEs) formation inhibitory activity. A class of modified compounds could play a significant effect for treatment of diabetic complications. Target compounds 3e and 7c offered a potential drug design concept for the development of therapeutic or preventive agents for diabetes and its complications.

Keywords: AGEs formation inhibitor; antidiabetic; nitric oxide donor; stilbene; α-Glucosidase inhibitor.

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Figures

Scheme 1.
Scheme 1.
General synthetic route to NO-donor compounds 3a–3e and 7a–7c. Reagents and conditions: (a) dibromo alkane, K2CO3, acetone, reflux, 6 h; (b) AgNO3, acetonitrile, 80 °C, 2 h; (c) ethyl bromoacetate, K2CO3, acetone; (d) KOH, methanol; (e) dibromo alkane, Et3N, acetone, reflux, 24 h.
Figure 1.
Figure 1.
Acute effect of compounds 3c, 3e, and 7c on blood glucose levels in STZ-diabetics mice. Each value is the mean ± SEM for six mice in each group. *p < .05 significantly different ANOVA followed by Dunnett’s t-test for comparison with respect to initial levels in each group.
See this image and copyright information in PMC

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