Stilbene Analogs of Resveratrol Improve Insulin Resistance through Activation of AMPK

Tomomi ITO-NAGAHATA; Chiaki KURIHARA; Miki HASEBE; Akiko ISHII; Kaori YAMASHITA; Mari IWABUCHI; Mariko SONODA; Kiyoshi FUKUHARA; Rumi SAWADA; Atsuko MATSUOKA; Yoko FUJIWARA

doi:10.1271/bbb.121000

Food & Nutrition Science Regular Papers

Stilbene Analogs of Resveratrol Improve Insulin Resistance through Activation of AMPK

Tomomi ITO-NAGAHATA, Chiaki KURIHARA, Miki HASEBE, Akiko ISHII, Kaori YAMASHITA, Mari IWABUCHI, Mariko SONODA, Kiyoshi FUKUHARA, Rumi SAWADA, Atsuko MATSUOKA, Yoko FUJIWARA

Author information

Tomomi ITO-NAGAHATA
Department of Food and Nutritional Sciences, Graduate School of Humanities and Sciences, Ochanomizu University
Department of Nutrition Faculty of Health and Nutrition, Tokaigakuen University
Chiaki KURIHARA
Department of Food and Nutritional Sciences, Graduate School of Humanities and Sciences, Ochanomizu University
Miki HASEBE
Department of Food and Nutritional Sciences, Graduate School of Humanities and Sciences, Ochanomizu University
Akiko ISHII
Department of Food and Nutritional Sciences, Graduate School of Humanities and Sciences, Ochanomizu University
Kaori YAMASHITA
Department of Food and Nutritional Sciences, Graduate School of Humanities and Sciences, Ochanomizu University
Mari IWABUCHI
Department of Food and Nutritional Sciences, Graduate School of Humanities and Sciences, Ochanomizu University
Mariko SONODA
Department of Nutrition Faculty of Health and Nutrition, Tokaigakuen University
Kiyoshi FUKUHARA
Division of Organic Chemistry, National Institute of Health Sciences
Rumi SAWADA
Division of Medical Devices, National Institute of Health Sciences
Atsuko MATSUOKA
Division of Medical Devices, National Institute of Health Sciences
Yoko FUJIWARA
Department of Food and Nutritional Sciences, Graduate School of Humanities and Sciences, Ochanomizu University

Keywords: resveratrol, stilbene analog, adenosine monophosphate kinase (AMPK), insulin resistance, myotube

JOURNAL FREE ACCESS

2013 Volume 77 Issue 6 Pages 1229-1235

DOI https://doi.org/10.1271/bbb.121000

View "Advance Publication" version (June 7, 2013).

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Abstract

Resveratrol (RSV), 3,5,4'-trihydroxy-trans-stilbene, is known to have many beneficial physiological activities. We have synthesized several stilbene anlogues and have reported that the hydroxyl group in the 4' position of RSV exhibited strong radical scavenging action. Using stilbene analogs, we investigated the structure of RSV to explain its protective effect against obesity and type 2 diabetes. All six analogs used in this study inhibited the differentiation of 3T3-L1 adipocytes. 3-Hydroxy-trans stilbene (3(OH)ST), and 3,4'-dihydroxy-trans stilbene (3,4'(OH)₂ST) increased glucose uptake and induced adenosine monophosphate kinase (AMPK) phosphorylation in C2C12 myotubes independently of insulin. An in vivo study using mice fed high-fat diets indicated that 3(OH)ST was more effective than RSV in improving insulin resistance. In conclusion, RSV and its derivatives, particularly 3(OH)ST, inhibited adipocyte differentiation and enhanced glucose uptake in the myotubes, resulting in a reduction of obesity and an improvement in glucose tolerance in vivo.

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