Journal of Food Bioactives, ISSN 2637-8752 print, 2637-8779 online
Journal website www.isnff-jfb.com

Review

Volume 13, March 2021, pages 20-31


Stilbenoids: chemistry, occurrence, bioavailability and health effects—a review

Figures

Figure 1.
Figure 1. Basic skeleton of stilbenes.
Figure 2.
Figure 2. Chemical structures of selected stilbenoids.
Figure 3.
Figure 3. Synthetic pathway of stilbenoid and flavonoid from phenylalanine (Adapted from Shahidi and Naczk, 1995; Roupe et al., 2006a; Vermerris and Nicholson 2008; Dewick, 2002; Shen et al., 2013). PAL denotes phenylalanine ammonia lyase.

Table

Table 1. Source of stilbenoids in food.
 
NameFood sourceContents (μg/g, unless otherwise stated)Reference
Tr, trace; LOD, limit of detection; Nr, not reported. Either trans or cis is not reported unless otherwise stated.
ResveratrolGrape2.475–6.471Rimando et al. (2004)
Rabbiteye blueberryTr-1.691
Highbush blueberry0.327–1.074
Elliot’s blueberry0.406–0.453
Lowbush blueberry0.863
Sparkleberry0.125–0.519
Cranberry0.9
Bilberry0.768
Deerberry0.047–0.503
Lingonberry5.884
Partridgeberry0.924
Brazilian wine1.77–5.34 mg/L (trans); 1.7–23.23 mg/L (cis)Vitrac et al. (2005)
Red grape juiceTr-1.09 mg/L (trans); Tr-0.23 mg/L (cis)Romero-Pérez et al. (1999)
White grape juiceTr-0.19 mg/L (trans); Tr (cis)
Roasted peanut0.018–0.080 (trans)Sobolev and Cole (1999)
Peanut butter0.148–0.504 (trans)
Boiled peanut kernel1.779–7.092 (trans)
Peanut butter (blended)0.409 ± 0.023 (trans)Ibern-Gomez et al. (2000)
Peanut butter (natural)0.652 ± 0.020 (trans)
Bilberry6.78 ± 0.18(trans)Ehala et al. (2005)
Cowberry30.00 ± 2.8 (trans)
Cranberry19.29 ± 1.53 (trans)
Strawberry3.57 ± 1.05 (trans)
Red currant15.72 ± 2.05 (trans)
Black tea51–56 (trans); 6–24 (cis)Viñas et al. (2011)
Red tea44–60 (trans); 7–26 (cis)
Green tea64–76 (trans); 10–25 (cis)
Breakfast tea43 ± 4 (trans); 10 ± 1 (cis)
Ceylan tea36 ± 4 (trans); 8 ± 1 (cis)
Lime blossom48 ± 9 (trans); 18 ± 2 (cis)
Camomile45 ± 4 (trans); 63 ± 3 (cis)
Black tea drink116 ± 11 ng/mL (trans); 39 ± 2 ng/mL (cis)
Peach flavor tea drink167 ± 6 ng/mL (trans); 25 ± 2 ng/mL (cis)
Apple juice62 ± 5 ng/mL (trans); 11 ± 2 ng/mL (cis)
Peach/grape juice50 ± 6 ng/mL (trans); 13 ± 2 ng/mL (cis)
Peach juice29 ± 3 ng/mL (trans); 11 ± 3 ng/mL (cis)
Red grape1.639 ± 0.071(trans); 0.405 ± 0.031(cis)
White grape0.239 ± 0.024 (trans); 0.082 ± 0.012 (cis)
Cocoa powder1.85 ± 0.43 (trans)Hurst et al. (2008)
Unsweetened chocolate1.24 ± 0.22 (trans)
Semi-sweet chocolate chips0.52 ± 0.14 (trans)
Dark chocolate0.35 ± 0.08 (trans)
Milk chocolate0.10 ± 0.05 (trans)
Chocolate syrup0.09 ± 0.02 (trans)
Beer hop0.22–1.00 (trans)Jerkovic et al. (2005)
Tomato15.30 (trans); 2.71 (cis)Rogab et al. (2006)
Seedless red table grape2680 (trans); 20 (cis)
Grape0–48 (trans)Adrian et al. (2000)
AlmondLODXie and Bolling (2014)
Piceid (polydatin)Cocoa powder7.14 ± 0.80 (trans)Hurst et al. (2008)
Unsweetened chocolate4.04 ± 0.14 (trans)
Semi-sweet chocolate chips2.01 ± 0.18 (trans)
Dark chocolate1.82 ± 0.36 (trans)
Milk chocolate0.44 ± 0.06 (trans)
Chocolate syrup0.35 ± 0.06 (trans)
Peanut butter (blended)0.128 ± 0.010 (trans)Ibern-Gomez et al. (2000)
Peanut butter (natural)0.143 ± 0.008 (trans)
Red grape juice0.77–7.34 mg/L (trans); 0.09–5.66 mg/L (cis)Romero-Pérez et al. (1999)
White grape juiceTr-0.83 mg/L (trans); Tr-0.34 mg/L (cis)
Beer hop4.15–8.89 (trans) ; 2.30–6.01 (cis)Jerkovic et al. (2005)
Wine, grape, cherry, green tea, strawberry, apple, raspberryNrVrhovsek et al. (2012)
Brazilian wine5.3–20.0 mg/L (trans)Vitrac et al. (2005)
Tomato0.10 (trans); 0.26 (cis)Rogab et al. (2006)
Seedless red table grape50 (trans); 30 (cis)
Grape0–77.9 (trans); 0–11.9 (cis)Adrian et al. (2000)
Almond7.19–8.52Xie and Bolling (2014)
PiceatannolHighbush blueberry0.186–0.422Rimando et al. (2004)
Deerberry0.138–0.195
Passion fruit (seed)22000 (trans)Matsui et al. (2010)
Black tea14–53Viñas et al. (2011)
Red tea34–40
Green tea14–53
Breakfast tea36 ± 3
Ceylan tea49 ± 4
Lime blossom68 ± 2
Camomile11 ± 0.2
Black tea drink48 ± 1 ng/mL
Peach flavor tea drink23 ± 2 ng/mL
Apple juice15 ± 3 ng/mL
Peach/grape juice36 ± 5 ng/mL
Peach juice14 ± 4 ng/mL
Red grape0.374 ± 0.016
White grape0.043 ± 0.005
PterostilbeneRabbiteye blueberry,0.099–0.151Rimando et al. (2004)
Deerberry0.52
Grape0–4.7Adrian et al. (2000)
AlmondLODXie and Bolling (2014)
AstringinBrazilian wine4.35–25.72 mg/L (trans)Vitrac et al. (2005)
Grape, wineNrVrhovsek et al. (2012)
ViniferinBrazilian wine3.82–22.41 mg/L (δ); 0.19–4.32 mg/L (ε)Vitrac et al. (2005)
Grape0–15.6 (ε)Adrian et al. (2000)
IsorhapontinWine, grapeNrVrhovsek et al. (2012)
PallidolWine, grapeNrVrhovsek et al. (2012)