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Cat. Number
080407161642919
Chemical Name
Pterostilbene
References
Synonyms
  • 3',5'-Dimethoxy-4-Stilbenol
  • trans-3,5-Dimethoxy-4'-Hydroxystilbene
Formal Name 4-​[(1E)-​2-​(3,​5-​dimethoxyphenyl)ethenyl)-​phenol
CAS Number 537-42-8
Molecular Formula C16H16O3
Formula Weight 256.3
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES COc1cc(/C=C\c2ccc(O)​cc2)​cc(OC)​c1

Background Reading

Rimando, A.M., Cuendet, M., Desmarchelier, C., et al. Cancer chemopreventive and antioxidant activities of pterostilbene, a naturally occurring analogue of resveratrol. J Agric Food Chem 50 3453-3457 (2002).

Stivala, L.A., Savio, M., Carafoli, F., et al. Specific structural determinants are responsible for the antioxidant activity and the cell cycle effects of resveratrol. J Biol Chem 276(25) 22586-22594 (2001).

Pan, M., Chang, Y., Tsai, M., et al. Pterostilbene suppressed lipopolysaccharide-induced up-expression of iNOS and COX-2 in murine macrophages. J Agric Food Chem 56 7502-7509 (2008).

Pan, M., Lin, Y., Lin, C., et al. Suppression of heregulin-b1/HER2-modulated invasive and aggressive phenotype of breast carcinoma by pterostilbene via inhibition of matrix metalloproteinase-9, p38 kinase cascade and Akt activation. Evid Based Complement Alternat Med (2009).

Hougee, S., Faber, J., Sanders, A., et al. Selective COX-2 inhibition by a Pterocarpus marsupium extract characterized by pterostilbene, and its activity in healthy human volunteers. Planta Med 71 387-392 (2005).

Pan, M., Chiou, Y., Chen, W., et al. Pterostilbene inhibited tumor invasion via suppressing multiple signal transduction pathways in human hepatocellular carcinoma cells. Carcinogenesis 30(7) 1234-1242 (2009).

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Description

Pterostilbene is a naturally-occurring dimethyl ether analog of resveratrol that is abundant in blueberries. Like resveratrol, pterostilbene acts as a powerful antioxidant, suppresses the synthesis of prostaglandin E2 from lipopolysaccharide-stimulated human peripheral blood mononuclear cells (IC50 = 1.0 μM for pterostilbene, 3.2 μM for resveratrol), and inhibits cell proliferation (IC50 ~60 μM for both compounds).1,2,3 Pterostilbene blocks the activation of ERK1/2, p38 MAPK, and PI3K/Akt signaling pathways, reducing NF-κB and AP-1 transcriptional activation.4,5,6 Through these actions, pterostilbene evokes effects that prevent cancer, inflammation, and diabetes.

1 Rimando, A.M., Cuendet, M., Desmarchelier, C., et al. Cancer chemopreventive and antioxidant activities of pterostilbene, a naturally occurring analogue of resveratrol. J Agric Food Chem 50 3453-3457 (2002).

2 Stivala, L.A., Savio, M., Carafoli, F., et al. Specific structural determinants are responsible for the antioxidant activity and the cell cycle effects of resveratrol. J Biol Chem 276(25) 22586-22594 (2001).

3 Hougee, S., Faber, J., Sanders, A., et al. Selective COX-2 inhibition by a Pterocarpus marsupium extract characterized by pterostilbene, and its activity in healthy human volunteers. Planta Med 71 387-392 (2005).

4 Pan, M., Chang, Y., Tsai, M., et al. Pterostilbene suppressed lipopolysaccharide-induced up-expression of iNOS and COX-2 in murine macrophages. J Agric Food Chem 56 7502-7509 (2008).

5 Pan, M., Lin, Y., Lin, C., et al. Suppression of heregulin-b1/HER2-modulated invasive and aggressive phenotype of breast carcinoma by pterostilbene via inhibition of matrix metalloproteinase-9, p38 kinase cascade and Akt activation. Evid Based Complement Alternat Med (2009).

6 Pan, M., Chiou, Y., Chen, W., et al. Pterostilbene inhibited tumor invasion via suppressing multiple signal transduction pathways in human hepatocellular carcinoma cells. Carcinogenesis 30(7) 1234-1242 (2009).

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