Alpha-Viniferin

Catalogue number C103883
Chemical nameAlpha-Viniferin
CAS Number62218-13-7
Synonymsα-Viniferin; (+)-α-Viniferin
Molecular WeightC42H30O9
Formula678.7
Purity98%
Physical DescriptionPowder
SolventChloroform, Dichloromethane,DMSO
StorageStored at 2-8°C, Protected from air and light, refrigerate or freeze
Applications

Alpha-Viniferin has been shown to inhibit acetylcholinesterase. inhibited AChE activity in a dose-dependent manner, and the IC50 values of alpha-Viniferin were 2.0 microM. The AChE inhibitory activity of alpha-Viniferin was specific, reversible and noncompetitive.


Alpha-Viniferin at 3-10 mM dose-dependently inhibited interferon (IFN)-gamma-induced Ser(727) phosphorylation of the signal transducer and activation of transcription-1 (STAT-1), a pivotal transcription factor controlling IFN-gamma-targeted genes, in RAW 264.7 macrophages, and also IFN-gamma-induced activation of the extracellular signal-regulated kinase (ERK)-1, a protein kinase upstream of the Ser(727) phosphorylation of STAT-1. However, alpha-viniferin, only at a higher concentration of 10 microM, inhibited Janus kinase 2-mediated Tyr(701) phosphorylation of STAT-1 in the cells. To understand STAT-1-dependent inflammatory responses, we quantified nitric oxide (NO) or chemokines. alpha-Viniferin at 3 - 10 muM dose-dependently inhibited IFN-gamma-induced production of NO, IFN-gamma-inducible protein-10 (IP-10), or the monokine induced by IFN-gamma (MIG) in RAW 264.7 cells and also that of NO in primary macrophages-derived from C57BL/6 mice. Furthermore, alpha-viniferin diminished IFN-gamma-induced protein levels of inducible NO synthase (iNOS), attenuated mRNA levels of iNOS, IP-10, or MIG as well as inhibited promoter activity of the iNOS gene. In conclusion, this study proposes an anti-inflammatory mechanism of alpha-viniferin, down-regulating STAT-1-inducible inflammatory genes via inhibiting ERK-mediated STAT-1 activation in IFN-gamma-stimulated macrophages.


Alpha-Viniferin exhibited a dose-dependent inhibition on cyclooxygenase activity, where 50% of inhibition (IC50) was shown at a final concentration of about 7 microM. Resveratrol, a putative building block of oligomeric stilbenes, also inhibited the cyclooxygenase activity. The inhibitory potency of alpha-viniferin was about 3- to 4-fold stronger than that of resveratrol on cyclooxygenase activity of prostaglandin H2 synthase partially purified from sheep seminal vesicles.

References1. Nat. Med., 2002, 56(4), 139-142.
2. J. Pharmacol Sci., 2010, 112(4), 405-414.
3. Biol. Pharm. Bull., 2002, 25(1), 125-127.
4. Planta Med., 1998, 64 (3), 204-207.
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Alpha-Viniferin
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