Shogaol
Shogaol is a originally found in species of Zingiber; it exhibits antiemetic, anticancer chemotherapeutic, anti-metastatic, chemopreventive, anti-ulcerative, anti-inflammatory, anticoagulant, and antinociceptive activities. Shogaol inhibits activation of STAT3, JAK2, and c-Src, decreases expression of Bcl-xl, Bcl-2, and survivin, and increases caspase-dependent apoptosis in breast cancer and prostate cancer cells; it also inhibits tumor growth. Shogaol also inhibits invasion and metastasis in hepatocellular carcinoma cells by decreasing expression of matrix metalloproteinases 2 and 9 (MMP2/9). Additionally, this compound also prevents TPA-induced tumor formation. In other animal models, shogaol decreases expression of iNOS, IL-1β, and TNF-α, preventing ulcer formation. Shogaol also inhibits 5-HT3 receptors, activates PPARγ, and decreases capsaicin-induced release of substance P.
References PubMed ID：:http://www.ncbi.nlm.nih.gov/pubmed/18972125
| Cas No. |
555-66-8 |
|---|---|
| Purity |
≥98% |
| Formula |
C17H24O3 |
| Formula Wt. |
276.37 |
| IUPAC Name |
(E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one |
| Synonym |
6-Shogaol |
| Appearance |
Clear yellow viscous liquid |
Kim SM, Kim C, Bae H, et al. 6-Shogaol exerts anti-proliferative and pro-apoptotic effects through the modulation of STAT3 and MAPKs signaling pathways. Mol Carcinog. 2014 Jun 24. [Epub ahead of print]. PMID: 24962868.
Tan BS, Kang O, Mai CW, et al. 6-Shogaol inhibits breast and colon cancer cell proliferation through activation of peroxisomal proliferator activated receptor γ (PPARγ). Cancer Lett. 2013 Aug 9;336(1):127-39. PMID: 23612072.
Liao YR, Leu YL, Chan YY, et al. Anti-platelet aggregation and vasorelaxing effects of the constituents of the rhizomes of Zingiber officinale. Molecules. 2012 Jul 26;17(8):8928-37. PMID: 22836212.
Weng CJ, Chou CP, Ho CT, et al. Molecular mechanism inhibiting human hepatocarcinoma cell invasion by 6-shogaol and 6-gingerol. Mol Nutr Food Res. 2012 Aug;56(8):1304-14. PMID: 22714996.
Haniadka R, Rajeev AG, Palatty PL, et al. Zingiber officinale (ginger) as an anti-emetic in cancer chemotherapy: a review. J Altern Complement Med. 2012 May;18(5):440-4. PMID: 22540971.
Wang Z, Hasegawa J, Wang X, et al. Protective Effects of Ginger against Aspirin-Induced Gastric Ulcers in Rats. Yonago Acta Med. 2011 Mar;54(1):11-9. PMID: 24031124.
Wu H, Hsieh MC, Lo CY, et al. 6-Shogaol is more effective than 6-gingerol and curcumin in inhibiting 12-O-tetradecanoylphorbol 13-acetate-induced tumor promotion in mice. Mol Nutr Food Res. 2010 Sep;54(9):1296-306. PMID: 20336681.
Onogi T, Minami M, Kuraishi Y, et al. Capsaicin-like effect of (6)-shogaol on substance P-containing primary afferents of rats: a possible mechanism of its analgesic action. Neuropharmacology. 1992 Nov;31(11):1165-9. PMID: 1282221.
