Abstract
Cyanidin-3-O-(2″-xylosyl)-glucoside (C-3-O-(2″-xylosyl)-G) was analyzed as an active constituent from the fruit of Siberian ginseng (Acanthopanax senticosus) using a HPLC diode array detection-electrospray ionization/mass spectrometry analysis system and the effect of C-3-O-(2″-xylosyl)-G on UVB-induced inflammatory signaling in JB6 P+ cells was investigated. C-3-O-(2″-xylosyl)-G inhibited UVB-induced cyclooxygenase (COX)-2 expression and promoter binding activity in JB6 P+ cells and JB6 P+ cells stably transfected with the COX-2 luciferase reporter plasmid. It inhibited both the UVB-induced activator protein-1 (AP-1) and nuclear factor (NF)-κB transactivation in JB6 P+ cells stably transfected with the AP-1 and NF-κB luciferase reporter plasmids. Additionally, C-3-O-(2″-xylosyl)-G significantly suppressed UVB-induced upregulated phosphorylation of c-Jun N terminal kinase, MEK/extracellular signaling kinase, and mitogen activated protein kinase kinase (MAPKK) 3/6 in JB6 P+ cells. These results indicate that C-3-O-(2″-xylosyl)-G may be a promising chemopreventive material that acts by suppressing COX-2 expression and AP-1 and NF-κB transactivation and JNK, MAPKK3/6, and MEK/ERK1/2 phosphorylation.
Similar content being viewed by others
References
Deyama T, Nishibe S, Nakazawa Y. Constituents and pharmacological effects of Eucommia and Siberian ginseng. Acta Pharmacol. Sin. 22: 1057–1070 (2001)
Jung SK, Lee KW, Byun S, Kang NJ, Lim SH, Heo YS, Bode AM, Bowden GT, Lee HJ, Dong Z. Myricetin suppresses UVB-induced skin cancer by targeting Fyn. Cancer Res. 68: 6021–6029 (2008)
Tohda C, Ichimura M, Bai Y, Tanaka K, Zhu S, Komatsu K. Inhibitory effects of Eleutherococcus senticosus extracts on amyloid β(25–35)-induced neuritic atrophy and synaptic loss. J. Pharm. Sci. 107: 329–339 (2008)
Yu CY, Kim SH, Lim JD, Kim MJ, Chung IM. Intraspecific relationship analysis by DNA markers and in vitro cytotoxic and antioxidant activity in Eleutherococcus senticosus. Toxicol. In Vitro 17: 229–236 (2003)
Galvano F, La Fauci L, Lazzarino G, Fogliano V, Ritieni A, Ciappellano S, Battistini NC, Tavazzi B, Galvano G. Cyanidins: Metabolism and biological properties. J. Nutr. Biochem. 15: 2–11 (2004)
Johansen OP, Andersen OM, Nerdal W, Aksnes DW. Cyanidin 3-[6-(p-coumaroyl)-2-(xylosyl)-glucoside]-5-glucoside and other anthocyanins from fruits of Sambucus canadensis. Phytochemistry 30: 4137–4141 (1991)
Fecker LF, Stockfleth E, Nindl I, Ulrich C, Forschner T, Eberle J. The role of apoptosis in therapy and prophylaxis of epithelial tumours by nonsteroidal anti-inflammatory drugs (NSAIDs). Brit. J. Dermatol. 156: 25–33 (2007)
Rao CV, Reddy BS. NSAIDs and chemoprevention. Curr. Cancer Drug Targets 4: 29–42 (2004)
Bode AM, Dong Z. Mitogen-activated protein kinase activation in UV-induced signal transduction. Sci. STKE 2003: RE2 (2003)
Rodust PM, Stockfleth E, Ulrich C, Leverkus M, Eberle J. UVinduced squamous cell carcinoma-A role for antiapoptotic signalling pathways. Brit. J. Dermatol. 161: 107–115 (2009)
Grau de Castro JJ. COX-2 inhibitors in cancer prevention. Rev. Clin. Esp. 205: 446–456 (2005)
Fischer SM, Pavone A, Mikulec C, Langenbach R, Rundhaug JE. Cyclooxygenase-2 expression is critical for chronic UV-induced murine skin carcinogenesis. Mol. Carcinogen. 46: 363–371 (2007)
Lee KM, Lee KW, Byun S, Jung SK, Seo SK, Heo YS, Bode AM, Lee HJ, Dong Z. 5-Deoxykaempferol plays a potential therapeutic role by targeting multiple signaling pathways in skin cancer. Cancer Prev. Res. 3: 454–465 (2010)
Bowden GT. Prevention of non-melanoma skin cancer by targeting ultraviolet-B-light signalling. Nat. Rev. 4: 23–35 (2004)
Lu H, Li J, Zhang D, Stoner GD, Huang C. Molecular mechanisms involved in chemoprevention of black raspberry extracts: From transcription factors to their target genes. Nutr. Cancer 54: 69–78 (2006)
Bode AM, Dong Z. Cancer prevention research-Then and now. Nat. Rev. 9: 508–516 (2009)
Surh YJ. Cancer chemoprevention with dietary phytochemicals. Nat. Rev. 3: 768–780 (2003)
Wang X, Hai CX, Liang X, Yu SX, Zhang W, Li YL. The protective effects of Acanthopanax senticosus Harms aqueous extracts against oxidative stress: Role of Nrf2 and antioxidant enzymes. J. Ethnopharmacol. 127: 424–432 (2010)
Hibasami H, Fujikawa T, Takeda H, Nishibe S, Satoh T, Fujisawa T, Nakashima K. Induction of apoptosis by Acanthopanax senticosus HARMS and its component, sesamin in human stomach cancer KATO III cells. Oncol. Rep. 7: 1213–1216 (2000)
Kang OH, Choi YA, Park HJ, Kang CS, Song BS, Choi SC, Nah YH, Yun KJ, Cai XF, Kim YH, Bae KH, Lee YM. Inhibition of trypsin-induced mast cell activation by acanthoic acid. J. Ethnopharmacol. 105: 326–331 (2006)
Nayak CA, Srinivas P, Rastogi NK. Characterisation of anthocyanins from Garcinia indica Choisy. Food Chem. 118: 719–724 (2010)
Jin JL, Lee S, Lee YY, Kim JM, Heo JE, Yun-Choi HS. Platelet anti-aggregating triterpenoids from the leaves of Acanthopanax senticosus and the fruits of A. sessiliflorus. Planta Med. 70: 564–566 (2004)
Li F, Li W, Fu H, Zhang Q, Koike K. Pancreatic lipase-inhibiting triterpenoid saponins from fruits of Acanthopanax senticosus. Chem. Pharm. Bull. 55: 1087–1089 (2007)
Kang NJ, Lee KW, Rogozin EA, Cho YY, Heo YS, Bode AM, Lee HJ, Dong Z. Equol, a metabolite of the soybean isoflavone daidzein, inhibits neoplastic cell transformation by targeting the MEK/ERK/ p90RSK/activator protein-1 pathway. J. Biol. Chem. 282: 32856–32866 (2007)
Ding M, Feng R, Wang SY, Bowman L, Lu Y, Qian Y, Castranova V, Jiang BH, Shi X. Cyanidin-3-glucoside, a natural product derived from blackberry, exhibits chemopreventive and chemotherapeutic activity. J. Biol. Chem. 281: 17359–17368 (2006)
Eferl R, Wagner EF. AP-1: A double-edged sword in tumorigenesis. Nat. Rev. 3: 859–868 (2003)
Li JJ, Westergaard C, Ghosh P, Colburn NH. Inhibitors of both nuclear factor-κB and activator protein-1 activation block the neoplastic transformation response. Cancer Res. 57: 3569–3576 (1997)
Degner SC, Kemp MQ, Bowden GT, Romagnolo DF. Conjugated linoleic acid attenuates cyclooxygenase-2 transcriptional activity via an anti-AP-1 mechanism in MCF-7 breast cancer cells. J. Nutr. 136: 421–427 (2006)
Rao JS, Bazinet RP, Rapoport SI, Lee HJ. Chronic treatment of rats with sodium valproate downregulates frontal cortex NF-κB DNA binding activity and COX-2 mRNA. Bipolar Disord. 9: 513–520 (2007)
Okazaki K, Sagata N. The Mos/MAP kinase pathway stabilizes c-Fos by phosphorylation and augments its transforming activity in NIH 3T3 cells. EMBO J. 14: 5048–5059 (1995)
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Jung, S.K., Lim, TG., Seo, S.G. et al. Cyanidin-3-O-(2″-xylosyl)-glucoside, an anthocyanin from Siberian ginseng (Acanthopanax senticosus) fruits, inhibits UVB-induced COX-2 expression and AP-1 transactivation. Food Sci Biotechnol 22, 507–513 (2013). https://doi.org/10.1007/s10068-013-0108-7
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10068-013-0108-7