Zerumbone (CAS: 471-05-6)

C₁₅H₂₂O

• Chemopreventive probe.
• Apoptosis inducer.
• Potent anti-tumor compound.
• Sonic hedgehog signaling pathway inhibitor.
• Anti-inflammatory activity by downregulating COX-2 and iNOS expression via modulation of NF-κB activation.
• Antinociceptive.
• Potential therapeutic agent for osteoporosis and cancer-associated bone loss.
• Stimulator of the ATPase activity of Hsp90.

1. Chemoprevention of azoxymethane-induced rat aberrant crypt foci by dietary zerumbone isolated from Zingiber zerumbet: T. Tanaka, et al.; Life Sci. 69, 1935 (2001)
2. Zerumbone, an anti-inflammatory phytochemical, induces expression of proinflammatory cytokine genes in human colon adenocarcinoma cell lines: A. Murakami, et al.; Biofactors 21, 95 (2004)
3. Antitumor effects of zerumbone from Zingiber zerumbet in P-388D1 cells in vitro and in vivo: G.C. Huang, et al.; Planta Med. 71, 219 (2005)
4. Zerumbone abolishes NF-kappaB and IkappaBalpha kinase activation leading to suppression of antiapoptotic and metastatic gene expression, upregulation of apoptosis, and downregulation of invasion: Y. Takada, et al.; Oncogene 24, 6957 (2005)
5. Zerumbone down-regulates chemokine receptor CXCR4 expression leading to inhibition of CXCL12-induced invasion of breast and pancreatic tumor cells: B. Sung, et al.; Cancer Res. 68, 8938 (2008)
6. Preliminary analysis of the antinociceptive activity of zerumbone: M. R. Sulaiman, et al.; Fitoterapia 80, 230 (2009)
7. Zerumbone abolishes RANKL-induced NF-kappaB activation, inhibits osteoclastogenesis, and suppresses human breast cancer-induced bone loss in athymic nude mice: B. Sung, et al.; Cancer Res. 69, 1477 (2009)
8. Zerumbone enhances TRAIL-induced apoptosis through the induction of death receptors in human colon cancer cells: Evidence for an essential role of reactive oxygen species. S. Yodkeeree, et al.; Cancer Res. 69, 6581 (2009) 
9. Zerumbone induces apoptosis in T-acute lymphoblastic leukemia cells: S.I. Abdelwahab, et al.; Leuk. Res. 35, 268 (2010)
10. Small-molecule modulators of the Sonic Hedgehog signaling pathway: B.Z. Stanton & L.F. Peng; Mol. Biosyst. 6, 44 (2010)
11. Anti-inflammatory effect of zerumbone on acute and chronic inflammation models in mice: M. R. Sulaiman, et al.; Fitoterapia 81, 855 (2010)
12. Zerumbone, a tropical ginger sesquiterpene, ameliorates streptozotocin-induced diabetic nephropathy in rats by reducing the hyperglycemia-induced inflammatory response: T.F. Tzeng, et al.; Nutr. Metab. 10, 64 (2013)
13. A Review of the Biomedical Applications of Zerumbone and the Techniques for Its Extraction from Ginger Rhizomes: K. Kalantari, et al.; Molecules 22, 1645 (2017) (Review)
14. Stimulation of the ATPase activity of Hsp90 by zerumbone modification of its cysteine residues destabilizes its clients and causes cytotoxicity: H. Nakamoto, et al.; Biochem. J. 475, 2559 (2018)
15. Zerumbone reduces proliferation of HCT116 colon cancer cells by inhibition of TNF-alpha: S.P. Singh, et al.; Sci. Rep. 8, 4090 (2018)
16. Zerumbone suppresses the potential of growth and metastasis in hepatoma HepG2 cells via the MAPK signaling pathway: T. Lv, et al.; Oncol. Lett. 15, 7603 (2018)
17. Zerumbone, a Cyclic Sesquiterpene from Zingiber zerumbet Induces Apoptosis, Cell Cycle Arrest, and Antimigratory Effects in SW480 Colorectal Cancer Cells: T. Sithara, et al.; J. Agric. Food Chem. 66, 602 (2018)