Kahweol
Kahweol is a diterpene found in coffee beans that exhibits neuromodulatory, anti-osteoporotic, anti-resorptive, anti-inflammatory, antioxidative, anti-angiogenic, anticancer, and chemopreventive activities. Like other coffee compounds, kahweol may also display hyperlipidemic properties. In vitro, kahweol inhibits RANKL-induced osteoclast generation and bone resorbing activity. In other cellular and animal models, kahweol inhibits cell proliferation, migration, invasion, and tube formation, and suppresses expression of MCP-1 and COX-2. Additionally, kahweol activates Nrf2. In oral squamous cell carcinoma cells, this compound induces G1 phase cell cycle arrest and apoptosis and downregulates expression of Sp1. In vitro, kahweol inhibits aflatoxin B1-induced DNA adduct formation and increases levels of glutathione-S-transferase. This compound also inhibits H2O2-induced DNA damage and oxidative stress and decreases superoxide anion formation in vitro.
References PubMed ID：:http://www.ncbi.nlm.nih.gov/pubmed/18936207
| Cas No. |
6894-43-5 |
|---|---|
| Purity |
≥97% |
| Formula |
C20H26O3 |
| Formula Wt. |
314.42 |
| Melting Point |
143-144°C |
| Solubility |
Ethanol 5 mg/mL, DMF 5 mg/mL, DMSO 3 mg/mL. |
| Appearance |
Slightly yellowish solid |
Chae JI, Jeon YJ, Shim JH. Anti-Proliferative Properties of Kahweol in Oral Squamous Cancer Through the Regulation Specificity Protein 1. Phytother Res. 2014 Sep 8. [Epub ahead of print]. PMID: 25196544.
Wu KC, McDonald PR, Liu J, et al. Screening of natural compounds as activators of the keap1-nrf2 pathway. Planta Med. 2014 Jan;80(1):97-104. PMID: 24310212.
Fumimoto R, Sakai E, Yamaguchi Y, et al. The coffee diterpene kahweol prevents osteoclastogenesis via impairment of NFATc1 expression and blocking of Erk phosphorylation. J Pharmacol Sci. 2012;118(4):479-86. PMID: 22447306.
Cárdenas C, Quesada AR, Medina MA. Anti-angiogenic and anti-inflammatory properties of kahweol, a coffee diterpene. PLoS One. 2011;6(8):e23407. Erratum in: PLoS One. 2011;6(11). PMID: 21858104.
Lee KJ, Jeong HG. Protective effects of kahweol and cafestol against hydrogen peroxide-induced oxidative stress and DNA damage. Toxicol Lett. 2007 Sep 10;173(2):80-7. PMID: 17689207.
Cavin C, Mace K, Offord EA, et al. Protective effects of coffee diterpenes against aflatoxin B1-induced genotoxicity: mechanisms in rat and human cells. Food Chem Toxicol. 2001 Jun;39(6):549-56. PMID: 11346484.
