- Description
- Product Info
- Shipping and Storage
- Downloads
- References
Description
Dibenzoylmethane (DBM) is an aromatic 1,3-diketone acetylacetone derivative that is originally found in Glycyrrhiza (licorice). DBM derivatives are very photostable and are often used as sunscreen components; they are also cytoprotective. DBM itself exhibits anti-inflammatory, cytoprotective, anticancer chemotherapeutic, and chemopreventive activities. DBM induces G2/M phase cell cycle arrest and downregulates expression of phospho-rb, cyclin D1, and cyclin A, inhibiting cell proliferation and tumor growth in prostate cancer models; this compound also inhibits the development of intestinal adenoma in vivo. In other models, DBM activates Nrf2-dependent phase II enzymes, inhibiting DNA adduct formation; it also prevents TNF-induced activation of NF-κB.
Product Info
120-46-7 |
≥98% |
C15H12O2 |
224.25 |
1,3-Diphenyl-1,3-propanedione |
1,3-diphenylpropane-1,3-dione |
Phenyl Phenacyl Ketone; γ-Hydroxychalkone |
80°C |
Insoluble in water. Soluble in ether, chloroform, and aqueous NaOH. |
Slightly yellowish crystalline powder |
Shipping and Storage
Ambient |
Ambient |
Downloads
D3304 MSDS PDF |
D3304 Info Sheet PDF |
References
Hegedűs C, Lakatos P, Kiss-Szikszai A, et al. Cytoprotective dibenzoylmethane derivatives protect cells from oxidative stress-induced necrotic cell death. Pharmacol Res. 2013 Jun;72:25-34. PMID: 23523665.
Anand P, Sung B, Kunnumakkara AB, et al. Suppression of pro-inflammatory and proliferative pathways by diferuloylmethane (curcumin) and its analogues dibenzoylmethane, dibenzoylpropane, and dibenzylideneacetone: role of Michael acceptors and Michael donors. Biochem Pharmacol. 2011 Dec 15;82(12):1901-9. PMID: 21924245.
Lin W, Hong JL, Shen G, et al. Pharmacokinetics of dietary cancer chemopreventive compound dibenzoylmethane in rats and the impact of nanoemulsion and genetic knockout of Nrf2 on its disposition. Biopharm Drug Dispos. 2011 Mar;32(2):65-75. PMID: 21341276.
Dietary feeding of dibenzoylmethane inhibits prostate cancer in transgenic adenocarcinoma of the mouse prostate model. Khor TO, Yu S, Barve A, et al. Cancer Res. 2009 Sep 1;69(17):7096-102. PMID: 19706764.
Thimmulappa RK, Rangasamy T, Alam J, et al. Dibenzoylmethane activates Nrf2-dependent detoxification pathway and inhibits benzo(a)pyrene induced DNA adducts in lungs. Med Chem. 2008 Sep;4(5):473-81. PMID: 18782044.
Shen G, Khor TO, Hu R, et al. Chemoprevention of familial adenomatous polyposis by natural dietary compounds sulforaphane and dibenzoylmethane alone and in combination in ApcMin/+ mouse. Cancer Res. 2007 Oct 15;67(20):9937-44. PMID: 17942926.
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