Chemical Properties
yellowish-white powder
Occurrence
Dibenzoylmethane(DBM) is a 1,3-diketone derivative of acetylacetone that has both methyl groups replaced with phenyl groups.Although smaller in size and lacking hydroxyl and methoxy groups，DBM resembles the turmeric spice curcumin (CUR),a diferuloylmethane. Both molecules are metal-chelating agents，contain a B-diketone flanked by two aryl groups,and exhibit anti-proliferative and anticarcinogenic activity. In addition to sharing structural similarity with DBM,CUR,which is also a naturally occurring compound is found in the plant Curcuma longa and has numerous medicinal uses.
DBM and its many naturally occurring derivatives are minor constituentsof licorice. DBM has been isolated from licorice root extracts and otherspecies of Glycyrrhiza.
Uses
dibenzoylmethane as a new PVC heat stabilizer, high transmittance, non-toxic and tasteless; can greatly improve the early PVC coloring, transparency, long-term stability, and processing during precipitation and "zinc burn" and so on; widely used in medical, food packaging and other non-toxic transparent PVC products. Dibenzoylmethane above can absorb 290nm ultraviolet light, while light having a stabilizing effect on PVC products can provide long-term stable performance.
Definition
ChEBI: A beta-diketone that is acetylacetone (acac) in which both methyl groups have been replaced by phenyl groups. It is a minor constituent of the root extract of licorice (Glycyrrhiza glabra) and exhibits antimutagenic and antica
cer effects.
Preparation
dibenzoylmethane is prepared by condensation of ethyl benzoate with acetophenone.
Flammability and Explosibility
Nonflammable
Biological Activity
In a screen of 300 compounds for those that regulate ER stress, the DBM (Dibenzoylmethane) derivative 14-26 (2,2'-dimethoxydibenzoylmethane) was identified as a novel neuroprotective agent. Other DBM derivatives that have been successfully used in protection against ER stress are 4,4'-dibromodibenzoylmethane and 4,4'-dichlorodibenzoyl-methane. Both compounds showed their protective effect against ER stress in F9 homocysteine-induced ER protein (Herp)-null cells treated with Tm[1].
Purification Methods
Dibenzoylmethane (1,3-diphenyl-1,3-propanedione) [120-46-7] M 224.3, m 8 0o. Crystallise dibenzoylmethane from pet ether or MeOH. [Beilstein 7 IV 2512.]
References
[1] HONORATA KRASKIEWICZ Una F. InterfERing with endoplasmic reticulum stress.[J]. Trends in pharmacological sciences, 2012, 33 2: 53-63. DOI:
10.1016/j.tips.2011.10.002.
