Curcumin

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Curcumin
Image:Curcumin keto form.png
Keto Form
Image:Curcumin.png
Enol Form
General
Systematic name (1E,6E)-1,7-bis(4-hydroxy-
3-methoxyphenyl)-1,6-
heptadiene-3,5-dione
Other names curcumin
diferuloylmethane
C.I. 75300
Natural Yellow 3
Molecular formula C21H20O6
SMILES  ?
Molar mass 368.38 g/mol
Appearance  ?
CAS number [458-37-7]
Properties
Density and phase  ? g/cm3, ?
Solubility in water  ? g/100 ml (? °C)
Melting point  ? °C (? K)
Boiling point  ? °C (? K)
Acidity (pKa)  ?
Hazards
MSDS External MSDS
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NFPA 704
Flash point  ? °C
R/S statement R: ?
S: ?
RTECS number  ?
Related compounds
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Except where noted otherwise, data are given for
materials in their standard state (at 25 °C, 100 kPa)
Infobox disclaimer and references

Curcumin is the active ingredient of the Indian curry spice turmeric. It is a polyphenol with a molecular formula C21H20O6. Curcumin can exist in at least two tautomeric forms, keto and enol. The keto form is preferred in solid phase and the enol form in solution.

Curcumin is known for its antitumor, antioxidant, anti-amyloid and anti-inflammatory properties. For the last few decades, extensive work has been done to establish the biological activities and pharmacological actions of curcumin. Its anticancer effects stem from its ability to induce apoptosis in cancer cells without cytotoxic effects on healthy cells. Curcumin can interfere with the activity of the transcription factor NF-κB ( NF-kB ), which is often highly overexpressed in many cancer cells, according to a talk given by Dr. Dennis Liotta at Davidson College in January 2006.

A 2004 UCLA-Veterans Affairs study involving genetically altered mice suggests that curcumin might inhibit the accumulation of destructive beta-amyloid in the brains of Alzheimer's disease patients and also break up existing plaques associated with the disease. It was published that curcumin inhibits cyclooxygenase-2 (COX-2) as well as lipoxygenase (LOX), two enzymes involved in inflammation.

It is used as a food coloring (it is what colors curry yellow). As a food additive, its E number is E100.

References

Chemopreventive properties of curcumin. Campbell, Frederick C.; Collett, Gavin P. Future Oncology (2005), 1(3), 405-414.

A potential role of the curry spice curcumin in Alzheimer's disease. Ringman, John M.; Frautschy, Sally A.; Cole, Gregory M.; Masterman, Donna L.; Cummings, Jeffrey L. Current Alzheimer Research (2005), 2(2), 131-136.

Curcumin derived from turmeric (Curcuma longa): A spice for all seasons. Aggarwal, Bharat B.; Kumar, Anushree; Aggarwal, Manoj S.; Shishodia, Shishir. Phytopharmaceuticals in Cancer Chemoprevention (2005), 349-387.

Turmeric and curcumin: biological actions and medicinal applications. Chattopadhyay, Ishita; Biswas, Kaushik; Bandyopadhyay, Uday; Banerjee, Ranajit K. Current Science (2004), 87(1), 44-53.

External links

it:Curcumina ru:Куркумин