Inhibitory effects of 1,3-bis-(2-substituted-phenyl)-propane-1,3-dione, β-diketone structural analogues of curcumin, on chemical-induced tumor promotion and inflammation in mouse skin.

Abstract

Dibenzoylmethane (DBM), a β-diketone structural analogue of curcumin, has been reported to exhibit anti-tumorigenic and chemopreventive activities. Due to the structural resemblance of DBM to the anti-inflammatory curcumin and an aspirin-like skeleton of DBM derivatives, we tested the anti-inflammatory effects of DBM and its derivatives, 1,3-bis-(2-substituted-phenyl)-propane-1,3-dione, on 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced tumor promotion as well as TPA- and arachidonic acid-induced mouse ear edema in skin of CD-1 mice. Topical application of 10 μmol DBM together with TPA on the back of mice previously treated with 7,12-dimethylbenz[α]anthracene (DMBA) inhibited TPA-induced skin tumor promotion significantly. In addition, 1,3-bis-(2-acetoxy phenyl)-propane-1,3-dione was a superior anti-inflammatory agent to aspirin (80% of inhibition), on TPA-induced mouse ear edema and reduced the production of prostaglandin E2 (PGE(2)), comparable to aspirin. Taken together, 1,3-bis-(2-acetoxyphenyl-propane-1,3-dione merits a valuable anti-inflammatory agent substituting aspirin in therapeutic treatment as well prevention of cancer.

• Authors: Chuan-Chuan Lin, Yue Liu, Chi-Tang Ho, Mou-Tuan Huang
• Journal: Food & function (Food Funct) Vol. 2 Issue 1 Pg. 78-83 (Jan 2011) ISSN: 2042-650X [Electronic] England
• PMID: 21773589 (Publication Type: Journal Article)

Chemical References

• Anti-Inflammatory Agents
• Carcinogens
• Ketones
• Platelet Aggregation Inhibitors
• Arachidonic Acid
• 9,10-Dimethyl-1,2-benzanthracene
• Curcumin
• Tetradecanoylphorbol Acetate
• Aspirin

Topics

• 9,10-Dimethyl-1,2-benzanthracene (chemistry, pharmacology)
• Animals
• Anti-Inflammatory Agents (pharmacology)
• Arachidonic Acid (pharmacology)
• Aspirin (chemistry, pharmacology)
• Carcinogens (chemistry, pharmacology)
• Curcumin (analogs & derivatives)
• Dermatitis (drug therapy)
• Ear, External (drug effects)
• Edema (chemically induced, drug therapy)
• Female
• Ketones (chemistry, pharmacology)
• Mice
• Mice, Inbred Strains
• Platelet Aggregation Inhibitors (chemistry, pharmacology)
• Skin Neoplasms (chemically induced, drug therapy)
• Tetradecanoylphorbol Acetate (pharmacology)