Anti-tumor promoting potential of naturally occurring diarylheptanoids structurally related to curcumin.
In recent years, there have been considerable efforts to search for naturally occurring substances for intervention of carcinogenesis. Many components from medicinal or dietary plants have been identified to possess potential chemopreventive properties. For instance, curcumin, a yellow colouring agent from turmeric (Curcuma longa Linn., Zingiberaceae) has been shown to inhibit tumor formation in diverse animal models. Alpinia oxyphylla Miquel that also belongs to ginger family has been used in oriental herbal medicine. In the present work, we have evaluated the anti-tumor promoting potential of yakuchinone A (1-[4'-hydroxy-3'-methoxyphenyl]-7-phenyl-3-heptanone) and yakuchinone B (1-[4'-hydroxy-3'-methoxyphenyl]-7-phenylhept-1-en-3-one), major pungent ingredients of A. oxyphylla. Thus, topical application of yakuchinone A or B significantly suppressed TPA-induced epidermal ornithine decarboxylase activity. They also reduced TPA-stimulated production of tumor necrosis factor-alpha in cultured human promyelocytic leukemia (HL-60) cells. Both compounds blunted the TPA-induced superoxide generation in differentiated HL-60 cells in a concentration-related manner and also inhibited lipid peroxidation in rat brain homogenates. Furthermore, yakuchinone A and yakuchinone B nullified the activation of the activator protein-1 (AP-1) in immortalized mouse fibroblast cells in culture. These findings indicate that pungent diarylheptanoids from A. oxyphylla have anti-tumor promotional properties that can contribute to their chemopreventive potential.
Chun
K S
KS
College of Pharmacy, Seoul National University, Shinlim-dong, Kwanak-gu, Seoul, South Korea.
Sohn
Y
Y
Kim
H S
HS
Kim
O H
OH
Park
K K
KK
Lee
J M
JM
Moon
A
A
Lee
S S
SS
Surh
Y J
YJ
D016475:3T3 Cells; D000818:Animals; D001921:Brain / Q000187:drug effects / Q000378:metabolism; D002273:Carcinogens / Q000037:antagonists & inhibitors*; D003474:Curcumin / Q000494:pharmacology*; D036381:Diarylheptanoids; D006139:Guaiacol / Q000031:analogs & derivatives* / Q000494:pharmacology; D018922:HL-60 Cells; D006801:Humans; D066298:In Vitro Techniques; D015227:Lipid Peroxidation / Q000187:drug effects; D008297:Male; D051379:Mice; D009369:Neoplasms / Q000517:prevention & control; D065108:Ornithine Decarboxylase Inhibitors; D010946:Plants, Medicinal; D051381:Rats; D017207:Rats, Sprague-Dawley; D013481:Superoxides / Q000378:metabolism; D013755:Tetradecanoylphorbol Acetate / Q000494:pharmacology; D018808:Transcription Factor AP-1 / Q000378:metabolism; D014409:Tumor Necrosis Factor-alpha / Q000096:biosynthesis
D002273:Carcinogens; D036381:Diarylheptanoids; D065108:Ornithine Decarboxylase Inhibitors; D018808:Transcription Factor AP-1; D014409:Tumor Necrosis Factor-alpha; C121978:yakuchinone B; D013481:Superoxides; D006139:Guaiacol; C042566:yakuchinone-A; D003474:Curcumin; D013755:Tetradecanoylphorbol Acetate