2',4,4',6'-TETRAHYDROXYCHALCONE

Names

[ Name ]:
2',4,4',6'-TETRAHYDROXYCHALCONE

[Synonym ]:
Isopropylammonium-N-isopropyl-dithiocarbaminat
isorpopylammonium N-isopropyldithiocarbamate
propan-2-ylcarbamodithioic acid
isosalipurpol
trans-2',4',6',4-tetrahydroxychalcone
chalconaringenin
6',4-tetrahydroxychalcone
isopropylammonium N-isopropyldithiocarbamate
ammonium isopropyldithiocarbamate

Biological Activity

[Description]:

(E)-Naringenin chalcone is an orally active anti-allergic agent. (E)-Naringenin chalcone also has antioxidant, anti-inflammatory activities. (E)-Naringenin chalcone can improve adipocyte functions. (E)-Naringenin chalcone inhibits histamine release from rat peritoneal mast cell[1][2][4].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Inflammation/Immunology

[In Vitro]

(E)-Naringenin chalcone (25-125 μg/mL, 10 min) inhibits histamine release from rat peritoneal mast cells, with an IC50 value of 68 μg/mL[1]. (E)-Naringenin chalcone (25-50 μM, 8 days) improves adipocyte (3T3-L1) functions by enhancing adiponectin production[2]. (E)-Naringenin chalcone (25-100 μM, 24 h) stimulates the activity of PPARγ in NIH-3T3 cells[2]. (E)-Naringenin chalcone (0-200 μM 24 h) inhibits the production of TNF-alpha, MCP-1, and nitric oxide (NO) by LPS-stimulated RAW 264 macrophages[4]. RT-PCR[2] Cell Line: 3T3-L1 adipocytes Concentration: 25-100 μM Incubation Time: 8 days Result: Increased adiponectin mRNA levels up to 8.0-fold in a dose-dependent manner. Western Blot Analysis[4] Cell Line: RAW 264 macrophages Concentration: 0,25, 50, 100, 200 μM Incubation Time: 24 h Result: Suppressed the degradation of IκB-α.

[In Vivo]

(E)-Naringenin chalcone (0.8 mg/kg, oral administration) shows anti-allergic effect in type I allergic mice[1]. (E)-Naringenin chalcone (0.8 mg/kg, oral administration) suppresses allergic asthma by inhibiting the type-2 function of CD4 T cells in allergic airway inflammatory mice[3]. Animal Model: Mouse type I allergic model[1] Dosage: 0.8 mg/kg Administration: Oral administration Result: Inhibited the ear-swelling response, with the inhibitory ratio of 46.7%. Animal Model: Allergic airway inflammation induced in mice[3] Dosage: 0.8 mg/kg Administration: Oral administration, daily Result: Decreased cell numbers of the infiltrating leukocyte and eosinophils. Decreased Muc5ac and gob-5 expression in the lungs.

[References]

[1]. Taichi Yamamoto, et al. Anti-allergic activity of naringenin chalcone from a tomato skin extract. Biosci Biotechnol Biochem. 2004 Aug;68(8):1706-11.

[2]. Taro Horiba, et al. Naringenin chalcone improves adipocyte functions by enhancing adiponectin production. Mol Cell Endocrinol. 2010 Jul 29;323(2):208-14.

[3]. Chiaki Iwamura, et al. Naringenin chalcone suppresses allergic asthma by inhibiting the type-2 function of CD4 T cells. Allergol Int. 2010 Mar;59(1):67-73.

[4]. Shizuka Hirai, et al. Inhibitory effect of naringenin chalcone on inflammatory changes in the interaction between adipocytes and macrophages. Life Sci. 2007 Sep 29;81(16):1272-9.