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Common Name

Apigenin 7,4'-dimethyl ether

Systematic Name

5-Hydroxy-4',7-dimethoxyflavone

Synonyms

Genkwanin 4'-methyl ether

LM ID

LMPK12111029

Formula

C₁₇H₁₄O₅

Exact Mass

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298.084125

Status

Curated

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Classification

Biological Context

7,4′-Di-O-methylapigenin is a flavonoid that has been found in T. diffusa and has diverse biological activities.^1,2,3,4,5 It inhibits monoamine oxidase B (MAO-B) but not MAO-A (IC50s = 0.198 and >100 µM, respectively), as well as p38α MAPK but not JNK3 (IC50s = 27.8 and >100 µM, respectively).^1,2 7,4′-Di-O-methylapigenin inhibits the production of nitric oxide (NO) in LPS-stimulated RAW 264.7 macrophages (IC50 = 24.5 µM).³ It reduces the growth of C. albicans when used at a concentration of 45 µg/ml.⁴ 7,4′-Di-O-methylapigenin inhibits carrageenan-induced edema in rats (ED25 = 75 mg/kg).⁵

This information has been provided by Cayman Chemical

References

1. Chaurasiya, N.D., Zhao, J., Pandey, P., et al. Selective inhibition of human monoamine oxidase B by acacetin 7-methyl ether isolated from Turnera diffusa (damiana). Molecules 24(4), 810 (2019).

2. Goettert, M., Schattel, V., Koch, P., et al. Biological evaluation and structural determinants of p38α mitogen-activated-protein kinase and c-Jun-N-terminal kinase 3 inhibition by flavonoids. Chembiochem 11(18), (2010).

3. Tewtrakul, S., and Subhadhirasakul, S. Effects of compounds from Kaempferia parviflora on nitric oxide, prostaglandin E2 and tumor necrosis factor-alpha productions in RAW264.7 macrophage cells. J. Ethnopharmacol. 120(1), 81-84 (2008).

4. Mangoyi, R., Midiwo, J., and Mukanganyama, S. Isolation and characterization of an antifungal compound 5-hydroxy-7,4’-dimethoxyflavone from Combretum zeyheri. BMC Complement. Altern. Med. 15, 405 (2015).

5. Fourie, R.G., and Snyckers, F.O. A flavone with antiinflammatory activity from the roots of Rhus undulata. J. Nat. Prod. 47(6), 1057-1058 (1984).