Amentoflavone Explained

Amentoflavone is a biflavonoid (bis-apigenin coupled at 8 and 3 positions, or 3,8-biapigenin) constituent of a number of plants including Ginkgo biloba, Chamaecyparis obtusa (hinoki), Biophytum sensitivum, Selaginella tamariscina,[1] Hypericum perforatum (St. John's Wort)[2] and Xerophyta plicata.[3]

Amentoflavone can interact with many medications by being a potent inhibitor of CYP3A4 and CYP2C9, which are enzymes responsible for the metabolism of some drugs in the body.[4] It is also an inhibitor of human cathepsin B.[2]

Amentoflavone has a variety of in vitro activities including antimalarial activity,[5] anticancer activity (which may, at least in part, be mediated by its inhibition of fatty acid synthase),[6] [7] [8] and antagonist activity at the κ-opioid receptor (Ke = 490 nmol L-1)[9] as well as activity at the allosteric benzodiazepine site of the GABAA receptor as a negative allosteric modulator.[10]

See also

Notes and References

  1. 10.3389/fphar.2021.768708 . Insights Into Amentoflavone: A Natural Multifunctional Biflavonoid . 2021 . Xiong . Xifeng . . 12 . 22 December 2021 . 35002708 . 8727548 . free .
  2. Pan X, Tan N, Zeng G, Zhang Y, Jia R . Amentoflavone and its derivatives as novel natural inhibitors of human Cathepsin B . . 13 . 20 . 5819–5825 . 2005 . 16084098 . 10.1016/j.bmc.2005.05.071 .
  3. 10.1016/S0031-9422(00)83875-3 . Biflavonoids in the primitive monocots Isophysis tasmanica and Xerophyta plicata . 1987 . Williams . Christine A. . Harborne . Jeffrey B. . Tomas-Barberan A. . Francisco . Jeffrey Harborne . . 26 . 9 . 2553. 1987PChem..26.2553W .
  4. Kimura, Y . Ito, H . Ohnishi, R . Hatano, T . Inhibitory effects of polyphenols on human cytochrome P450 3A4 and 2C9 activity . . 48 . 1 . 429–435 . 2010 . 19883715 . 10.1016/j.fct.2009.10.041 .
  5. Web site: Inhibitors of Plasmodium falciparum M1- Family Alanyl Aminopeptidase (M1AAP).
  6. Fatty acid synthase inhibition by amentoflavone induces apoptosis and antiproliferation in human breast cancer cells. Biol. Pharm. Bull.. 2009. 32. 8. 1427–1432. 10.1248/bpb.32.1427. 19652385. Lee, JS . Lee, MS . Oh, WK . Sul, JY . PDF. free.
  7. Inhibition of fatty acid synthase by amentoflavone reduces coxsackievirus B3 replication. Arch. Virol.. 157. 2. 259–269. 10.1007/s00705-011-1164-z. 22075919. Wilsky, S . Sobotta, K . Wiesener, N . Pilas, J . Althof, N . Munder, T . Wutzler, P . Henke, A . 2012. 254054659 .
  8. Fatty Acid Synthase Inhibition by Amentoflavone Suppresses HER2/neu(erbB2) Oncogene in SKBR3 Human Breast Cancer Cells. Phytother. Res.. 2013. 27. 5. 713–720. 10.1002/ptr.4778. 22767439. Lee, JS . Sul, JY . Park, JB . Lee, MS . Cha, EY . Song, IS . Kim, JR . Chang, ES . 26035868 .
  9. Katavic PL, Lamb K, Navarro H, Prisinzano TE . Flavonoids as opioid receptor ligands: identification and preliminary structure-activity relationships . . 70 . 8 . 1278–1282 . 2007 . 17685652 . 10.1021/np070194x . 2265593.
  10. 12824018 . 2003 . Hanrahan . JR . Chebib . M . Davucheron . NL . Hall . BJ . Johnston . GA . Semisynthetic preparation of amentoflavone: A negative modulator at GABA(A) receptors . 13 . 14 . 2281–2284 . . 10.1016/s0960-894x(03)00434-7.

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