Cannabaceae

6-Methylapigenin
Names
IUPAC name
5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-methylchromen-4-one
Identifiers
3D model (JSmol)
  • InChI=1S/C16H12O5/c1-8-11(18)6-14-15(16(8)20)12(19)7-13(21-14)9-2-4-10(17)5-3-9/h2-7,17-18,20H,1H3
  • CC1=C(C2=C(C=C1O)OC(=CC2=O)C3=CC=C(C=C3)O)O
Properties
C16H12O5
Molar mass 284.267 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

6-Methylapigenin is a naturally occurring flavonoid and a derivative of apigenin. It has activity at GABAA receptors as a positive modulator.

Natural occurrence[edit]

6-Methylapigenin can be found in multiple plants, such as Valeriana officinalis, Valeriana jatamansi, and Picea neoveitchii.[1]

Biological activity[edit]

6-Methylapigenin binds to the GABAA receptor on the benzodiazepine binding site. This compound possesses anxiolytic effects. In a mouse model, it is also able to potentiate sleep induced by hesperidin, another flavonoid.[2][3] However, since it does not have the chemical structure of benzodiazepines, it can therefore be classed as a nonbenzodiazepine.

References[edit]

  1. ^ PubChem. "6-Methylapigenin". pubchem.ncbi.nlm.nih.gov. Retrieved 2024-02-04.
  2. ^ Fernández, Sebastián P.; Wasowski, Cristina; Paladini, Alejandro C.; Marder, Mariel (2005-04-11). "Synergistic interaction between hesperidin, a natural flavonoid, and diazepam". European Journal of Pharmacology. 512 (2–3): 189–198. doi:10.1016/j.ejphar.2005.02.039. ISSN 0014-2999. PMID 15840404.
  3. ^ Marder, Mariel; Viola, Haydeé; Wasowski, Cristina; Fernández, Sebastián; Medina, Jorge H.; Paladini, Alejandro C. (2003). "6-methylapigenin and hesperidin: new valeriana flavonoids with activity on the CNS". Pharmacology, Biochemistry, and Behavior. 75 (3): 537–545. doi:10.1016/s0091-3057(03)00121-7. ISSN 0091-3057. PMID 12895671. S2CID 37559366.

One thought on “Cannabaceae

  1. Well, that’s interesting to know that Psilotum nudum are known as whisk ferns. Psilotum nudum is the commoner species of the two. While the P. flaccidum is a rare species and is found in the tropical islands. Both the species are usually epiphytic in habit and grow upon tree ferns. These species may also be terrestrial and grow in humus or in the crevices of the rocks.
    View the detailed Guide of Psilotum nudum: Detailed Study Of Psilotum Nudum (Whisk Fern), Classification, Anatomy, Reproduction

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