Chemistry:Oroxylin A

From HandWiki
Oroxylin A
Skeletal formula
Ball-and-stick model of oroxylin A
Names
IUPAC name
5,7-Dihydroxy-6-methoxyflavone
Systematic IUPAC name
5,7-Dihydroxy-6-methoxy-2-phenyl-4H-1-benzopyran-4-one
Other names
Baicalein 6-methyl ether
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
UNII
Properties
C16H12O5
Molar mass 284.26 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is ☑Y☒N ?)
Infobox references
Tracking categories (test):

Oroxylin A is an O-methylated flavone, a chemical compound that can be found in the medicinal plants Scutellaria baicalensis[1] and Scutellaria lateriflora,[2][3] and the Oroxylum indicum tree.[4] It has demonstrated activity as a dopamine reuptake inhibitor,[5] and is also a negative allosteric modulator of the benzodiazepine site of the GABAA receptor.[5][6][7] Oroxylin A has been found to improve memory consolidation in mice by elevating brain-derived neurotrophic factor (BDNF) levels in the hippocampus.[8]

See also

References

  1. ↑ Isolation and purification of baicalein, wogonin and oroxylin A from the medicinal plant Scutellaria baicalensis by high-speed counter-current chromatography. Hua-Bin Li and Feng Chen, Journal of Chromatography A, 13 May 2005, Volume 1074, Issues 1–2, pages 107–110, doi:10.1016/j.chroma.2005.03.088
  2. ↑ "Scuteflorins A and B, dihydropyranocoumarins from Scutellaria lateriflora". J. Nat. Prod. 72 (6): 983–7. 2009. doi:10.1021/np900068t. PMID 19555121. 
  3. ↑ "Phenolics in tissue cultures of Scutellaria". Natural Medicines 53 (4): 209–13. 1999. http://ci.nii.ac.jp/els/110008731958.pdf?id=ART0009808857&type=pdf&lang=en&host=cinii&order_no=&ppv_type=0&lang_sw=&no=1376557832&cp=. 
  4. ↑ The constitution of oroxylin-A, a yellow colouring matter from the root-bark of Oroxylum indicum, vent R. C. Shah, C. R. Mehta and T. S. Wheeler
  5. ↑ 5.0 5.1 Yoon, Seo Young; dela Peña, Ike; Kim, Sung Mok; Woo, Tae Sun; Shin, Chan Young; Son, Kun Ho; Park, Haeil; Lee, Yong Soo et al. (2013). "Oroxylin A improves attention deficit hyperactivity disorder-like behaviors in the spontaneously hypertensive rat and inhibits reuptake of dopamine in vitro". Archives of Pharmacal Research 36 (1): 134–140. doi:10.1007/s12272-013-0009-6. ISSN 0253-6269. PMID 23371806. 
  6. ↑ "Benzodiazepine binding site-interactive flavones from Scutellaria baicalensis root". Planta Med. 64 (6): 571–2. 1998. doi:10.1055/s-2006-957517. PMID 9776664. 
  7. ↑ "The ameliorating effects of 5,7-dihydroxy-6-methoxy-2(4-phenoxyphenyl)-4H-chromene-4-one, an oroxylin A derivative, against memory impairment and sensorimotor gating deficit in mice". Arch. Pharm. Res. 36 (7): 854–63. 2013. doi:10.1007/s12272-013-0106-6. PMID 23543630. 
  8. ↑ "Oroxylin A enhances memory consolidation through the brain-derived neurotrophic factor in mice". Brain Res. Bull. 108: 67–73. 2014. doi:10.1016/j.brainresbull.2014.09.001. PMID 25218897. 

{{Navbox | name = GABA receptor modulators | title = GABA receptor modulators | state = collapsed | bodyclass = hlist | groupstyle = text-align:center; 

 | group1 = Ionotropic
 |  list1 = {{Navbox|subgroup
 | groupstyle = text-align:center
 | groupwidth = 5em

   | group1 = GABAA
   | list1  = 

   | group2 = GABAA-ρ
   | list2  = 

 }}

 | group2 = Metabotropic

| list2 =

GABAB
 | below =
See also
Receptor/signaling modulators
GABAA receptor positive modulators
GABA metabolism/transport modulators

}}




Retrieved from "https://handwiki.org/wiki/index.php?title=Chemistry:Oroxylin_A&oldid=3422647"