7,8,3'-Trihydroxyflavone

7,8,3′-Trihydroxyflavone (7,8,3'-THF) is a flavone and small-molecule agonist of TrkB, the main receptor of brain-derived neurotrophic factor (BDNF), that was derived from 7,8-dihydroxyflavone (7,8-DHF).[1][2] Relative to 7,8-DHF, 7,8,3'-THF is 2–3-fold more potent in vitro as a TrkB agonist.[1][2] 7,3’-Dihydroxyflavone (7,3'-DHF) is also more potent than 7,8-DHF in vitro, indicating that a 3'-hydroxy group on the B-ring enhances TrkB agonistic activity.[1] 7,8,3'-THF has been tested in vivo and was found to produce TrkB-dependent neuroprotective effects in mice similarly to 7,8-DHF.[2][3]

7,8,3'-Trihydroxyflavone
Clinical data
Other names7,8,3'-THF
ATC code
  • None
Identifiers
CAS Number
PubChem CID
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC15H10O5
Molar mass270.240 g·mol−1
3D model (JSmol)

See also

References

  1. Liu X, Chan CB, Jang SW, Pradoldej S, Huang J, He K, et al. (December 2010). "A synthetic 7,8-dihydroxyflavone derivative promotes neurogenesis and exhibits potent antidepressant effect". Journal of Medicinal Chemistry. 53 (23): 8274–86. doi:10.1021/jm101206p. PMC 3150605. PMID 21073191.
  2. Yu Q, Chang Q, Liu X, Gong S, Ye K, Lin X (June 2012). "7,8,3'-Trihydroxyflavone, a potent small molecule TrkB receptor agonist, protects spiral ganglion neurons from degeneration both in vitro and in vivo". Biochemical and Biophysical Research Communications. 422 (3): 387–92. doi:10.1016/j.bbrc.2012.04.154. PMC 3388121. PMID 22575512.
  3. Yu Q, Chang Q, Liu X, Wang Y, Li H, Gong S, et al. (August 2013). "Protection of spiral ganglion neurons from degeneration using small-molecule TrkB receptor agonists". The Journal of Neuroscience. 33 (32): 13042–52. doi:10.1523/JNEUROSCI.0854-13.2013. PMC 3735884. PMID 23926258.
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