Chemistry:Eutropoflavin

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Short description: Chemical compound
Eutropoflavin
4'-Dimethylamino-7,8-dihydroxyflavone.svg
Clinical data
ATC code
  • None
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC17H15NO4
Molar mass297.310 g·mol−1
3D model (JSmol)

Eutropoflavin (4'-Dimethylamino-7,8-dihydroxyflavone) is a synthetic flavone and selective small-molecule agonist of TrkB, the main receptor of brain-derived neurotrophic factor (BDNF), which was derived from structural modification of tropoflavin (7,8-DHF).[1][2][3][4] Relative to tropoflavin, eutropoflavin possesses higher agonistic activity at TrkB, is significantly more potent than tropoflavin both in vitro and in vivo, and has a longer duration of action (peaking at 4 hours and "partially decaying" at 8~16 hours in rodents).[1][3] The compound has been found to produce neuroprotective and neurogenic effects in the brain and spinal cord as well as antidepressant-like effects in animals.[1][3][4][5]

See also

References

  1. 1.0 1.1 1.2 "A synthetic 7,8-dihydroxyflavone derivative promotes neurogenesis and exhibits potent antidepressant effect". Journal of Medicinal Chemistry 53 (23): 8274–86. December 2010. doi:10.1021/jm101206p. PMID 21073191. 
  2. "Optimization of a small tropomyosin-related kinase B (TrkB) agonist 7,8-dihydroxyflavone active in mouse models of depression". Journal of Medicinal Chemistry 55 (19): 8524–37. October 2012. doi:10.1021/jm301099x. PMID 22984948. 
  3. 3.0 3.1 3.2 "7,8-dihydroxyflavone, a small molecular TrkB agonist, is useful for treating various BDNF-implicated human disorders". Translational Neurodegeneration 5 (1): 2. 2016. doi:10.1186/s40035-015-0048-7. PMID 26740873. 
  4. 4.0 4.1 "Small molecules activating TrkB receptor for treating a variety of CNS disorders". CNS & Neurological Disorders Drug Targets 12 (7): 1066–77. November 2013. doi:10.2174/18715273113129990089. PMID 23844685. 
  5. "Small-molecule TrkB receptor agonists improve motor function and extend survival in a mouse model of Huntington's disease". Human Molecular Genetics 22 (12): 2462–70. June 2013. doi:10.1093/hmg/ddt098. PMID 23446639.