Deoxygedunin

From Wikipedia, the free encyclopedia

Other names14,15-Deoxygedunin
ATC code
  • None
Deoxygedunin
Clinical data
Other names14,15-Deoxygedunin
ATC code
  • None
Identifiers
  • (1R,6R,7R,10R,11R,16R,18R)‐6‐(Furan‐3‐yl)‐1,7,11,15,15‐pentamethyl‐4,14‐dioxo‐5‐oxatetracyclo[8.8.0.02,7.011,16]octadeca‐2,12‐dien‐18‐yl acetate
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC28H34O6
Molar mass466.574 g·mol−1
3D model (JSmol)
  • CC(=O)OC1CC2C(C(=O)C=CC2(C3C1(C4=CC(=O)OC(C4(CC3)C)C5=COC=C5)C)C)(C)C
  • InChI=1S/C28H34O6/c1-16(29)33-22-13-19-25(2,3)21(30)8-11-26(19,4)18-7-10-27(5)20(28(18,22)6)14-23(31)34-24(27)17-9-12-32-15-17/h8-9,11-12,14-15,18-19,22,24H,7,10,13H2,1-6H3
  • Key:VOUDTVRGPAGHGA-UHFFFAOYSA-N

Deoxygedunin, or 14,15-deoxygedunin, is a tetranortriterpenoid isolated from the Indian neem tree[1][2] a plant that has been in traditional Indian medicine since ancient times as a remedy for various ailments.[3]

Deoxygedunin has been found to act as a potent, selective, small-molecule agonist of TrkB, the main receptor of brain-derived neurotrophic factor (BDNF).[1][2] It produces TrkB-dependent neurotrophic and neuroprotective effects in mice and enhances learning processes.[1][4] In addition, deoxygedunin evokes rapid TrkB-dependent antidepressant-like effects in the forced swim test, an animal model of depression, similarly to 7,8-dihydroxyflavone (7,8-DHF) and ketamine, and notably with a greater potency than 7,8-DHF.[1][2][5] The compound was discovered by the same group that identified 7,8-DHF and N-acetylserotonin as TrkB agonists.[1]

Research

See also

References

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