5,7-Dihydroxy-6-methoxy-2-(4-phenoxyphenyl)chromen-4-one

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5,7-Dihydroxy-6-methoxy-2-(4-phenoxyphenyl)chromen-4-one[1]
Names
IUPAC name
5,7-dihydroxy-6-methoxy-2-(4-phenoxyphenyl)chromen-4-one
Identifiers
3D model (
JSmol
)
ChemSpider
  • InChI=1S/C22H16O6/c1-26-22-17(24)12-19-20(21(22)25)16(23)11-18(28-19)13-7-9-15(10-8-13)27-14-5-3-2-4-6-14/h2-12,24-25H,1H3
    Key: FUBRAMOFTBBVFU-UHFFFAOYSA-N
  • COC1=C(C2=C(C=C1O)OC(=CC2=O)C3=CC=C(C=C3)OC4=CC=CC=C4)O
Properties
C22H16O6
Molar mass 376.364 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

5,7-Dihydroxy-6-methoxy-2(4-phenoxyphenyl)-4H-chromene-4-one (DMPC) is a derivative of oroxylin A. It has memory improving effects and can reduce ADHD-like behavior.

Mechanism of action

As a derivative of oroxylin A, it has similar activity; in rats, DMPC has been shown to block the reuptake of dopamine similarly to methylphenidate, however it does not act at the norepinephrine transporter. This has resulted in attenuated ADHD-like behavior, but unlike methylphenidate and other ADHD medication, it did not display addictive properties. Which could make it useful as a non-addictive ADHD drugs, as most currently used ADHD stimulants have addictive properties.[3]

DMPC also possesses memory improving properties, it is able to attenuate memory impairment induced by

MK-801. It also had memory-enhancing effects if administered alone.[4]

DMPC is able to block the

chloride influx induced by muscimol at GABAA receptors, suggesting that it is a GABAA antagonist or negative modulator.[4]

References

  1. ^ "5,7-Dihydroxy-6-methoxy-2(4-phenoxyphenyl)-4h-chromene-4-one".
  2. ^ "5,7-Dihydroxy-6-methoxy-4-phenoxyflavone CAS#: 1342207-75-3".
  3. PMID 23707903
    .
  4. ^
    S2CID 255556700
    .
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