Akuammine

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Akuammine
Names
Other names
Vincamajoridine
Identifiers
3D model (
JSmol
)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C22H26N2O4/c1-4-13-11-24-8-7-21-16-9-14(25)5-6-17(16)23(2)22(21)18(24)10-15(13)20(21,12-28-22)19(26)27-3/h4-6,9,15,18,25H,7-8,10-12H2,1-3H3/b13-4+/t15-,18?,20?,21+,22-/m1/s1 checkY
    Key: YILKZADAWNUTTB-OCTHBTNBSA-N checkY
  • COC(=O)C46CO[C@]35N(C)c1ccc(O)cc1[C@]56CCN2C/C(=C\C)[C@H]4CC23
Properties
C22H26N2O4
Molar mass 382.460 g·mol−1
Melting point 225 °C (437 °F; 498 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Akuammine (vincamajoridine

Picralima nitida,[3] commonly known as akuamma, comprising 0.56% of the dried powder. It has also been isolated from Vinca major.[2] Akuammine is structurally related to yohimbine, mitragynine and more distantly Voacangine
, all of which are alkaloid plant products with pharmacological properties.

Pharmacology

Akuammine has

antimalarial activity,[3] and may be the primary constituent of P. nitida seeds responsible for this activity.[4]

Akuammine is an

mu-opioid receptor, when tested in vitro.[5][6]

References

  1. ^ Merck Index (12th ed.). 200.
  2. ^
    PMID 13262018
    .
  3. ^
    S2CID 260253044
    .
  4. ISBN 9783826100772
    .
  5. PMID 9683021
    .
  6. PMID 1317407
    .
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