Mitraphylline an alkaloid found in kratom

Mitraphylline

Mitraphylline
Mitraphylline
Names
IUPAC name

Mitraphylline
Identifiers
509-80-8 Yes
ChemSpider 84977 
EC Number 208-106-0
Jmol interactive 3D Image
PubChem 94160
Properties
C21H24N2O4
Molar mass 368.1736 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Mitraphylline, an oxindole derivative, is an active alkaloid in the leaves of the tree Mitragyna speciosa, commonly known as kratom. As a non-narcotic constituent, it also occurs to a significant amount in the bark of Uncaria tomentosa (Cat’s Claw) along with a number of isomericalkaloids.[1] Due to its structural similarity to mitragynine and 7-hydroxymitragynine from kratom, effects on mu and delta opiate receptors as well as NMDA-antagonistic actions have been postulated.

Current research is focussing on antiproliferative and cytotoxic effects and its in vivo efficacy to induce apoptosis in human breast cancersarcoma as well as lymphoblastic leukaemia cell lines.[2][3]

Contents

ReferencesEdit

  1. ^ Stuppner, H.; Sturm, S.; Konwalinka, G. (1992). “HPLC analysis of the main oxindole alkaloids from Uncaria tomentosa“. Chromatographia 34 (11–12): 597–600. doi:10.1007/bf02269869.
  2. ^ García Giménez, D.; García Prado, E.; Sáenz Rodríguez, T.; Fernández Arche, A.; De La Puerta, R. (2010). “Cytotoxic effect of the pentacyclic oxindole alkaloid mitraphylline isolated from Uncaria tomentosa bark on human Ewing’s sarcoma and breast cancer cell lines”. Planta Medica 76 (2): 133–6. doi:10.1055/s-0029-1186048PMID 19724995.
  3. ^ Bacher, N.; Tiefenthaler, M.; Sturm, S.; Stuppner, H.; Ausserlechner, M. J.; Kofler, R.; Konwalinka, G. (2006). “Oxindole alkaloids from Uncaria tomentosa induce apoptosis in proliferating, G0/G1-arrested and bcl-2-expressing acute lymphoblastic leukaemia cells”. British Journal of Haematology 132 (5): 615–22. doi:10.1111/j.1365-2141.2005.05907.xPMID 16445836.