Chemistry:Matrine

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Short description: Chemical compound
Matrine
Matrine structure.svg
Clinical data
ATC code
  • none
Legal status
Legal status
  • In general: unscheduled
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
Chemical and physical data
FormulaC15H24N2O
Molar mass248.370 g·mol−1
3D model (JSmol)
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Matrine is an alkaloid found in plants from the genus Sophora. It has a variety of pharmacological effects, including anti-cancer effects,[1] as well as κ-opioid and μ-opioid receptor agonism.[2][3]

Matrine possesses strong antitumor activities in vitro and in vivo. Inhibition of cell proliferation and induction of apoptosis are the likely mechanisms responsible for matrine's antitumor activities.[4] Matrine is a component of the traditional Chinese medical herb Sophora flavescens Ait.

Mu opioid agonism is associated with euphoria, while kappa opioid agonism is associated with dysphoria and psychotomimetic hallucinations (as seen in the kappa-agonist Salvinorin A). Both receptors are known to produce analgesia when activated.

Matrine and the related compound oxymatrine have an antifeedant effect against formosan subterranean termite.[5] Additionally, it acts as a nematicide against the pine wood nematode which causes pine wilt,[6] as well as pathogenic nematodes which target humans.[7]

Matrine alleviates neuro-inflammation and oxidative stress in the brain caused by acute liver injury, thus producing antianxiety and antidepression effects.[8]

References

  1. "Effects of matrine against the growth of human lung cancer and hepatoma cells as well as lung cancer cell migration". Cytotechnology 59 (3): 191–200. April 2009. doi:10.1007/s10616-009-9211-2. PMID 19649719. 
  2. "kappa-Opioid receptor-mediated antinociceptive effects of stereoisomers and derivatives of (+)-matrine in mice". Planta Medica 65 (3): 230–233. April 1999. doi:10.1055/s-1999-14080. PMID 10232067. 
  3. "Implication of the descending dynorphinergic neuron projecting to the spinal cord in the (+)-matrine- and (+)-allomatrine-induced antinociceptive effects". Biological & Pharmaceutical Bulletin 28 (5): 845–848. May 2005. doi:10.1248/bpb.28.845. PMID 15863891. 
  4. "Anticancer effects of the Chinese medicine matrine on murine hepatocellular carcinoma cells". Planta Medica 74 (3): 245–251. February 2008. doi:10.1055/s-2008-1034304. PMID 18283616. 
  5. "Antifeedant activity and acute and residual toxicity of alkaloids from Sophora flavescens (leguminosae) against formosan subterranean termites (Isoptera: Rhinotermitidae)". Journal of Economic Entomology 100 (3): 866–870. June 2007. doi:10.1093/jee/100.3.866. PMID 17598549. 
  6. "Nematicidal activity of matrine and its derivatives against pine wood nematodes". Journal of Agricultural and Food Chemistry 39 (1): 189–191. 1991. doi:10.1021/jf00001a038. 
  7. "[Studies on chemotherapy of parasitic helminths (IV). Effects of alkaloids from Sophora flavescens on the motility of parasitic helminths and isolated host tissues (author's transl)]". Nihon Yakurigaku Zasshi. Folia Pharmacologica Japonica 79 (2): 105–111. February 1982. doi:10.1254/fpj.79.105. PMID 7200047. 
  8. "Matrine ameliorates anxiety and depression-like behaviour by targeting hyperammonemia-induced neuroinflammation and oxidative stress in CCl4 model of liver injury". Neurotoxicology 72: 38–50. May 2019. doi:10.1016/j.neuro.2019.02.002. PMID 30738807. 

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