Matrin

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Structural formula
Structural formula of (+) - matrine
Structural formula of (+) - matrine
General
Surname Matrin
other names
  • (7a S , 13a R , 13b R , 13c S ) -dodecahydro-1 H , 5 H , 10 H -dipyrido [2,1- f : 3 ', 2', 1'- ij ] [1,6] naphthyridine -10-on
  • Matridin-15-one
  • Lupanidine
Molecular formula C 15 H 24 N 2 O
Brief description

odorless, white powder

External identifiers / databases
CAS number 519-02-8
EC number 610-750-6
ECHA InfoCard 100.117.486
PubChem 91466
ChemSpider 82591
Wikidata Q6787831
properties
Molar mass 248.36  g · mol -1
Physical state

firmly

density

1.191 g · cm -3

Melting point

77 ° C

boiling point

86 ° C

safety instructions
GHS labeling of hazardous substances
09 - Dangerous for the environment

Caution

H and P phrases H: 302-319
P: 305 + 351 + 338
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Matrine is an alkaloid found in plants of the genus Sophora . It is pharmacologically active as an agonist of opioid receptors and has anti-carcinogenic effects.

Occurrence

Legume ( Sophora flavescens )

Matrine is the main alkaloid of the legume Sophora flavescens . In traditional Chinese medicine , the dried root of this plant is called Ku Shen .

effect

Pharmacological effect

Matrine has strong anti-tumor activity. In vitro and in vivo antiproliferative and proapoptotic effects could be demonstrated. It also has an antiarrhythmic , antihistaminic , cough suppressant , antibacterial and anti-inflammatory effect .

Further areas of application

In laboratory tests as well as in the field, acaricidal and insecticidal effects of Matrin have been observed. It can be used for greenhouse plants and cruciferous vegetables against lice, mites and a number of insect larvae. It affects the central nervous system , which blocks breathing and impairs movements. In addition, it was found that matrine acts as a feed protection against the Formosa termites. Matrin also acts as a nematicide, for example against the pine wood nematode ( Bursaphelenchus xylophilus ).

Related links

Individual evidence

  1. Matrine- CAS Number 519-02-8. Retrieved November 22, 2018 .
  2. a b c d e Entry on Matrine in the BioPesticide Properties DataBase (BPDB) of the University of Hertfordshire , accessed on November 22, 2018.
  3. a b c d safety data sheet Matrine. (pdf) In: HPC Standards GmbH. HPC Standards GmbH, November 13, 2018, accessed on November 22, 2018 .
  4. Entry on Matrin. In: Römpp Online . Georg Thieme Verlag, accessed on December 10, 2018.
  5. ^ A b Zhu, You-Ping .: Chinese materia medica: chemistry, pharmacology, and applications . Harwood Academic, Amsterdam, The Netherlands 1998, ISBN 978-90-5702-285-2 ( limited preview in Google Book Search [accessed November 26, 2018]).
  6. Xu, Jun-Ping .: Cancer Inhibitors from Chinese Natural Medicines. CRC Press, Boca Raton 2016, ISBN 978-1-4987-8766-6 ( limited preview in Google Book Search [accessed November 26, 2018]).
  7. ^ Gregg Henderson, Lixin Mao: Antifeedant Activity and Acute and Residual Toxicity of Alkaloids from Sophora flavescens (Leguminosae) Against Formosan Subterranean Termites (Isoptera: Rhinotermitidae) . In: Journal of Economic Entomology . tape 100 , no. 3 , June 1, 2007, pp. 866-870 , doi : 10.1093 / jee / 100.3.866 .
  8. Kazuhiko Matsuda, Kazuhisa Yamada, Mikiko Kimura, Masayuki Hamada: Nematicidal activity of matrine and its derivatives against pine wood nematodes . In: J. Agric. Food Chem. Band 39 , no. 1 , 1991, p. 189-191 , doi : 10.1021 / jf00001a038 .
  9. External identifiers of or database links for Matrin-N-oxide : CAS number: 16837-52-8, EC number: 605-514-4, ECHA InfoCard: 100.106.342 , PubChem : 114850 , ChemSpider : 102808 , Wikidata : Q15425294 .
  10. External identifiers or database links to Allomatrin : CAS number: 641-39-4, PubChem : 7000681 , ChemSpider : 5368024 , Wikidata : Q72437120 .
  11. External identifiers or database links for darvasamine : CAS number: 36284-98-7, Wikidata : Q90545613 .
  12. External identifiers or database links for isomatrin : CAS number: 17801-36-4, Wikidata : Q90546037 .
  13. External identifiers or database links for sophoridine : CAS number: 6882-68-4, EC number: 683-139-5, ECHA InfoCard: 100.208.654 , PubChem : 165549 , ChemSpider : 145087 , Wikidata : Q27292355 .