Lupanine

Lupanine

$255.00 - 1 mg

$895.00 - 5 mg

All prices in Australian dollars

Code
BIA-L1951
Synonyms
(+)-2-Oxosparteine, (+)-Lupanine, Oxosparteine, D-(+)-Lupanine, D-Lupanine, Lupanin, d-Lupanine
CAS #
550-90-3
Molecular Formula
C15H24N2O
Molecular Weight
248.36
Purity
>95% by HPLC
Long Term Storage
-20°C
Solubility
Soluble in methanol or DMSO

Download Data Sheets

Product Data Sheet

Application Notes

Lupanine is a tetracyclic quinolizidine isolated from lupins. Lupanine inhibits the growth of phytopathogenic fungi, reducing the germination of conidia of powdery mildew and the further development to appressoria with an IC50 of 1-5 mmol/L. Lupanine inhibits the germination of Lactuca sativa L.. In animal models of Type 2 diabetes, lupanine modulates insulin release via inhibition of ATP-dependent K+ channels and increases the expression of the Ins-1 gene. Lupin seed extracts containing lupanine have anthelmintic activity, inhibiting the migration of susceptible and multidrug resistant Haemonchus contortus and susceptibe Teladorsagia circumcincta. Lupin extracts are active against Gram positive and Gram negative bacteria.

References

  • CCXXXII.—The lupin alkaloids. Part I. Clemo G.R. & Leitch G.C. J Chem Soc. 1928, 1811.
  • Inhibition of seed germination by quinolizidine alkaloids. Wink M. Planta 1983, 158, 365.
  • Biological properties of alkaloids. Influence of quinolizidine alkaloids and gramine on the germination and development of powdery mildew, Erysiphe graminis Lsp. Hordei. Wippich C. & Wink M. Experientia 1985, 41, 1477.
  • Lupin (Lupinus spp.) seeds exert anthelmintic activity associated with their alkaloid content. Dubois O. et al. Sci Rep. 2019, 9, 9070.
  • Alkaloid profile and antimicrobial activity of Lupinus angustifolius L. alkaloid extract. Kucukboyaci N. et al. Phytochem Rev. 2007, 6, 197.

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