Anagyrine  (Synonyms: (-)-Anagyrine; Monolupine; Rhombinine)

Anagyrine ((-)-Anagyrine) is a quinolizidine alkaloid that has been found in Lupinus albus. Anagyrine binds to muscarinic and nicotinic acetylcholine receptors with IC₅₀ values of 132 and 2096 µM respectively. Anagyrine is a potent and effective desensitizer of nAChR, and Anagyrine can directly, without metabolism, desensitize nAChR^[1][2][3].

Anagyrine acts as a partial agonist in both cell lines with EC₅₀ values of 4.2 and 231 μM in SH-SY5Y and TE-671 cells, respectively. Anagyrine is a desensitizer of nAChR with DC₅₀ values of 6.9 and 139 μM in SH-SY5Y and TE-671 cells, respectively^[3].

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

244.33

Oil

C₁₅H₂₀N₂O

486-89-5

O=C1N2C([[email protected]]3([H])C[[email protected]]([[email protected]]4([H])N(CCCC4)C3)([H])C2)=CC=C1

Room temperature in continental US; may vary elsewhere.

4°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

• [1]. Schmeller T, et al. Binding of quinolizidine alkaloids to nicotinic and muscarinic acetylcholine receptors. J Nat Prod. 1994 Sep;57(9):1316-9.  [Content Brief]

  [2]. Matsuda, K., et al. Nematicidal activities of (–)-N-methylcytisine and (–)-anagyrine from Sophora flavescens against pine wood nematodes. Agr. BioI. Chem. 53(8), 2287-2288 (1989).

  [3]. Green BT, et al. Anagyrine desensitization of peripheral nicotinic acetylcholine receptors. A potential biomarker of quinolizidine alkaloid teratogenesis in cattle. Res Vet Sci. 2017 Dec;115:195-200.  [Content Brief]