Name | aspergillimide |
Synonyms | aspergillimide (rel)-Asperparaline A Spiro[5H,6H-5a,9a-(iminomethano)-1H-cyclopent[f]indolizine-7(8H),3'-pyrrolidine]-2',5',10-trione, tetrahydro-1,1',8,8,11-pentamethyl-, (1R,3'R,5aR,8aR,9aS)-rel-(-)- |
CAS | 195966-93-9 |
Molecular Formula | C20H29N3O3 |
Molar Mass | 359.46256 |
Density | 1.30±0.1 g/cm3(Predicted) |
Boling Point | 546.1±50.0 °C(Predicted) |
pKa | 8.68±0.60(Predicted) |
In vitro study | Asperparaline A (1 μM; 1 min) markedly and reversibly blocks the acetylcholine (Ach; 10 µM)-induced current in the silkworm larval neurons. Asperparaline A (1-1000 nM; 1 min) differentially blocks the peak and slowly desensitizing currents, with IC 50 s of 20.2 and 39.6 nM, respectively. Asperparaline A (10 μM; 1 min) reduces the peak current amplitude of the ACh (100 µM)-induced response of α3β4 nAChR by 33.4%, while barely influencing the amplitudes of the responses to ACh of the α4β2 and α7 nAChRs in X. laevis oocytes. |
In vivo study | Asperparaline A (10 μg/g; p.o.) exhibits paralysis against silk worms within 1 h and lasts for 7 to 10 h. Asperparaline A (3 μg/g; injection with a micro-syringe) exhibits paralysis activity against silk worms within 20 min and lasts for 4 to 5 h. |
biological activity | (rel)-Asperparaline A ((rel)-Aspergillimide), it is an anthelmintic metabolite isolated from the fermented Okara of aspogilus Japan JV-23. (rel)-Asperparaline A is also A potent and selective nAChR antagonist. (rel)-Asperparaline A exhibits A paralytic effect in The Silkworm. |