Peimine

Peimine is an alkaloid that has been found in Fritillaria and has diverse biological activities, including ion channel inhibitory, anti-tussive, anticancer, and anti-inflammatory properties. It is an inhibitor of voltage-gated sodium channel 1.7 (Nav1.7, IC50= 47.2 µM) and human-ether-a-go-go (hERG), also known as Kv11.1 (IC50 = 43.7 µM). It increases the latent period of coughs, decreases the number of coughs, and has expectorant activity in a mouse model of ammonia liquor-induced cough when administered at a dose of 3 mg/kg. Peimine (2.5, 5, and 10 µM) inhibits the growth of DU145, LNCaP, and PC3 prostate cancer, but not RWPE-1 non-cancerous, cells. It also induces phosphorylation of calcium/calmodulin-dependent protein kinase II (CaMKII) in, and apoptosis of, PC3 cells and inhibits PC3 cell invasion, migration, and epithelial-to-mesenchymal transition. Peimine (10, 20, or 50 mg/animal) reduces tumor growth in a PC3 mouse xenograft model. It decreases IL-1beta-induced nitric oxide (NO) and prostaglandin E2 (PGE2, Cay-14010) production and reduces inducible NO synthase (iNOS) and COX-2 protein levels in primary mouse articular chondrocytes in vitro. It also decreases the severity of osteoarthritis-associated histopathological alterations in a mouse model of osteoarthritis when administered at a dose of 20 mg/kg.Formal Name: (5alpha)-cevane-3beta,6alpha,20-triol. CAS Number: 23496-41-5. Molecular Formula: C27H45NO3. Formula Weight: 431.7. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, DMSO:PBS (pH 7.2) (1:3): 0.25 mg/ml, Ethanol: 1 mg/ml. SMILES: C[C@H]1CC[C@@]2([H])[C@](O)(C)[C@@]3([H])CC[C@@]4([H])[C@]5([H])C[C@H](O)[C@@]6([H])C[C@@H](O)CC[C@]6(C)[C@@]5([H])C[C@@]4([H])[C@]3([H])CN2C1. InChi Code: InChI=1S/C27H45NO3/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2/h15-25,29-31H,4-14H2,1-3H3/t15-,16-,17+,18+,19-,20-,21-,22-,23+,24-,25-,26+,27-/m0/s1. InChi Key: IUKLSMSEHKDIIP-BZMYINFQSA-N. Origin: Plant/Fritillaria thunbergii.