Coptisine (chloride)

Coptisine is an isoquinoline alkaloid that has been found in Coptis chinensis and has diverse biological activities, including antioxidant, enzyme inhibitory, antiproliferative, and anti-hypercholesterolemic properties. It inhibits the production of reactive oxygen species (ROS) in isolated kidney mitochondria in a 2,7-dichlorodihydrofluorescein diacetate (DCFH-DA, Cay-85155) assay (IC50 = 48.93 µM). Coptisine inhibits acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) but not beta-secretase 1 (BACE1) in cell-free enzyme assays (IC50s = 0.8, 5.81, and >100 µM, respectively). It also inhibits indoleamine 2,3-dioxygenase (IDO) in vitro (IC50 = 6.3 µM), as well as organic cation transporter 1 (OCT1), OCT2, and OCT3 in MDCK cells (IC50s = 0.931, 2.27, and 2.27 µM, respectively, for the human transporters). It inhibits proliferation of A549, H460, and H2170 human lung cancer cells with IC50 values of 18.09, 29.5, and 21.6 µM, respectively. Coptisine (70.05 mg/kg) decreases total serum cholesterol, triglyceride, and LDL-cholesterol levels and increases serum HDL-cholesterol levels in Syrian golden hamsters fed a high-fat and high-cholesterol diet.Formal Name: 6,7-dihydro-bis[1,3]benzodioxolo[5,6-a:4',5'-g]quinolizinium, monochloride. CAS Number: 6020-18-4. Molecular Formula: C19H14NO4 . Cl. Formula Weight: 355.8. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: PBS (pH 7.2): insolube. lambdamax: 229, 241, 266, 360, 462 nm. SMILES: C1(OCO2)=C2C=C(CC[N+]3=CC4=C(OCO5)C5=CC=C4C=C36)C6=C1.[Cl-]. InChi Code: InChI=1S/C19H14NO4.ClH/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14,/h1-2,5-8H,3-4,9-10H2,1H/q+1,/p-1. InChi Key: LUXPUVKJHVUJAV-UHFFFAOYSA-M. Origin: Synthetic.