N1-Phenethylnorcymserine
IC50 value for BuChE: 5 nM and AChE: <30 microM || PEC (-)-N1-phenethylnorcymserine; BNC (-)-N1,n8-bisnorcymserine . BChE selectivity versus AChE (IC50 ratios) human: Cymserine 15-fold, PEC >5000-fold, BNC 110-fold; rat Cymserine 21-fold, PEC >3300-fold, BNC 150-fold
General
Type : Derivative of physostigmine-eserine, Carbamate, Indole
Chemical_Nomenclature :
Canonical SMILES : C1(=CC2=C(C=C1)NC3[C@]2(CCN3CCC4=CC=CC=C4)C)OC(=O)NC5=CC=C(C=C5)C(C)C
InChI : InChI=1S\/C29H33N3O2\/c1-20(2)22-9-11-23(12-10-22)30-28(33)34-24-13-14-26-25(19-24)29(3)16-18-32(27(29)31-26)17-15-21-7-5-4-6-8-21\/h4-14,19-20,27,31H,15-18H2,1-3H3,(H,30,33)\/t27?,29-\/m0\/s1
InChIKey : NPNWTYWEGVFEMF-ACEFPKFPSA-N
Other name(s) : PEC
Target
Families : N1-Phenethylnorcymserine ligand of proteins in family
BCHE
References (4)
| Title : Butyrylcholinesterase inhibitors ameliorate cognitive dysfunction induced by amyloid-beta peptide in mice - Furukawa-Hibi_2011_Behav.Brain.Res_225_222 |
| Author(s) : Furukawa-Hibi Y , Alkam T , Nitta A , Matsuyama A , Mizoguchi H , Suzuki K , Moussaoui S , Yu QS , Greig NH , Nagai T , Yamada K |
| Ref : Behavioural Brain Research , 225 :222 , 2011 |
| Abstract : |
| PubMedSearch : Furukawa-Hibi_2011_Behav.Brain.Res_225_222 |
| PubMedID: 21820013 |
| Title : Design, synthesis, evaluation and QSAR analysis of N(1)-substituted norcymserine derivatives as selective butyrylcholinesterase inhibitors - Takahashi_2010_Bioorg.Med.Chem.Lett_20_1718 |
| Author(s) : Takahashi J , Hijikuro I , Kihara T , Murugesh MG , Fuse S , Kunimoto R , Tsumura Y , Akaike A , Niidome T , Okuno Y , Takahashi T , Sugimoto H |
| Ref : Bioorganic & Medicinal Chemistry Lett , 20 :1718 , 2010 |
| Abstract : |
| PubMedSearch : Takahashi_2010_Bioorg.Med.Chem.Lett_20_1718 |
| PubMedID: 20137934 |
| Title : N1phenethyl-norcymserine, a selective butyrylcholinesterase inhibitor, increases acetylcholine release in rat cerebral cortex: a comparison with donepezil and rivastigmine - Cerbai_2007_Eur.J.Pharmacol_572_142 |
| Author(s) : Cerbai F , Giovannini MG , Melani C , Enz A , Pepeu G |
| Ref : European Journal of Pharmacology , 572 :142 , 2007 |
| Abstract : |
| PubMedSearch : Cerbai_2007_Eur.J.Pharmacol_572_142 |
| PubMedID: 17643410 |
| Title : Synthesis of novel phenserine-based-selective inhibitors of butyrylcholinesterase for Alzheimer's disease - Yu_1999_J.Med.Chem_42_1855 |
| Author(s) : Yu Q , Holloway HW , Utsuki T , Brossi A , Greig NH |
| Ref : Journal of Medicinal Chemistry , 42 :1855 , 1999 |
| Abstract : |
| PubMedSearch : Yu_1999_J.Med.Chem_42_1855 |
| PubMedID: 10346939 |