Nitidine
EelAChE IC50 0.65 microM Ki = 0.106; HAChE IC50 1.25 microM Ki = 0.876; EqBChE IC50 5.73 microM Ki = 0.587; MAO A IC50 1.89 microM; MAO B IC50 > 300 microM. Inhibits AChE/BChE and MAO-A, reduces Abeta aggregation, acts as reversible-mixed inhibitor, alleviating cholinergic deficit and oxidative stress.
General
Type : Alkaloid, Natural, Phenanthrene, Benzodioxo, Phenanthridinium
Chemical_Nomenclature : 2,3-dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridin-12-ium
Canonical SMILES : C[N+]1=CC2=CC(=C(C=C2C3=C1C4=CC5=C(C=C4C=C3)OCO5)OC)OC
InChI : InChI=1S\/C21H18NO4\/c1-22-10-13-7-17(23-2)18(24-3)8-15(13)14-5-4-12-6-19-20(26-11-25-19)9-16(12)21(14)22\/h4-10H,11H2,1-3H3\/q+1
InChIKey : KKMPSGJPCCJYRV-UHFFFAOYSA-N
Other name(s) : nitidine cation || (1,3)Benzodioxolo(5,6-c)phenanthridinium, 2,3-dimethoxy-12-methyl- || NSC 146397 || [1,3]Benzodioxolo[5,6-c]phenanthridinium, 2,3-dimethoxy-12-methyl- || DTXSID60218846 || RefChem:166027 || CHEBI:7578 || CHEMBL176008 || SCHEMBL8014101 || SCHEMBL31539472
MW : 348.4
Formula : C21H18NO4+
CAS_number : 6872-57-7
PubChem : 4501
UniChem : KKMPSGJPCCJYRV-UHFFFAOYSA-N
Target
Families : Nitidine ligand of proteins in family
ACHE
Protein :
human-ACHE
References (9)
| Title : Integration of High-Resolution LC-Q-TOF Mass Spectrometry and Multidimensional Chemical-Biological Analysis to Detect Nanomolar-Level Acetylcholinesterase Inhibitors from Different Parts of Zanthoxylum nitidum - Zhang_2024_J.Agric.Food.Chem_72_17328 |
| Author(s) : Zhang JN , Pei ZD , Wang WY , Zhao MY , Pei WH , Zhang H , Yin HB , Wang TM , Xin GZ , Xie M , Kang TG , Chen YH , Song HP |
| Ref : Journal of Agricultural and Food Chemistry , 72 :17328 , 2024 |
| Abstract : |
| PubMedSearch : Zhang_2024_J.Agric.Food.Chem_72_17328 |
| PubMedID: 39045647 |
| Title : Integration of High-Resolution LC-Q-TOF Mass Spectrometry and Multidimensional Chemical-Biological Analysis to Detect Nanomolar-Level Acetylcholinesterase Inhibitors from Different Parts of Zanthoxylum nitidum - Zhang_2024_J.Agric.Food.Chem_72_17328 |
| Author(s) : Zhang JN , Pei ZD , Wang WY , Zhao MY , Pei WH , Zhang H , Yin HB , Wang TM , Xin GZ , Xie M , Kang TG , Chen YH , Song HP |
| Ref : Journal of Agricultural and Food Chemistry , 72 :17328 , 2024 |
| Abstract : |
| PubMedSearch : Zhang_2024_J.Agric.Food.Chem_72_17328 |
| PubMedID: 39045647 |
| Title : Integration of High-Resolution LC-Q-TOF Mass Spectrometry and Multidimensional Chemical-Biological Analysis to Detect Nanomolar-Level Acetylcholinesterase Inhibitors from Different Parts of Zanthoxylum nitidum - Zhang_2024_J.Agric.Food.Chem_72_17328 |
| Author(s) : Zhang JN , Pei ZD , Wang WY , Zhao MY , Pei WH , Zhang H , Yin HB , Wang TM , Xin GZ , Xie M , Kang TG , Chen YH , Song HP |
| Ref : Journal of Agricultural and Food Chemistry , 72 :17328 , 2024 |
| Abstract : |
| PubMedSearch : Zhang_2024_J.Agric.Food.Chem_72_17328 |
| PubMedID: 39045647 |
| Title : Bio-Guided Fractionation of Stem Bark Extracts from Phyllanthus muellarianus: Identification of Phytocomponents with Anti-Cholinesterase Activity - Naldi_2021_Molecules_26_ |
| Author(s) : Naldi M , Brusotti G , Massolini G , Andrisano V , Temporini C , Bartolini M |
| Ref : Molecules , 26 : , 2021 |
| Abstract : |
| PubMedSearch : Naldi_2021_Molecules_26_ |
| PubMedID: 34299650 |
| Title : Bio-Guided Fractionation of Stem Bark Extracts from Phyllanthus muellarianus: Identification of Phytocomponents with Anti-Cholinesterase Activity - Naldi_2021_Molecules_26_ |
| Author(s) : Naldi M , Brusotti G , Massolini G , Andrisano V , Temporini C , Bartolini M |
| Ref : Molecules , 26 : , 2021 |
| Abstract : |
| PubMedSearch : Naldi_2021_Molecules_26_ |
| PubMedID: 34299650 |
| Title : Bio-Guided Fractionation of Stem Bark Extracts from Phyllanthus muellarianus: Identification of Phytocomponents with Anti-Cholinesterase Activity - Naldi_2021_Molecules_26_ |
| Author(s) : Naldi M , Brusotti G , Massolini G , Andrisano V , Temporini C , Bartolini M |
| Ref : Molecules , 26 : , 2021 |
| Abstract : |
| PubMedSearch : Naldi_2021_Molecules_26_ |
| PubMedID: 34299650 |
| Title : Isoquinoline alkaloids from the roots of Zanthoxylum rigidum as multi-target inhibitors of cholinesterase, monoamine oxidase A and Abeta(1-42) aggregation - Plazas_2020_Bioorg.Chem_98_103722 |
| Author(s) : Plazas E , Hagenow S , Avila Murillo M , Stark H , Cuca LE |
| Ref : Bioorg Chem , 98 :103722 , 2020 |
| Abstract : |
| PubMedSearch : Plazas_2020_Bioorg.Chem_98_103722 |
| PubMedID: 32155491 |
| Title : Isoquinoline alkaloids from the roots of Zanthoxylum rigidum as multi-target inhibitors of cholinesterase, monoamine oxidase A and Abeta(1-42) aggregation - Plazas_2020_Bioorg.Chem_98_103722 |
| Author(s) : Plazas E , Hagenow S , Avila Murillo M , Stark H , Cuca LE |
| Ref : Bioorg Chem , 98 :103722 , 2020 |
| Abstract : |
| PubMedSearch : Plazas_2020_Bioorg.Chem_98_103722 |
| PubMedID: 32155491 |
| Title : Isoquinoline alkaloids from the roots of Zanthoxylum rigidum as multi-target inhibitors of cholinesterase, monoamine oxidase A and Abeta(1-42) aggregation - Plazas_2020_Bioorg.Chem_98_103722 |
| Author(s) : Plazas E , Hagenow S , Avila Murillo M , Stark H , Cuca LE |
| Ref : Bioorg Chem , 98 :103722 , 2020 |
| Abstract : |
| PubMedSearch : Plazas_2020_Bioorg.Chem_98_103722 |
| PubMedID: 32155491 |