Schiff bases of tryptamine as potent inhibitors of nucleoside triphosphate diphosphohydrolases (NTPDases): Structure-activity relationship.
Adenosine Triphosphatases
/ antagonists & inhibitors
Animals
Antigens, CD
/ chemistry
Apyrase
/ antagonists & inhibitors
Catalytic Domain
Cell Line
Chlorocebus aethiops
Enzyme Inhibitors
/ chemical synthesis
Humans
Kinetics
Molecular Docking Simulation
Molecular Structure
Schiff Bases
/ chemical synthesis
Structure-Activity Relationship
Tryptamines
/ chemical synthesis
In vitro
Nucleoside triphosphate diphosphohydrolases
Schiff bases
Structure-activity relationship
Tryptamine
Journal
Bioorganic chemistry
ISSN: 1090-2120
Titre abrégé: Bioorg Chem
Pays: United States
ID NLM: 1303703
Informations de publication
Date de publication:
02 2019
02 2019
Historique:
received:
06
08
2018
revised:
18
10
2018
accepted:
23
10
2018
pubmed:
6
11
2018
medline:
31
8
2019
entrez:
5
11
2018
Statut:
ppublish
Résumé
Overexpression of NTPDases leads to a number of pathological situations such as thrombosis, and cancer. Thus, effective inhibitors are required to combat these pathological situations. Different classes of NTPDase inhibitors are reported so far including nucleotides and their derivatives, sulfonated dyes such as reactive blue 2, suramin and its derivatives, and polyoxomatalates (POMs). Suramin is a well-known and potent NTPDase inhibitor, nonetheless, a range of side effects are also associated with it. Reactive blue 2 also had non-specific side effects that become apparent at high concentrations. In addition, most of the NTPDase inhibitors are high molecular weight compounds, always required tedious chemical steps to synthesize. Hence, there is still need to explore novel, low molecular weight, easy to synthesize, and potent NTPDase inhibitors. Keeping in mind the known NTPDase inhibitors with imine functionality and nitrogen heterocycles, Schiff bases of tryptamine, 1-26, were synthesized and characterized by spectroscopic techniques such as EI-MS, HREI-MS,
Identifiants
pubmed: 30391856
pii: S0045-2068(18)30826-5
doi: 10.1016/j.bioorg.2018.10.046
pii:
doi:
Substances chimiques
Antigens, CD
0
Enzyme Inhibitors
0
Schiff Bases
0
Tryptamines
0
tryptamine
422ZU9N5TV
Adenosine Triphosphatases
EC 3.6.1.-
ectoATPase
EC 3.6.1.-
nucleoside triphosphate diphosphohydrolase 8, human
EC 3.6.1.3
Apyrase
EC 3.6.1.5
CD39 antigen
EC 3.6.1.5
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
253-266Informations de copyright
Copyright © 2018 Elsevier Inc. All rights reserved.