Oxidation at C-16 enhances butyrylcholinesterase inhibition in lupane triterpenoids

A set of triterpenoids with different grades of oxidation in the lupane skeleton were prepared and evaluated as cholinesterase inhibitors. Allylic oxidation with selenium oxide and Jones's oxidation were employed to obtain mono-, di- and tri-oxolupanes, starting from calenduladiol (1) and lupeo...

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Detalles Bibliográficos
Autores principales: Castro, M.J., Richmond, V., Faraoni, M.B., Murray, A.P.
Formato: JOUR
Materias:
Cholinesterase inhibitors
Lupane derivatives
Molecular modeling
Triterpenoids
16beta hydroxy 3 oxo lup 1,20(29) dien 30 al
16beta hydroxy 3 oxo lup 20(29) en 30 al
16beta hydroxy lup 20(29) en 3 one
3 oxo lup 20(29) en 30 al
3,16 dioxo lup 20(29) en 30 al
3,16 dioxo lup 20(29) ene
3beta hydroxy 16 oxo lup 20(29) en 30 al
3beta hydroxy lup 20(29) en 16 one
3beta hydroxy lup 20(29) en 30 al
3beta,16beta dihydroxy lup 20(29) en 30 al
calenduladiol
cholinesterase inhibitor
lup 20(29) en 3 one
lupeol
natural product
selenium oxide
triterpene
unclassified drug
acetylcholinesterase
cholinesterase
lupane
Acacia
Acacia cedilloi
Article
carbon nuclear magnetic resonance
cholinesterase inhibition
column chromatography
competitive inhibition
drug synthesis
enzyme activity
enzyme inhibitor complex
hydrogen bond
IC50
mass spectrometry
molecular docking
molecular dynamics
molecular model
nonhuman
oxidation
priority journal
proton nuclear magnetic resonance
animal
chemical structure
chemistry
dose response
human
metabolism
oxidation reduction reaction
structure activity relation
synthesis
Torpedo
Acetylcholinesterase
Animals
Butyrylcholinesterase
Cholinesterase Inhibitors
Dose-Response Relationship, Drug
Humans
Molecular Docking Simulation
Molecular Structure
Oxidation-Reduction
Structure-Activity Relationship
Triterpenes
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_00452068_v79_n_p301_Castro
Aporte de:
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

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