Synthesis of dihydroxanthone derivatives and evaluation of their inhibitory activity against acetylcholinesterase: unique structural analogs of tacrine based on the BCD-ring of arisugacin.
A general approach to synthesis of dihydroxanthone derivatives is described here. In vitro evaluation of these dihydroxanthones demonstrated that some derivatives possess moderate anti-cholinesterase activities and better selectivities than tacrine for acetylcholinesterase over butyrylcholinesterase. Structural effects on anti-cholinesterase activities were also examined, and docking experiments were carried out to provide preliminary understandings of these experimental observations.
Degen
S J
SJ
Department of Chemistry, University of Minnesota, Minneapolis 55455, USA.
Mueller
K L
KL
Shen
H C
HC
Mulder
J A
JA
Golding
G M
GM
Wei
L L
LL
Zificsak
C A
CA
Neeno-Eckwall
A
A
Hsung
R P
RP
D000110:Acetylcholinesterase / Q000187:drug effects*; D002800:Cholinesterase Inhibitors / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D011714:Pyrans / Q000737:chemistry*; D013619:Tacrine / Q000737:chemistry / Q000494:pharmacology*
D002800:Cholinesterase Inhibitors; D011714:Pyrans; C095353:arisugacin; D013619:Tacrine; D000110:Acetylcholinesterase