Antiproliferative and apoptosis inducing properties of pyrano[3,2-c]pyridones accessible by a one-step multicomponent synthesis.
4-Arylpyrano-[3,2-c]-pyridones have been prepared by a one-step cyclocondensation of 4-hydroxy-1,6-dimethylpyridin-2(1H)-one with various substituted benzaldehydes and malononitrile. These heterocycles exhibit micromolar and submicromolar antiproliferative activity in HeLa and induce apoptosis in Jurkat cell lines. Structure-activity studies performed on a small library of these compounds show a pronounced cytotoxicity enhancing effect of the bromo substituent at the meta position of the C4 aromatic moiety.
Magedov
Igor V
IV
Department of Organic Chemistry, Timiryazev Agriculture Academy, Moscow 127550, Russia.
Manpadi
Madhuri
M
Evdokimov
Nikolai M
NM
Elias
Eerik M
EM
Rozhkova
Elena
E
Ogasawara
Marcia A
MA
Bettale
Jennifer D
JD
Przheval'skii
Nikolai M
NM
Rogelj
Snezna
S
Kornienko
Alexander
A
D017209:Apoptosis / Q000187:drug effects*; D049109:Cell Proliferation / Q000187:drug effects*; D006801:Humans; D019169:Jurkat Cells; D011728:Pyridones / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D011728:Pyridones