[Synthesis and bioaction of 2-alkyl-4(1H)-quinolone].
Five quinolone alkaloids (IVa, Va, c, d, g) including two new compounds (IVa, Vc) from Evodia rutaecarpa and nine analogs are synthesized in good yield by using acid-catalyzed condensation of a series of 3-oxoalkkanoic acid esters with aniline and further methylized with methyl iodide. The other analogue Vh is prepared through the reaction of lithium enolate methyl ketone with N-methylisatoic anhydride. Eight compounds (IVa, d, f; Vb, c, d, f, h) were synthesized for the first time. Pharmacological studies showed that these compounds have vasoconstriction inhibiting and antiulcer effects. Compound IVb also has cytotoxic effect.
Tang
Y
Y
Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050.
Wu
K
K
Feng
X
X
Huang
L
L
D000470:Alkaloids / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D000897:Anti-Ulcer Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D032086:Evodia / Q000737:chemistry; D015363:Quinolones / Q000138:chemical synthesis* / Q000302:isolation & purification / Q000494:pharmacology; D051381:Rats; D014665:Vasodilator Agents / Q000138:chemical synthesis* / Q000494:pharmacology
D000470:Alkaloids; D000897:Anti-Ulcer Agents; D015363:Quinolones; D014665:Vasodilator Agents