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 ana...

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Bibliographic Details
Published inYao hsüeh hsüeh pao Vol. 33; no. 2; p. 121
Main Authors Tang, Y, Wu, K, Feng, X, Huang, L
Format Journal Article
LanguageChinese
Published China 1998
Subjects
Alkaloids - chemical synthesis
Alkaloids - pharmacology
Animals
Anti-Ulcer Agents - chemical synthesis
Anti-Ulcer Agents - pharmacology
Evodia - chemistry
Quinolones - chemical synthesis
Quinolones - isolation & purification
Quinolones - pharmacology
Rats
Vasodilator Agents - chemical synthesis
Vasodilator Agents - pharmacology
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Summary: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.
ISSN:0513-4870