436-14-6Relevant academic research and scientific papers
QUINOLINE AND INDOLOPYRIDOQUINAZOLINE ALKALOIDS FROM VEPRIS LOUISII
Ayafor, J. Foyere,Sondengam, B. Lucas,Ngadjui, B. Tchaleu
, p. 2733 - 2736 (1982)
The structures of two new 2-quinolone alkaloids from the stem bark of Vepris louisii, N-methylpreskimmianine and veprisine (7,8-dimethoxy-N-methylflindersine) have been deduced from their spectral data and confirmed by partial synthesis from known compounds.Two minor indolopyridoquinazoline alkaloids were also isolated and identified as the already known 1-hydroxyrutaecarpine and the hitherto unknown 7,8-dehydro derivative of 1-hydroxyrutaecarpine. - Key Word Index: Vepris louisii; Rutaceae; stem bark; alkaloids; 2-quinolones; veprisine; N-methylpreskimmianine; indolopyridoquinazoline; 1-hydroxyrutaecarpine; 7,8-dehydro-1-hydroxyrutaecarpine.
Quinoline alkaloids. Part 26. Pseudobases from the reaction of furoquinolinones with methyl iodide. A new route to 3-(3-methyl-2-oxobutyl)- quinolin-2(1H)-ones
Gaston, John L.,Grundon, Michael F.
, p. 905 - 908 (2007/10/02)
Reaction of 2-isopropyl-9-methylfuro[2,3-b]quinolin-4(9H)-ones (5) with methyl iodide gave salts believed to be pseudobase hydriodides (7), which were converted with base into 4-methoxy-1-methyl-3-(3-methyl-2-oxobutyl)quinolin- 2(1H)-ones (6); the analogous pseudobase derivative (12) from the furoquinoline alkaloid skimmianine gives the furoquinolin-4-one isoskimmianine on further reaction with methyl iodide. The mechanisms of these reactions and of the acid-catalysed rearrangement of furoquinolinones (5) are discussed.
