75652-66-3Relevant academic research and scientific papers
New alkaloids from Glycosmis mauritiana
Rastogi, Kamesh,Kapil, Randhir S.,Popli, Satya P.
, p. 945 - 948 (1980)
Chemical investigation of the roots of G. mauritiana resulted in the isolation of two new alkaloids; 1-hydroxy-3-methoxy-2-(3-methylbut-2-enyl)-N-methylacridan-9-one (1) and 4,8-dimethoxy-3-(3-methylbut-2-enyl)-N-methyl-2-quinolone (6). The structures of these new bases have been established by chemical and spectroscopic methods and confirmed in the case of 6 by its synthesis. Interestingly, the formic acid-catalysed cyclisation of 1 gave the dealkylated product 3 along with the pyrano-[2, 3-a]-acridine (4).
Acridone Alkaloids. Part 9. Chemical Constituents of Glycosmis citrifolia (Willd.) Lindl. Structures of Novel Linear Pyranoacridones, Furoacridones, and Other New Acridone Alkaloids
Wu, Tian-Shung,Furukawa, Hiroshi,Kuoh, Chang-Sheng,Hsu, Kuo-Shih
, p. 1681 - 1688 (2007/10/02)
Sixteen acridone alkaloids were isolated from Glycosmis citrifolia (Willd.) Lindl. (Rutaceae) collected in Taiwan.Seven of them are novel and are reported for the first time, and can be divided into four groups: the linear pyranoacridones glucofoline (1a) and pyranofoline (2a), the furanoacridone furofoline-II (3b), the hexa-oxygenated acridone (4a), and the prenylated acridones glycocitrine-I (5a), -II (5c), and 3-O-methylglycocitrine-II (5d).The structures were elucidated from spectral data and chemical transformations.N.O.e. experiments on the methoxymethyl derivatives of phenolic acridones were successfully applied to the determination of the position of the hydroxy group on the acridone nucleus.The location of the phenyl group of (5c) was established by correlation with compound (8), employing cyclization of (5c) with benzeneselenenyl chloride.Formic acid-catalysed cyclization of (5c) induced undesirable rearrangement of the prenyl group to form the products (9) and (10).
