2003
DOI: 10.1016/s0031-9422(03)00006-2
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Alkaloids from Dictyoloma vandellianum: their chemosystematic significance

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Cited by 15 publications
(22 citation statements)
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“…The new alkaloid was therefore identified as 2-(12-oxo-tridecanyl)-3-methoxy-4-quinolone (1). The structural assignment was also supported by comparing the 13 C NMR spectrum with that of 2-(12-hydroxy-12-methyltridecanyl)-3-methoxy-4-quinolone (7), which was isolated for the first time from Dictyoloma vandellianum (Sartor et al, 2003). HMBC experiments on 1 led to a minor correction previously made in the 13 C NMR assignments for 7; in the latter, the 13 C signals of C-2 and C-3 had to be exchanged.…”
Section: Resultsmentioning
confidence: 92%
“…The new alkaloid was therefore identified as 2-(12-oxo-tridecanyl)-3-methoxy-4-quinolone (1). The structural assignment was also supported by comparing the 13 C NMR spectrum with that of 2-(12-hydroxy-12-methyltridecanyl)-3-methoxy-4-quinolone (7), which was isolated for the first time from Dictyoloma vandellianum (Sartor et al, 2003). HMBC experiments on 1 led to a minor correction previously made in the 13 C NMR assignments for 7; in the latter, the 13 C signals of C-2 and C-3 had to be exchanged.…”
Section: Resultsmentioning
confidence: 92%
“…Metabolites were identified by spectroscopic techniques 1 H and 13 C NMR and by comparison with published data in the literature (Figure 1 shift, multiplicity and coupling constants indicated the presence of a disubstituted aromatic ring. 19 There were also signals at δ H 5.2 (1H, m), 3.4 (2H, d, J = 6.8Hz), 1.89 (s, 3H) and 1.69 (s, 3H) corresponding to an isoprenyl moiety. 20 Same spectrum exhibited two singlets at δ H 3.7 (3H) and δ H 3.9 (3H), whose assignment was defined to be N-methyl and O-methyl groups.…”
Section: Resultsmentioning
confidence: 98%
“…The known compounds were identified through comparison of their spectral data with the ones in the literature, limonin (3), 17 dictamnine, skimmianine; 18 the β-indoloquinazoline alkaloids rutaecarpine (4), evodiamine (5) 19 and 1-hydroxyrutaecarpine (6), 20 and the coumarin aurapten. 21 The isolated alkaloids and limonoids have been described as typical metabolites from the Rutaceae.…”
Section: Resultsmentioning
confidence: 99%
“…3 The Rutaceae family is characterized by the abundance of anthranilic acid derived alkaloids coumarins, limonoids and flavonoids mainly. 4 We have been interested in the chemistry of Rutaceae, [5][6][7][8] and as part of ongoing work on this family, in this study we describe the isolation and the identification of two new limonoids, as well as the known limonin. Also described are the isolation and identification of the furoquinoline alkaloids γ-fagarine dictamnine, skimmianine, the β-indoloquinazoline alkaloids rutaecarpine, evodiamine and 1-hydroxyrutaecarpine, the coumarin aurapten and β-sitosterol.…”
Section: Introductionmentioning
confidence: 99%