Plantes de Nouvelle-Calédonie. LXXXIII. Alcaloïdes des Tiges Feuillées de Melicope leptococca

Two New Alkaloids from the Bark of Sarcomelicope megistophylla

“…Fractions 2−3 were chromatographed (with a cyclohexane−EtOAc gradient, Si gel 0.015−0.04 mm) to afford 1.2 g melicopicine 6,7 and 0.8 g acronycine. , Fraction 4 was chromatographed to afford 1.2 g melicopidine, , 1.8 g melicopine, 0.7 g normelicopidine, , 0.6 g normelicopine, and 2.4 g acronycine. , Fraction 5 was chromatographed to afford 150 mg 1,2,3-trimethoxy-10-methylacridone, , 20 mg megistophylline I ( 1 ), 10 mg megistophylline II ( 2 ), and 5 mg fareanine. Using the same procedure as above, the residue of the ether extract afforded 30 mg dictamine, 300 mg melicopicine, , 10 mg noracronycine, 9 mg seseline, 0.13 g melicopidine, , 13 mg melicopine, 90 mg acronycine, , 30 mg acronycidine, 30 mg 12-demethylacronycine, 70 mg normelicopidine, , 50 mg normelicopine, 60 mg arborinine, and 40 mg 1,2,3-trimethoxy-10-methylacridone. , All the compounds isolated were identified by comparison of their spectral (NMR, MS, and UV) and chromatographic data with those of authentic samples.…”

“…Seven known acridones, melicopicine, 6,7 melicopine, 8 melicopidine, 8,9 normelicopidine, 10,11 normelicopine, 12 arborinine, 13 and 1,2,3-trimethoxy-10-methylacridone; 3,6 three pyranoacridones, acronycine, 6,14 12-demethylacronycine, 12 and noracronycine; 15 two furoquinolines, dictamnine 9 and acronycidine; 16 one pyranocoumarin, seselin; 17 and the alkaloid fareanine 18 were also obtained. The two new alkaloids, as well as fareanine, 18 are acridone-derived secondary metabolites characterized by a highly oxygenated C-ring.…”

“…6,14 Fraction 5 was chromatographed to afford 150 mg 1,2,3-trimethoxy-10-methylacridone, 3,6 20 mg megistophylline I (1), 10 mg megistophylline II (2), and 5 mg fareanine. Using the same procedure as above, the residue of the ether extract afforded 30 mg dictamine, 9 300 mg melicopicine, 6,7 10 mg noracronycine, 15 9 mg seseline, 17 0.13 g melicopidine, 8,9 13 mg melicopine, 8 90 mg acronycine, 6,14 30 mg acronycidine, 16 30 mg 12-demethylacronycine, 12 70 mg normelicopidine, 10,11 50 mg normelicopine, 12 60 mg arborinine, 13 and 40 mg 1,2,3trimethoxy-10-methylacridone. 3,6 All the compounds isolated were identified by comparison of their spectral (NMR, MS, and UV) and chromatographic data with those of authentic samples.…”