Studies on the Chemical Constituents of Rutaceous Plants. LXVI. The Chemical Constituents of Toddalia asiatica (L.) LAM. (T. aculeata PERS.). (1). Chemical Constituents of the Root Bark

Abstract

Chemical constituents of the root bark of Toddalia asiatica (L.) LAM. (T. aculeata PERS.), Rutaceae, were examined. In addition to twelve known coumarins [toddaculin (2), coumurrayin (5), toddanone (6), 8-(3, 3-dimethylallyl)-6, 7-dimethoxycoumarin (7), isopimpinellin (8), 6-(3-chloro-2-hydroxy-3-methylbutyl)-5, 7-dimethoxycoumarin (9), 6-formyllimettin (10), 5, 7, 8-trimethoxycoumarin (12), toddasin (13), (+)-toddanol (14), 6-(2-hydroxy-3-methoxy-3-methylbutyl)-5, 7-dimethoxycoumarin (18), and toddalolactone (21)] five new coumarins [toddalenol (17), toddalosin (19), 5-methoxysuberenon (23), toddalenone (24), and 8-formyllimettin (25)] were isolated. Furthermore seven known benzo [c] phenanthridine alkaloids [des-N-methylchelerythrine (4), oxychelerythrine (15), arnottianamide (16), oxyavicine (22), avicine (30), chelerythrine (31), and chelerythrine-ψ-cyanide (34)] and four known quinoline alkaloids [N-methylflindersine (11), 4-methoxy-1-methyl-2-quinolone (20), skimmianine (35), integriquinolone (36)], one known triterpenoid [β-amyrin (3)], and four unknown components [unknown I-IV (26)-(29)] were isolated.