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

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-phi-cyanide (34)] and four known quinoline alkaloids [N-methylflindersine (11), 4-methoxy-1-methyl-2-quinolone (20), skimmianine (35), integriquinolone (36)], one known triterpenoid [beta-amyrin (3)], and four unknown components [unknown I-IV (26)-(29)] were isolated.