Poncirus trifoliata (L.) RAF., a 1-5 m tree in the family Rutaceae, is widely distributed in P. R. China.1) Its dried immature fruit has been traditionally used for uterine contraction and relaxation, and treating gastrointestinal and cardiovascular diseases.2) The crude extract also has reported for anti-inflammatory, anti-bacterial and anti-mucin releasing activities. [3][4][5] Previous study on the roots and fruits of this plant reported lots of coumarins, [6][7][8][9][10][11][12] flavonoids, 2) and nortriterpenoids. 13,14) However, the chemical constituent of the stem bark of this plant was seldom reported. As part of searching for novel and bioactive compounds, now we report the result of a phytochemical investigation on the stem bark of P. trifoliata.
Results and DiscussionsThe chemical investigation on a MeOH extact of the stem bark of P. trfoliata led to the isolation of 36 compounds (1-36) including flavonoids, coumarins, triterpenoids, steroids, and lignans. Compounds 1-3 are new prenylated flavonoids which were elucidated as (Ϫ)-5, 4Ј-dihydroxy-7,8-[(3Љ,4Љ- limonin ( 4, 102.8, 104.7, 121.2, 155.8, 158.7, 160.3, 161.2, 163.8, 181.9) (Table 1). Of them, five carbon signals at d C 21.3 (q), 26.4 (q), 60.5 (d), 71.1 (d), and 79.4 (s) constructed a prenyl group on the basis of heteronuclear multiple bond correlation (HMBC) correlations (Fig. 1). Subsequently, a 2Љ,2Љ-dimethyldihydropyran moiety with hydroxy substitutes at C-3Љ and C-4Љ was established according to the 2D-NMR data and MS analysis (Fig. 1). In the 1 H-NMR spectrum (Table 1)