Chemical consitituents from root of Isatis indigotica
Thirty-three compounds were isolated from the root decoction of Isatis indigotica by using a combination of various chromatographic techniques including silica gel,macroporous adsorbent resin,Sephadex LH-20,and reversed-phase HPLC.Their structures were elucidated by spectroscopic data as (+)-dehydrovomifoliol (1),(S)-(+)-abscisic acid (2),vomifoliol (3),cyclo (L-Phe-L-Leu) (4),cyclo(L-Phe-L-Tyr) (5),cyclo(L-Tyr-L-Leu) (6),cyclo(L-Pro-L-Tyr) (7),evofolin B (8),(+)-syringaresinol (9),(-)-(7R,7'R,8S,8'S)-4,4'-dihydroxy-3-methoxy-7,9' ;7',9-diepoxy-lignan (10),(-)-medioresinol (11),(+)-(7R,7'R,8S,8'S)-neo-olivil (12),(-)-5-methoxyisolariciresinol (13),1,3-dihydro-2H-indol-2-one (14),isalexin (15),dihydroneoascorbigen (16),indican (17),(-)-(S)-cyanomethyl-3-hydroxyoxindole (18),isoformononetein (19),calycosin (20),stigamast-5-ene-3β-ol-7-one (21),acetovanillone (22),3,5-dimethoxy-4-hydroxyacetophenone (23),dihydroconiferyl alcohol (24),dihyroferulic acid (25),3-hydroxy-1-(4-hydroxyphenyl) propan-1-one (26),β-hydroxypropiovanillone (27),4-aminobenzoic acid (28),3-(4-hydroxyphenyl) propan-1-ol (29),4-(2-hydroxyethyl) phenol (30),2-methoxy-4-vinylphenol (31),pyrocatechol (32),and 4-pentenamide (33).These compounds were isolated from the root of I.indigotica for the first time.In preliminary in vitro assays,compound 19 showed activity against the influenza virus A/Hanfang/359/95 (H3N2),the herpes simplex virus 1 (HSV-1),and Coxsackie virus B3 (Cox-B3),with IC50 values of 2.06,6.84,and 8.70 μmol · L-1,respectively,but other compounds were inactive at a concentration of 1.0 × 10-5 mol · L-1.