Studies on the constituents of chloranthus spp. I. The structures of two new amides from Chloranthus serratus and the isolation of isofraxidin from C. japonicus.

Isolation and Structural Elucidation of Four Sesquiterpenes fromChloranthus japonicus(Chloranthaceae)

“…The mp, t R, mass and IR spectra of the crystals were superimposable on those of 6, which was derived from 1. (3). 3 (77 mg) in dry THF (1.5 ml) was reduced with 0.4 ml of 25% diisobutylaluminum hydride in hexane solution in the same way described above.…”

“…Cyclization of glechomanolid (3). To a solution of 3 (66mg) in CHCI (lOml} was added thionyl chloride (50,ll1).…”

Structures of Novel Sesquiterpene Ketones fromChloranthus serratus(Chloranthaceae)

“…The physicochemical properties of 7 agreed well with those of furanodienone. 1 ) Isolation of7rx-hydroxyneoacolamone (2). Successive elution of the column with hexane-ether (9: 1 and 7: 1) followed by crystallization from hexane gave 2 as colorless needles (430mg) 3H, d, J=6.8Hz, 12(13)-H), 0.98 (3H, d, J=6.8H·z, 12(13)-H), 0.99 (3H, s, 14-H), 1.4 ~ 1.9 (7H, m), 1.7 (1H, s, OH), 1.78 (3H, s, 15-H …”

“…Reductive dehydroxylation of 7rx-hydroxyneoacolamone (2). To a mixture of coarse zinc powder (70 mg) and acetic acid (0.7 ml) was added 2 (50 mg) with stirring at 50°e.…”

“…Removal of the solvent resulted in a mixture of two products, which were separated by PTLC (Si02/benzene) to give 10 (25 mg) and 11 (l mg) as colorless oils. The physicochemical properties of 10 Dehydration of 7ct-hydroxyneoacolamone (2). To a solution of2 (24mg) in dry pyridine (l ml) was added SOClz (0.2 ml) at -5°e.…”