Shizukanolides, Two Sesquiterpenoids fromChloranthus japonicus(Chloranthaceae)

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

“…The unambiguous structure of 1 was established by X-ray crystallography as shown in the previous paper. 7 ) Its absolute configuration has been determined as follows. Diisobutylaluminum hydride reduction l l ) of 1 gave a furano-derivative (8).…”

Structures of Novel Sesquiterpene Ketones fromChloranthus serratus(Chloranthaceae)

“…Furanodienone (7) was once isolated as a mitecidic ingredient. 23 ) It has been known that roots of C. serratus contain insecticidal substances.z 4 ) We found about 0.1% of7 in fresh roots of this herb, therefore this compound may be partially responsible for the insecticidal activity of this plant.…”

“…The 13C-NMR absorptions at b 203. 4 (s), 137.6 (s) and 142.9 (s) also showed a carbonyl group and a tetrasubstituted double bond. Two other quarternary carbons appeared at b 37.2 and 78.7, and the latter was expected to be attached to a hydroxyl function.…”

Shizukanolides D, E and F, Novel Lindenanolides from Chloranthus spp. (Chloranthaceae)

“…Epoxidation of chloranthalactone C (3) to shizukanolide D (1). To a solution of 3 (17 mg) in 0.5 ml .of dichloromethane was added m-chloroperbenzoic acid (13 mg) in 0.3 ml of dichloromethane, and the mixture was left overnight at room temperature.…”

“…The polar fractions eluted with ether-pentane (I: I) and ether were rechromatographed twice by silica gel chromatography (CHCI3 and benzeneEtOAc (9: I». The latter eluate was purified by silica gel preparative TLC (benzene-EtOAc (4: I» to give 1 Table I; 13C-NMR: see Table II.…”