Preventive agents against sepsis and new phenylpropanoid glucosides from the fruits of Illicium verum.
The bioassay-guided fractionation of preventive agents against lethality due to septic shock from the fruits of Illicium verum led to the isolation of two known racemic mixtures of phenylpropanoids, [1-(4'-methoxyphenyl)-(1 R,2 S and 1 S,2 R)-propanediol (1) and 1-(4'-methoxyphenyl)-(1 R,2 R and 1 S,2 S)-propanediol (2)], along with two known phenylpropanoid glucosides, [1-(4'-methoxyphenyl)-(1 S,2 R)-propan-1-ol 2-O-beta-D-glucopyranoside (3) and 1-(4'-methoxyphenyl)-(1 R,2 S)-propan-1-ol 2-O-beta-D-glucopyranoside ( 5)], and two new phenylpropanoid glucosides, [1-(4'-methoxyphenyl)-(1 S,2 S)-propan-1-ol 2- O-beta- D-glucopyranoside (4) and 1-(4'-methoxyphenyl)-(1 R,2 R)-propan-1-ol 2-O-beta-D-glucopyranoside (6)]. Their chemical structures were elucidated on the basis of spectroscopic studies. Among them, 1 exhibited the highest survival rate in a dose-dependent manner (100 % with a dose of 10 mg/kg against 40 % for the control experiment) and showed a reduction of the plasma alanine aminotransferase (ALT) value on the in vivo assay model of septic shock induced by tumor necrosis factor (TNF)-alpha.
Lee
Sung-Won
SW
College of Pharmacy, Yeungnam University, Gyongsan 712-749, Republic of Korea.
Li
Gao
G
Lee
Kyeung Seon
KS
Jung
Jun-Sub
JS
Xu
Ming-Lu
ML
Seo
Chang-Seob
CS
Chang
Hyun-Wook
HW
Kim
Seog-Kyu
SK
Song
Dong-Keun
DK
Son
Jong-Keun
JK
D000410:Alanine Transaminase / Q000378:metabolism; D000818:Animals; D005638:Fruit; D005688:Galactosamine; D005960:Glucosides / Q000008:administration & dosage / Q000494:pharmacology / Q000627:therapeutic use; D029523:Illicium; D008297:Male; D051379:Mice; D008813:Mice, Inbred ICR; D008517:Phytotherapy; D010936:Plant Extracts / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D020011:Protective Agents / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D012772:Shock, Septic / Q000139:chemically induced / Q000517:prevention & control*; D014409:Tumor Necrosis Factor-alpha
D005960:Glucosides; D010936:Plant Extracts; D020011:Protective Agents; D014409:Tumor Necrosis Factor-alpha; D005688:Galactosamine; D000410:Alanine Transaminase