Metabolism of rhaponticin and chrysophanol 8-o-beta-D-glucopyranoside from the rhizome of rheum undulatum by human intestinal bacteria and their anti-allergic actions.
Rhaponticin and chrysophanol 8-o-beta-D-glucopyranoside isolated from the rhizomes of Rheum undulatum (Family Polygonaceae) are metabolized to rhapontigenin and chrysophanol, respectively, by human intestinal microflora. Most intestinal bacteria isolated from human feces catalyzed these metabolic pathways. Among rhaponticin and chrysophanol 8-o-beta-D-glucopyranoside and their metabolites, rhapontigenin had the most potent inhibitory activity on a hyaluronidase, a histamine release from mast cell and passive cutaneous anaphylaxis (PCA) PCA reaction. The inhibitory activity of rhapontigenin was more potent than that of disodium cromoglycate, one of the commercial anti-allergic drugs. These results suggest that rhaponticin in the rhizomes of R. undulatum is a prodrug that has an extensive anti-allergic property.
College of Pharmacy, Kyung Hee University, Seoul, Korea. dhkim@nms.kyunghee.ac.kr
D H
DH
Kim
E K
EK
Park
E A
EA
Bae
M J
MJ
Han
D000818:Animals; D000880:Anthraquinones / Q000378:metabolism* / Q000494:pharmacology; D018926:Anti-Allergic Agents / Q000494:pharmacology; D001419:Bacteria / Q000378:metabolism*; D005960:Glucosides / Q000378:metabolism* / Q000494:pharmacology; D006168:Guinea Pigs; D006632:Histamine / Q000378:metabolism; D006821:Hyaluronoglucosaminidase / Q000037:antagonists & inhibitors / Q000378:metabolism; D007422:Intestines / Q000382:microbiology; D008297:Male; D008407:Mast Cells / Q000187:drug effects / Q000378:metabolism; D051379:Mice; D008813:Mice, Inbred ICR; D010323:Passive Cutaneous Anaphylaxis / Q000187:drug effects; D010529:Peritoneal Cavity / Q000166:cytology; D010946:Plants, Medicinal; D051381:Rats; D017207:Rats, Sprague-Dawley; D012250:Rheum / Q000737:chemistry*; D013267:Stilbenes / Q000378:metabolism* / Q000494:pharmacology
D000880:Anthraquinones; D018926:Anti-Allergic Agents; D005960:Glucosides; D013267:Stilbenes; C407722:chrysophanol 8-O-(6'-galloyl)glucopyranoside; D006632:Histamine; D006821:Hyaluronoglucosaminidase; C023538:rhapontin