Formation of nitrogen-containing metabolites from the main iridoids of Harpagophytum procumbens and H. zeyheri by human intestinal bacteria.
The study of the metabolism of iridoid glycosides from Harpagophytum procumbens and Harpagophytum zeyheri by human intestinal bacteria, was realized in order to elucidate compounds responsible for the pharmacological activities of Harpagophytum. Harpagide, harpagoside and 8-O-p-coumaroyl-harpagide were transformed into the pyridine monoterpene alkaloid aucubinine B by human fecal flora and by bacteria isolated from this flora. Aucubinine B was also prepared from harpagide, harpagoside and 8-O-p-coumaroylharpagide, by beta-glucosidase in the presence of NH4+.
Baghdikian
B
B
Guiraud-Dauriac
H
H
Ollivier
E
E
N'Guyen
A
A
Dumenil
G
G
Balansard
G
G
D000470:Alkaloids / Q000138:chemical synthesis*; D001419:Bacteria / Q000378:metabolism*; D003373:Coumaric Acids / Q000737:chemistry / Q000378:metabolism*; D006027:Glycosides; D006801:Humans; D007422:Intestines / Q000382:microbiology*; D057889:Iridoid Glycosides; D009682:Magnetic Resonance Spectroscopy; D009584:Nitrogen / Q000737:chemistry; D010944:Plants / Q000378:metabolism*; D011714:Pyrans / Q000737:chemistry / Q000378:metabolism*; D011725:Pyridines / Q000138:chemical synthesis*
C118574:8-O-p-coumaroylharpagide; D000470:Alkaloids; D003373:Coumaric Acids; D006027:Glycosides; D057889:Iridoid Glycosides; D011714:Pyrans; D011725:Pyridines; C118575:aucubinine B; C033249:harpagoside; D009584:Nitrogen; C033250:harpagide