Isolation and identification of urinary metabolites of kakkalide in rats.
Kakkalide is a major isoflavonoid from the flowers of Pueraria lobata (Willd.) Ohwi, possessing the protective effect against ethanol-induced intoxication and hepatic injury. The metabolism of kakkalide was investigated in rats. Thirteen metabolites were isolated by using solvent extraction and repeated chromatographic methods and identified by using spectroscopic methods including UV, IR, mass spectrometry, NMR, and circular dichroism experiments. Four new compounds were identified as irisolidone-7-O-glucuronide (M-1), tectorigenin-7-O-sulfate (M-2), tectorigenin-4'-O-sulfate (M-3), and biochanin A-6-O-sulfate (M-4) together with nine known compounds identified as irisolidone (M-5), tectorigenin (M-6), tectoridin (M-7), 5,7-dihydroxy-8,4'-dimethoxyisoflavone (M-8), isotectorigenin (M-9), biochanin A (M-10), genistein (M-11), daidzein (M-12), and equol (M-13). The metabolic pathway of kakkalide was proposed, which is important to understand its metabolic fate and disposition in humans.
Bai
Xue
X
Department of Traditional Chinese Medicines, Shenyang Pharmaceutical University, 103 Wenhua Road, Shenyang, 110016, People's Republic of China.
Xie
Yuanyuan
Y
Liu
Jia
J
Qu
Jialin
J
Kano
Yoshihiro
Y
Yuan
Dan
D
D000818:Animals; D002851:Chromatography, High Pressure Liquid; D002942:Circular Dichroism; D005419:Flavonoids / Q000737:chemistry* / Q000302:isolation & purification* / Q000378:metabolism / Q000652:urine; D035264:Flowers / Q000737:chemistry; D020719:Glucuronides / Q000737:chemistry / Q000302:isolation & purification / Q000652:urine; D006027:Glycosides / Q000302:isolation & purification / Q000378:metabolism* / Q000493:pharmacokinetics / Q000652:urine; D008658:Inactivation, Metabolic; D007529:Isoflavones / Q000302:isolation & purification / Q000378:metabolism* / Q000493:pharmacokinetics / Q000652:urine; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D053858:Metabolic Networks and Pathways; D015394:Molecular Structure; D029908:Pueraria / Q000737:chemistry; D051381:Rats; D017208:Rats, Wistar; D021241:Spectrometry, Mass, Electrospray Ionization; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D013463:Sulfuric Acid Esters / Q000737:chemistry / Q000302:isolation & purification / Q000652:urine; D053719:Tandem Mass Spectrometry
D005419:Flavonoids; D020719:Glucuronides; D006027:Glycosides; D007529:Isoflavones; D013463:Sulfuric Acid Esters; C108698:kakkalide