Metabolic fate of orally administered phyllodulcin in rats.
Naturally occurring phyllodulcin (1) was orally administered to rats to investigate its metabolic fate. Urinary metabolites were analyzed by three-dimensional HPLC. Phyllodulcin-3'-O-sulfate (2), phyllodulcin-3'-O-beta-glucuronide (3), 2-[2-(3,4-dihydroxyphenyl)ethyl]-6-hydroxybenzoic acid (4), and one novel bibenzyl derivative, 2-[2-(3-hydroxy-4-methoxyphenyl)ethyl]-6-hydroxybenzoic acid (5), together with thunberginol G (6) and hydrangenol (7) were isolated from the phyllodulcin-treated urine. 1 was extensively metabolized to 4-6 by a rat fecal suspension after incubation for 24 h. Urinary excretion of 4-6 in rats administered phyllodulcin orally was substantially reduced when the rats were treated with antibiotics to suppress their intestinal flora. On the other hand, the incubation of 1 with rat liver S-9 mix showed the presence of 7 together with 4 and 5.
Yasuda
Takaaki
T
Department of Phytochemistry, Tohoku Pharmaceutical University, 4-4-1, Komatsushima, Aoba-ku, Sendai, Miyagi 981-8558, Japan.
Kayaba
Saiko
S
Takahashi
Kana
K
Nakazawa
Takahiro
T
Ohsawa
Keisuke
K
D000284:Administration, Oral; D000818:Animals; D001414:Bacitracin / Q000008:administration & dosage; D001578:Benzopyrans / Q000737:chemistry / Q000302:isolation & purification; D003374:Coumarins / Q000008:administration & dosage / Q000378:metabolism* / Q000493:pharmacokinetics; D005243:Feces / Q000737:chemistry; D031966:Hydrangea / Q000737:chemistry; D049934:Isocoumarins; D007612:Kanamycin / Q000008:administration & dosage; D008099:Liver / Q000378:metabolism; D008297:Male; D010946:Plants, Medicinal / Q000737:chemistry; D051381:Rats; D017207:Rats, Sprague-Dawley; D013432:Sulfathiazoles / Q000008:administration & dosage; D013752:Tetracycline / Q000008:administration & dosage; D014556:Urine / Q000737:chemistry
D001578:Benzopyrans; D003374:Coumarins; D049934:Isocoumarins; D013432:Sulfathiazoles; D001414:Bacitracin; D007612:Kanamycin; C100300:phthalylsulfathiazole; C008903:phyllodulcin; D013752:Tetracycline; C023818:hydrangenol