14-Hydroxy-6-O-methylerythromycins A, active metabolites of 6-O-methylerythromycin A in human.
(14R)-14-Hydroxy-6-O-methylerythromycin A and (14S)-epimer have been isolated as active metabolites from human urine after oral administration of 6-O-methylerythromycin A (TE-031, A-56268). The structures of these metabolites were determined by means of mass, 1H and 13C NMR spectroscopies. Antimicrobial activities of (14R)-14-hydroxy-6-O-methylerythromycin A, a major metabolite, were comparable to those of the parent drug TE-031, whereas (14S)-14-hydroxy-6-O-methylerythromycin A was 4- to 8-fold less active than TE-031 against bacterial standard strains.
Adachi
T
T
Research Center, Taisho Pharmaceutical Co., Ltd., Saitama, Japan.
Morimoto
S
S
Kondoh
H
H
Nagate
T
T
Watanabe
Y
Y
Sota
K
K
D055598:Chemical Phenomena; D002621:Chemistry; D017291:Clarithromycin / Q000031:analogs & derivatives; D004917:Erythromycin / Q000031:analogs & derivatives* / Q000302:isolation & purification / Q000378:metabolism / Q000494:pharmacology; D006801:Humans; D008968:Molecular Conformation
C056228:14-hydroxyclarithromycin; D004917:Erythromycin; D017291:Clarithromycin