. The sulfate conjugation of M0, M1, M3-1, M3-2, M5, M6-1, M7, and M8 developed metabolites M10, M4, M9-1, M9-2, M11-2, M14-1, M15, and M16, respectively. Glucuronide conjugation of M0, M1, M3-1, M3-2, M5, M6, M7, and M8 yielded the metabolites M18, M13 (two isomers), M17-1, M17-2, M19 (two diastereomers), M20 (two diastereomers and two isomers), M21, and M22, respectively. These glucuronide conjugates were readily hydrolyzed by -glucuronidase, as well as the chromatographic peaks for the corresponding aglycones considerably increased after hydrolysis. These final results supported the structural assignment for glucuronide conjugate metabolites. The sulfate conjugates of N-desmethyl M1 (M2), 1-methylindole N-desmethyl arbidol (M11-1), and di-N-demethylsulfonylarbidol (M12) plus the glucuronide conjugate of 4=-hydroxylarbidol (M14-2) had been detected at trace levels in the urine.XantPhos Pd G4 In stock Compared with all the previously reported outcomes (6), the newly identified metabolic pathways integrated N-demethylation of 1-methylindole, 4=-hydroxylation, oxidative S-dealkylation, and di-N-demethylation.Formula of 1020065-69-3 Essentially the most abundant urinary metabolites were glucuronide arbidol (M18) and glucuronide sulfinylarbidol (M20-1 and M20-2), which accounted for 1.5 and two.1 on the dose, respectively. The mean urinary excretion of sulfate arbidol (M10), sulfate N-demethylsulfinylarbidol (M11-2), sulfate sulfinylarbidol (M14-1), and sulfate N-demethylsulfonylarbidol (M15) amounted to 0.PMID:33586606 three , 0.four , 1.three , and 0.7 in the dose. The recovery of arbidol and its oxidative metabolites (M5, M6-1, and M8) from urine have been significantly less than 1 from the dose. (ii) Feces. A total of 24 metabolites, together with the parent drug, have been detected inside the extracts of fecal homogenates. The solution ion mass spectra as well as the UPLC retention times of those metabo-April 2013 Volume 57 Numberaac.asm.orgDeng et al.TABLE 1 Metabolites for arbidol in human plasma, urine, and feces soon after oral drug administrationMetabolite Arbidol M0 Chemical formula C22H25BrN2O3S Proposed chemical structure Rt (min)c 23.0 (P, U, F) m/z [M 477.084a 477.085b H] Fragment ion(s) 432.028, 387.997, 278.MC16H21BrN2O10.7 (P, U, F)385.078a 385.076b322.008, 295.MC15H19BrN2O7S10.1 (U)451.017a 451.018bM3-C21H23BrN2O3S20.four (F)463.072a 463.069b439.935, 418.M3-C21H23BrN2O3S22.six (P, U, F)463.072a 463.069b432.025, 388.000, 323.017, 293.976, 278.MC16H21BrN2O7S5.3 (U)465.032a 465.033b385.MC21H23BrN2O4S14.9 (P, U, F)479.062a 479.064b354.057, 323.M6-C22H25BrN2O4S14.8 (P, U, F)493.079a 493.080b368.M6-C22H25BrN2O4S19.six (F)493.078a 493.080b448.021, 403.996, 323.018, 293.979, 278.MC21H23BrN2O5S14.5 (P, U, F)495.059a 495.059b464.017, 419.MC22H25BrN2O5S14.five (P, U, F)509.069a 509.b464.014, 419.M9-C21H23BrN2O6S16.9 (U)543.030a 543.026b463.067, 418.(Continued on following page)aac.asm.orgAntimicrobial Agents and ChemotherapyBiotransformation of Arbidol in HumansTABLE 1 (Continued)Metabolite M9-2 Chemical formula C21H23BrN2O6S2 Proposed chemical structure Rt (min)c 22.6 (P, U, F) m/z [M 543.025a 543.026b H] Fragment ion(s) 463.067, 432.MC22H25BrN2O6S19.four (P, U, F)557.042a 557.042b477.M11-C21H23BrN2O7S8.three (U)559.021a 559.b354.057, 309.M11-C21H23BrN2O7S14.3 (P, U, F)559.020a 559.021b354.057, 434.011, 402.MC20H21BrN2O8S13.three (U, F)560.998a 561.b543.973, 464.015, 419.M13-C22H29BrN2O6.3 (U, F)561.106a 561.b385.078, 340.M13-C22H29BrN2O9.6 (U)561.108a 561.108bM14-C22H25BrN2O7S10.3 (P, U, F)573.035a 573.037b493.076, 368.M14-C22H25BrN2O7S16.7 (U, F)573.039a 573.037b493.083, 403.MC21H23BrN2O8S14.0 (P,.
