title: The identification of in vitro metabolites of CKD-732 by liquid chromatography/tandem mass spectrometry.
abstract: The structural elucidation of fourteen metabolites of CKD-732, formed in vitro with rat liver microsomes, was performed using high-performance liquid chromatography/electrospray ionization-tandem mass spectrometry (HPLC/ESI-MS/MS). To identify proposed structures of the metabolites, the product ion mass spectra of the protonated molecules ([M + H]+), the retention times on reversed-phase HPLC, and UV-Vis spectra were utilized. Characteristic product ions for the identification of CKD-732 metabolites were observed at m/z 231, 236, and 252. The fragment ions at m/z 236 and 252 indicated the unchanged form and the N-oxide of the dimethylaminoethoxycinnamoyl group, respectively. The ion at m/z 231 indicated the presence of the hydroxylated form of the fumagillol group. The N-oxide of CKD-732, which was detected at m/z 515 and eluted later than CKD-732 in the reversed-phase HPLC system, was measured as a major metabolite. Three cis-trans isomers were also found.
authors.affiliation: Doping Control Center, Korea Institute of Science and Technology, P.O. Box 131, Seoul 136-791, Korea. swmyung@kist.re.kr
authors.forename: Seung-Woon
authors.initials: SW
authors.lastname: Myung
authors.forename: Hye-Young
authors.initials: HY
authors.lastname: Kim
authors.forename: Hye-Ki
authors.initials: HK
authors.lastname: Min
authors.forename: Dong-Hyun
authors.initials: DH
authors.lastname: Kim
authors.forename: Myungsoo
authors.initials: M
authors.lastname: Kim
authors.forename: Hyun-Woo
authors.initials: HW
authors.lastname: Cho
authors.forename: Ho Sup
authors.initials: HS
authors.lastname: Lee
authors.forename: Joon-Kyum
authors.initials: JK
authors.lastname: Kim
authors.forename: Chung I
authors.initials: CI
authors.lastname: Hong
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000032:analysis / Q000378:metabolism*; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D003510:Cyclohexanes; D005231:Fatty Acids, Unsaturated / Q000032:analysis / Q000378:metabolism*; D008862:Microsomes, Liver / Q000378:metabolism; D051381:Rats; D012717:Sesquiterpenes; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods*
chemical_list: D000900:Anti-Bacterial Agents; D003510:Cyclohexanes; D005231:Fatty Acids, Unsaturated; D012717:Sesquiterpenes; C026211:fumagillin