Kim, Ji Won Kweon, Soon Jae Park, Seon Kyung Kim, Jung Yeon Lee, Ji Hyun Han, Kyoung Moon Cho, Sooyeul Kim, Jinho Han, Soon Young Kim, Hyoung Ja Kim, Woo Seong 2024-01-20T12:02:13Z 2024-01-20T12:02:13Z 2021-09-05 2013-07-01 1944-0049 https://pubs.kist.re.kr/handle/201004/127882 A suspected sibutramine analogue was detected in a slimming functional food by an ultra performance liquid chromatography-electrospray ionisation-time of flight mass spectrometry (UPLC-ESI-TOF/MS) method. The ultraviolet (UV) spectrum of this suspected compound showed close similarity to that of sibutramine. The sample was extracted with 70% MeOH and isolated by semi-preparative column chromatography. The structure of this compound was identified by spectroscopic analyses (nuclear magnetic resonance [NMR] technique, mass and tandem mass etc.). The structure of the unknown compound was demonstrated to be [(+/-)-dimethyl-1-[1-(3,4-dichlorophenyl)cyclobutyl]-N,N,3-trimethylbutan-1-amine (molecular formula C17H25NCl2) and named as chloro-sibutramine. Compared with sibutramine, it has one more chlorine atom than the 3-cholorophenyl group so was switched to 3,4-dichlorophenyl. Until now, chloro-sibutramine was isolated for the first time from the undeclared ingredient included in dietary supplements. Although the safety of chloro-sibutramine is unknown, there is a potential health risk to consumers because of a similar skeleton to sibutramine. For public health, this sibutramine analogue has been included in the inspection list of illegal adulterants in Korea. English TAYLOR & FRANCIS LTD TANDEM MASS-SPECTROMETRY DIODE-ARRAY DETECTION LIQUID-CHROMATOGRAPHY ESI-MS HPLC INHIBITORS PRODUCTS Isolation and identification of a sibutramine analogue adulterated in slimming dietary supplements Article 10.1080/19440049.2013.793826 1 FOOD ADDITIVES AND CONTAMINANTS PART A-CHEMISTRY ANALYSIS CONTROL EXPOSURE & RISK ASSESSMENT, v.30, no.7, pp.1221 - 1229 FOOD ADDITIVES AND CONTAMINANTS PART A-CHEMISTRY ANALYSIS CONTROL EXPOSURE & RISK ASSESSMENT 30 7 1221 1229 scie scopus 000321238200002 2-s2.0-84880036478 Chemistry, Applied Food Science & Technology Toxicology Chemistry Food Science & Technology Toxicology Article TANDEM MASS-SPECTROMETRY DIODE-ARRAY DETECTION LIQUID-CHROMATOGRAPHY ESI-MS HPLC INHIBITORS PRODUCTS dietary supplements sibutramine sibutramin analogue NMR mass spectrum