Isolation and identification of an isomeric sildenafil analogue as an adulterant in an instant coffee premix

作     者：Ahmad Yusri Mohd Yusop Linda Xiao Shanlin Fu Ahmad Yusri Mohd Yusop;Linda Xiao;Shanlin Fu

作者机构：Centre for Forensic ScienceUniversity of Technology SydneyUltimoAustralia Pharmacy Enforcement DivisionMinistry of HealthSelangorMalaysia 

出 版 物：《Forensic Sciences Research》 (法庭科学研究（英文）)

年 卷 期：2022年第7卷第2期

页      面：290-298页

核心收录：

学科分类：0402[教育学-心理学(可授教育学、理学学位）] 0710[理学-生物学] 0831[工学-生物医学工程（可授工学、理学、医学学位）] 0303[法学-社会学] 1004[医学-公共卫生与预防医学(可授医学、理学学位)] 1002[医学-临床医学] 1001[医学-基础医学(可授医学、理学学位)] 08[工学] 0838[工学-公安技术] 0703[理学-化学] 0702[理学-物理学] 

基　　金：The authors acknowledge the University of Technology Sydney for their Higher Degree by Research Student Project Funding 

主　　题：Forensic sciences food adulteration non-targeted screening phosphodiesterase 5 inhibitors structural isomer suspected-target screening 

摘      要：The proliferation of adulterated health foods and beverages in the market demands a comprehensive analytical strategy to identify the adulterants,particularly those of isomeric phosphodiesterase 5(PDE5)inhibitors.An instant coffee premix(ICP)purchased from an online retailer was flagged for suspected adulteration through PDE5 inhibition assay.The ICP was then analysed using suspected-target and non-targeted screenings of a liquid chromatography-quadrupole time-of-flight mass spectrometry.Based on these findings,a PDE5 inhibitor initially assigned as compound X was isolated from the ICP by employing a liquid chromatography-diode array detection before its structural elucidation with liquid chromatography-ultraviolet(LC-UV)spectroscopy and nuclear magnetic resonance(NMR)spectroscopy.The suspected-target screening matched the protonated molecule([MþH]þ)precursor ion of compound X at m/z 499.2310 with two suspected analytes that are structural isomers of one another.The fragmentation patterns of compound X were comparable to those analogues in the dithiocarbodenafil group through the non-targeted screening.These findings,complemented by the LC-UV and NMR spectroscopy data,together with the chromatographic separation of related structural isomers,conclude the identity of compound X.To our best knowledge,this is the first study to report the presence of 3,5-dimethylpiperazinyl-dithiodesmethylcarbodenafil in an ICP sample.