保健食品中摻加tadalafil類緣物之鑑定   全文下載

Identification of a Tadalafil Analogue Adulterated in a Dietary Supplement

一種宣稱具有壯陽效果保健食品，利用薄層層析法初步篩選是否摻加西藥成分，以波長254 nm紫外光作偵測，發現兩個可疑斑點。其中一個斑點(1) ，經以薄層層析法、紫外光分光光度法及液相層析串聯式質譜法並與tadalafil對照標準品比對，確認為tadalafil 。另一可疑斑點之鑑定則自檢體中經過分離與純化步驟，得到一黃色粉末（化合物2）。化合物2之結構鑑定係以核磁共振光譜、圓二色性光譜及質譜測試分析，經鑑定為tadalafil中piperazinedione環之N2位置上甲基被胺基所取代，其化學名稱為 （6R,12aR）-2-amino-6-（1,3-benzodioxol-5-yl）-2,3,6,7,12,12a-hexahydro- pyrazino[1',2':1,6] pyrido[3,4-b]indole-1,4-dione（又稱Aminotadalafil）。由於此成分為首次檢出之tadalafil類緣物，且違法摻加至保健食品中，因此列入壯陽類新成分之例行檢驗項目中。"

A dietary supplement which was claimed on the treatment of male erectile dysfunction was firstly screened by TLC, and two suspected spots showed on the TLC plate under the detection of UV 254 nm. One of the spot (1) was determined as tadalafil by direct comparison of its TLC, UV, and LC/MS/MS data with the reference standard of tadalafil. The other suspected spot was identified by extraction, separation and purification from the sample to get a yellowish powder (compound 2). The structure of compound 2 with an amino group instead of the N2-methyl group in the piperazinedione ring of tadalafil was determined to be (6R,12aR)-2-amino-6-(1,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-pyrazino[1’,2’:1,6]pyrido[3,4-b]indole-1,4-dione by NMR, circular dichroism, and mass spectroscopy and compound 2 was named as aminotadalafil which was first detected in our laboratory. These two compounds were illegally adulterated into the dietary supplement and compound 2 has been listed as a new item for the screening of aphrodisiac adulterants.