Identification and screening of a tadalafil analogue found in adulterated herbal products

•The analogue of tadalafil was first identified in herbal products.•The compound is named as homotadalafil.•Homotadalafil was adulterated in not a few herbal products (10 out of 91). A tadalafil analogue was detected in an herbal product by high performance liquid chromatography-diode array detector...

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Veröffentlicht in:Journal of pharmaceutical and biomedical analysis 2015-01, Vol.103, p.80-84
Hauptverfasser: Lee, Ji Hyun, Kim, Hyung Joo, Noh, Eunyoung, Kim, Jung Yeon, Cho, So Hyun, Do, Jung-Ah, Yoon, Chang-Yong, Cho, Sooyeul, Kim, Woo Seong
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Sprache:eng
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Zusammenfassung:•The analogue of tadalafil was first identified in herbal products.•The compound is named as homotadalafil.•Homotadalafil was adulterated in not a few herbal products (10 out of 91). A tadalafil analogue was detected in an herbal product by high performance liquid chromatography-diode array detector (HPLC-DAD) with a similar chromatographic retention time to tadalafil. The compounds were separated using semi-preparative HPLC. The structure of the detected tadalafil analogue was elucidated by LC-quadrupole time-of-flight mass spectrometry (LC-Q-TOF/MS) and nuclear magnetic resonance (NMR) spectroscopy. A positive ion at m/z 404.1644 was detected by LC-Q-TOF/MS, corresponding to a molecular formula of C23H22N3O4. This unknown compound was identified as an analogue of tadalafil containing an additional methylene group and named homotadalafil. Homotadalafil was detected in 10 of 91 herbal products at concentrations of 0.058mgg−1 to 8.735mgg−1.
ISSN:0731-7085
1873-264X
DOI:10.1016/j.jpba.2014.11.006