Structure elucidation of thioketone analogues of sildenafil detected as adulterants in herbal aphrodisiacs

Journal of Pharmaceutical and Biomedical Analysis

Volumn 49, Issue 1, 2009, Pages 145-150

  Reepmeyer, John C ^a   d'Avignon, D André ^b  

^a CENTER FOR DRUG EVALUATION AND RESEARCH   (United States)

^b WASHINGTON UNIVERSITY   (United States)

Author keywords

Dietary supplements; Liquid chromatography mass spectrometry (LC MS); Nuclear magnetic resonance (NMR); Sildenafil analogue; Thiomethisosildenafil

Indexed keywords

1 METHYLPIPERAZINE; 2,6 DIMETHYLPIPERAZINE; APHRODISIAC AGENT; CARBONYL DERIVATIVE; HETEROCYCLIC COMPOUND; METHISOSILDENAFIL; OXYGEN; PIPERAZINE DERIVATIVE; PYRIMIDINE; PYRIMIDINE DERIVATIVE; SILDENAFIL; SULFUR; TADALAFIL; THIOKETONE; THIOMETHISOSILDENAFIL; THIOSILDENAFIL; UNCLASSIFIED DRUG; VARDENAFIL;

ARTICLE; DIET SUPPLEMENTATION; DRUG CAPSULE; DRUG CONTAMINATION; DRUG FORMULATION; DRUG HYDROLYSIS; DRUG STRUCTURE; ELECTRON SPIN RESONANCE; HERBAL MEDICINE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; STRUCTURAL HOMOLOGY; ULTRAVIOLET SPECTROSCOPY;

APHRODISIACS; CHROMATOGRAPHY, LIQUID; DIETARY SUPPLEMENTS; DRUG CONTAMINATION; ERECTILE DYSFUNCTION; FOOD CONTAMINATION; HUMANS; HYDROLYSIS; KETONES; MALE; MASS SPECTROMETRY; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PHOSPHODIESTERASE INHIBITORS; PIPERAZINES; PURINES; PYRIMIDINES; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; SPECTROPHOTOMETRY, ULTRAVIOLET; SULFONES;

EID: 58649103113     PISSN: 07317085     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jpba.2008.10.007     Document Type: Article

References (19)

1. Mikami E., Ohno T., and Matsumoto H. Forensic Sci. Int. 130 (2002) 140-146
2. Shin M.H., Hong M.-K., Kim W.S., Lee Y.J., and Jeoung Y.C. Food Addit. Contam. 20 (2003) 793-796
3. Blok-Tip L., Zomer B., Bakker F., Hartog K.D., Hamzink M., Hove J.T., Vredenbregt M., and de Kaste D. Food Addit. Contam. 21 (2004) 737-748
4. Gratz S.R., Flurer C.L., and Wolnik K.A. J. Pharm. Biomed. Anal. 36 (2004) 525-533
5. Sabucedo A.J., Gutierrez M.A., Mueller K.C., Bellissima B.L., Hsu Y.L., Rose S., and Furton K.G. J. Am. Med. Assoc. 291 (2004) 560-562
6. Shin C., Hong M., Kim D., and Lim Y. Magn. Reson. Chem. 42 (2004) 1060-1062
7. Zhu X., Xiao S., Chen B., Zhang F., Yao S., Wan Z., Yang D., and Han H. J. Chromatogr. A 1066 (2005) 89-95
8. Fleshner N., Harvey M., Adomat H., Wood C., Eberding A., Hersey K., and Guns E. J. Urol. 174 (2005) 636-641
9. Reepmeyer J.C., and Woodruff J.T. J. Chromatogr. A 1125 (2006) 67-75
10. Zou P., Oh S.S.-Y., Hou P., Low M.-Y., and Koh H.-L. J. Chromatogr. A 1104 (2006) 113-122
11. Hou P., Zou P., Low M.-Y., Chan E., and Koh H.-L. Food Addit. Contam. 23 (2006) 870-875
12. Zou P., Hou P., Low M.-Y., and Koh H.-L. Food Addit. Contam. 23 (2006) 446-451
13. Oh S.S.-Y., Zou P., Low M.-Y., and Koh H.-L. J. Toxicol. Environ. Health: Part A 69 (2006) 1951-1958
14. Reepmeyer J.C., and Woodruff J.T. J. Pharm. Biomed. Anal. 44 (2007) 887-893
15. Reepmeyer J.C., Woodruff J.T., and d'Avignon D.A. J. Pharm. Biomed. Anal. 43 (2007) 1615-1621
16. Venhuis B.J., Zomer G., and de Kaste D. J. Pharm. Biomed. Anal. 46 (2008) 814-817
17. Zou P., Hou P., Oh S.-Y., Chong Y.M., Bloodworth B.C., Low M.-Y., and Koh H.-L. J. Pharm. Biomed. Anal. 47 (2008) 279-284
18. Zhong D., Xing J., Zhang S., and Sun L. Rapid Commun. Mass Spectrom. 16 (2002) 1836-1843
19. Lee J., Yoo H.H., Kang M.-Y., and Kim D.-H. Rapid Commun. Mass Spectrom. 19 (2005) 1767-1770