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Structure elucidation of a novel synthetic thiono analogue of sildenafil detected in an alleged herbal aphrodisiac.

Venhuis BJ, Zomer G, de Kaste D

National Institute for Public Health and the Environment, Postbox 1, 3720 BA, Bilthoven, The Netherlands.

A new analogue of sildenafil was detected in a herbal aphrodisiac. The structure of the compound was established using LC-MS, UV and IR spectroscopy, MS-MS, and NMR. The compound, named thio-homosildenafil is a synthetic N-ethylpiperazine analogue of sildenafil in which also the CO moiety has been converted into a CS group. This is the first time a sildenafil analogue modified at the chromophore was identified as an adulterant of a herbal aphrodisiac. Preliminary pharmacological analysis confirmed the erectogenic potency of thio-homosildenafil.

Published 12 February 2008 in J Pharm Biomed Anal, 46(4): 814-7.
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