Determination of (R)-Xanthoanthrafil, a Phosphodiesterase-5 Inhibitor, in a Dietary Supplement Promoted for Sexual Enhancement

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概要

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• We describe here the first case of the finding of xanthoanthrafil, a phosphodiesterase-5 inhibitor, in a dietary supplement. A methanol extract of the supplement product was first analyzed by TLC and HPLC. The results indicated that the extract contained an unknown compound. The molecular weight of the compound was 389 and the accurate mass showed its elemental composition to be C_<19>H_<23>N_3O_6. Combined with this data, NMR analysis revealed the planar structure of the unknown compound to be N-(3, 4-dimethoxybenzyl)-2-(1-hydroxypropan-2-ylamino)-5-nitrobenzamide. The R-configuration of this compound had been synthesized as a phosphodiesterase-5 inhibitor, formerly reported as FR226807 by Fujisawa Pharmaceutical Co., Ltd. The absolute configuration of the isolated compound was estimated to have R-configuration by its optical rotation. Considering its general properties, this compound is renamed as (R)-xanthoanthrafil with the agreement of Astellas Pharma Inc. which is the successor of Fujisawa Pharmaceutical Co., Ltd. Quantitative analysis revealed that the content of (R)-xanthoanthrafil in the product was about 31mg/capsule.

• 公益社団法人日本薬学会の論文
• 2008-02-01

著者

• GODA Yukihiro

  National Institute of Health Sciences

• KAWAHARA Nobuo

  National Institute of Health Sciences

• Goda Yukihiro

  National Inst. Of Health Sciences

• 土井 香苗子

  静岡県立大学薬学部

• Kojima Takashi

  Kanagawa Prefectural Institute of public Health

• Kojima T

  Department Of Food And Drug Kanagawa Prefectural Public Health Laboratories

• KUMASAKA Kenichi

  Kanagawa Prefectural Institute of Public Health

• DOI Kayo

  Kanagawa Prefectural Institute of Public Health

• Kawahara Nobuo

  National Inst. Health Sci. Tokyo Jpn

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