Isolation and Structural Elucidation of Cyclopentynafil and N-Octylnortadalafil Found in a Dietary Supplement
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概要
- 論文の詳細を見る
A new sildenafil analogue, cyclopentynafil (1) and a new tadalafil analogue, N-octylnortadalafil (2) were isolated from a dietary supplement illegally marketed for erectile dysfunction. The structures of the sildenafil and tadalafil analogues were elucidated by using HPLC-photodiode array (PDA), LC-MS, high-resolution MS, NMR and circular dichroism (CD). These compounds were determined to be 5-[2-ethoxy-5-(4-cyclopentylpiperazin-1-ylsulfonyl)phenyl]-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one and (6R,12aR)-2-octyl-6-(1,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydropyrazino[1',2': 1,6]pyrido[3,4-b]indole-1,4-dione, respectively. Recently, a large number of phosphodiesterase-5 (PDE-5) inhibitors, including their analogues, have been isolated from dietary supplements, while cyclopentynafil and N-octylnortadalafil are the first compounds reported to be new sildenafil and tadalafil analogues, respectively. Quantitative HPLC analysis showed that the contents of 1 and 2 in the product were about 130mg/tablet (301μg/mg) and about 27mg/tablet (64.1μg/mg), respectively.
- 2009-02-01
著者
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GODA Yukihiro
National Institute of Health Sciences
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HASEGAWA Takashi
Chiba Prefectural Institute of Public Health
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TAKAHASHI Kazunaga
Chiba Prefectural Institute of Public Health
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SAIJO Masaaki
Chiba Prefectural Institute of Public Health
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ISHII Toshiyasu
Chiba Prefectural Institute of Public Health
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NAGATA Tomoko
Chiba Prefectural Institute of Public Health
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KURIHARA Masaaki
National Institute of Health Sciences
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HAISHIMA Yuji
National Institute of Health Sciences
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KAWAHARA Nobuo
National Institute of Health Sciences
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Goda Yukihiro
National Inst. Of Health Sciences
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Guo Yahong
Graduate School Of Pharmaceutical Sciences Nagoya City University
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Kawahara Nobuo
Division Of Pharmacognosy Phytochemistry And Narcotics National Institute Of Health Sciences
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Kawahara Nobuo
National Inst. Health Sci. Tokyo Jpn
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