A Novel Bufadienolide, Marinosin, in the Skin of the Giant Toad, Bufo marinus
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概要
- 論文の詳細を見る
We have identified a novel cardiac steroid, 11,19-epoxy-19-methoxytelocinobufagin, named marinosin (1), in the skin of the toad, Bufo marinus (L.) SCHNEIDER. The treatment of compound 1 with 50% CH_3CN containing 0.1% trifluoroacetic acid yielded a 11α-hydroxyhellebrigenin (2), which has not previously been isolated from animals or plants. The structures of both compounds were established from spectral data obtained by NMR and MS, which were compared with those of a reference bufadienolide, 11α-hydroxytelocinobufagin. Compounds 1 and 2 have A/B cis and C/D cis configuration, which is characteristic of bufadienolides such as bufalin and marinobufagin. However, the stereo-structure of compound 1 was characterized by a boat form of the B ring, which is different from the chair from in typical bufadienolides such as compound 2. Compounds 1 and 2 both exhibited biological activity, as demonstrated by inhibition of Na^+, K^+-ATPase enzymatic activity and by inhibition of the binding of [^3H]ouabain to Na^+, K^+-ATPase; however, marinosin (1) was a less effective inhibitor than 2,11α-hydroxyhellebrigenin. We have identified compound 2 in toad venom, but not in the skin.
- 公益社団法人日本薬学会の論文
- 1997-02-15
著者
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Yoshioka Masanori
Faculty of Pharmaceutical Sciences, Setsunan University
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Butler Jr.
Department Of Medicine College Of Physicians & Surgeons Of Columbia University
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AKIZAWA Toshifumi
Department of Analytical Chemistry, Faculty of Pharmaceutical Sciences, Setsunan University
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MORRIS Jennifer
Department of Medicine, College of Physicians & Surgeons of Columbia University
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MATSUKAWA Motomi
Department of Analytical Chemistry, Faculty of Pharmaceutical Sciences, Setsunan University
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Morris Jennifer
Department Of Medicine College Of Physicians & Surgeons Of Columbia University
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OHIGASHI Masaaki
Department of Analytical Chemistry, Faculty of Pharmaceutical Sciences, Setsunan University
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YOSHIOKA Masanori
Department of Analytical Chemistry, Faculty of Pharmaceutical Sciences, Setsunan University
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Akizawa Toshifumi
Department Of Analytical Chemistry Faculty Of Pharmaceutical Sciences Setsunan University
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Yoshioka M
Faculty Of Pharmaceutical Sciences Setsunan University
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MATSUKAWA Motomi
Faculty of Pharmaceutical Sciences, Setsunan University
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Osaki M
Department Of Analytical Chemistry Faculty Of Pharmaceutical Sciences Setsunan University
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Yoshioka Masanori
Department Of Analytical Chemistry Faculty Of Pharmaceutical Sciences Setsunan University
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Matsukawa M
Setsunan Univ. Osaka Jpn
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Matsukawa Motomi
Department Of Analytical Chemistry Faculty Of Pharmaceutical Sciences Setsunan University
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