A Novel Bufadienolide, Marinosin, in the Skin of the Giant Toad, Bufo marinus.
書誌事項
- タイトル別名
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- Novel Bufadienolide Marinosin in the Sk
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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% CH3CN 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.
収録刊行物
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- CHEMICAL & PHARMACEUTICAL BULLETIN
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CHEMICAL & PHARMACEUTICAL BULLETIN 45 (2), 249-254, 1997
公益社団法人 日本薬学会
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詳細情報 詳細情報について
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- CRID
- 1390282679140473472
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- NII論文ID
- 110003616465
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- NII書誌ID
- AA00602100
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- ISSN
- 13475223
- 00092363
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- NDL書誌ID
- 4163494
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- PubMed
- 9118440
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- 本文言語コード
- en
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- データソース種別
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- JaLC
- NDL
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- PubMed
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- 使用不可