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- W1497241467 startingPage "1698" @default.
- W1497241467 abstract "The results of photolysis of bufadienolides, which have an α-pyrone ring on a C17 position of the steroidal moiety, particularly those of 14β-hydroxy compounds such as bufalin (I), bufotalin (X), gamabufotalin (XVI) and their acetates (II, XI and XVII), are described. Photolysis of I or II in ethanol gave the photoproduct (III), or (IV). The spectral data suggested III and IV had a partial structure either A or B (Chart 1). Then the structure of III and IV were finally proved to be identical with the authentic samples which were prepared from I. Photolysis of I or II in methanol gave V or VI. By hydrolysis III and V were easily converted into the corresponding carboxylic acid (VII), from which methyl ester (V) was prepared by the treatment with diazomethane (Chart 2). Photolysis of X or XI, having 16-β-acetoxyl groups besides 14β-hydroxyl group, in methanol, afforded XII or XIII, respectively (Chart 3). When XVI or XVII, 11α-hydroxy and 11α-acetoxy compounds, were irradiated in methanol, XVIII or XIX were obtained, respectively (Chart 4). These results indicate that photolysis of the other 14β-hydroxy compounds in bufadienolides might be considered to afford the photoproducts having the same moiety as above. A plausible mechanism for the formation of III, V, XII, XVIII, and etc. via the photopyrone (c), the formyl ketene (d) and enol from (f) is depicted in Chart 5." @default.
- W1497241467 created "2016-06-24" @default.
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- W1497241467 date "1969-01-01" @default.
- W1497241467 modified "2023-10-17" @default.
- W1497241467 title "Photochemistry of Bufadienolides. I. Irradiation of Bufalin, Bufotalin and Gamabufotalin" @default.
- W1497241467 doi "https://doi.org/10.1248/cpb.17.1698" @default.
- W1497241467 hasPublicationYear "1969" @default.
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