Agariblazeispirols A and B, an unprecedented skeleton from the cultured mycelia of the fungus, Agaricus blazei |
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Authors: | Masao Hirotani Seiko HirotaniHiroaki Takayanagi Kanki KomiyamaTakafumi Yoshikawa |
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Institution: | a School of Pharmaceutical Sciences, Kitasato University, Minato-ku, Tokyo 108-8641, Japan b The Kitasato Institute, Minato-ku, Tokyo 108-8641, Japan |
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Abstract: | Agariblazeispirols A and B, which have a unique steroidal skeleton, have been isolated from the cultured mycelia of Agaricus blazei (Agaricaceae). The absolute structure of Agariblazeispirol A was established to be (20S,22R,23R,24S)-13β,22:22,25-diepoxy-5-methoxy-14β-methyl-18-nor-des-A-ergosta-5,7,9,11-tetraen-23-ol by extensive 1D and 2D NMR spectral data, and X-ray analysis. The structure of Agariblazeispirol B was elucidated to be a stereoisomer of agariblazeispirol A at its carbon 22, (20S,22S,23R,24S)-13β,22:22,25-diepoxy-5-methoxy-14β-methyl-18-nor-des-A-ergosta-5,7,9,11-tetraen-23-ol by comparison of extensive 1D and 2D NMR spectral data with those of agariblazeispirol A. Both compounds showed a moderate circumvention of drug resistance on mouse leukemia P388/VCR cells. |
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Keywords: | Agaricus blazei 18-nor-des-A-ergostane derivative agariblazeispirols A and B |
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