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Biosynthesis of antheridic acid, the principal antheridiogen in Anemia phyllitidis

Abstract

[2H2,]9,15-Cyclo-GA9 and [2H2]3α-hydroxy-9,15-cyclo-GA9 were fed to prothallia of the fern, Anemia phyllitidis. The metabolises from these feeds were subjected to full-scan GC-MS to confirm the conversion of [2H2]9,15-cyclo-GA9 into [2H2]3α-hydroxy-9,15-cyclo-GA9 and [2H2]antheridic acid, and of [2H2]3α-hydroxy-9,15-cyclo-GA9 into [2H2]antheridic acid. These results indicated that antheridic acid is biosynthesized from 9,15-cyclo-GA9 via 3α-hydroxy-9,15-cyclo-GA9 in A. phyllitidis. It was also shown that 3α-hydroxy-9,15-cyclo-GA9 is a native antheridiogen in A. phyllitidis. Biological activity of 9,15-cyclo-GA9, and 3α-hydroxy-9,15-cyclo-GA9 are also reported.

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Phytochemistry

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