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Cultured roots of Xiphidium caeruleum: Phenylphenalenones and their biosynthetic and extractant-dependent conversion

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Chen,  Yu
Research Group Biosynthesis / NMR, MPI for Chemical Ecology, Max Planck Society;

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Paetz,  Christian
Research Group Biosynthesis / NMR, MPI for Chemical Ecology, Max Planck Society;

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Menezes,  Riya Christina
Research Group Mass Spectrometry, MPI for Chemical Ecology, Max Planck Society;

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Schneider,  Bernd
Research Group Biosynthesis / NMR, MPI for Chemical Ecology, Max Planck Society;

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Chen, Y., Paetz, C., Menezes, R. C., & Schneider, B. (2017). Cultured roots of Xiphidium caeruleum: Phenylphenalenones and their biosynthetic and extractant-dependent conversion. Phytochemistry, 133, 15-25. doi:10.1016/j.phytochem.2016.10.011.


Cite as: http://hdl.handle.net/11858/00-001M-0000-002B-BB97-5
Abstract
Phytochemical investigation of root cultures of Xiphidium caeruleum (Haemodoraceae) resulted in the structure elucidation of five previously undescribed phenylphenalenone-type compounds, structure revision of a phenylphenalenone glucoside, and identification of nine additional constituents previously reported from other Haemodoraceae and Musaceae plants. The observed extractant-dependent metabolic profiles indicated that phenylphenalenones had been converted hydrolytically and oxidatively. Stable isotope labeling experiments extended the understanding of the phenylphenalenone pathway in plants and provided evidence for a network of biosynthetic and spontaneous conversions linking phenylphenalenones and their derivatives detected in extracts of cultured roots of this plant.