Cultured roots of Xiphidium caeruleum: Phenylphenalenones and their biosynthetic and extractant-dependent conversion.
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.
Max-Planck Institut für Chemische Ökologie, Beutenberg Campus, Hans-Knöll-Strasse 8, 07745, Jena, Germany; Jiangsu Key Laboratory for Research and Utilization of Plant Resources, Institute of Botany, Jiangsu Province and Chinese Academy of Sciences, Qianhu Houcun 1, 210014, Nanjing, China.
Yu
Y
Chen
Max-Planck Institut für Chemische Ökologie, Beutenberg Campus, Hans-Knöll-Strasse 8, 07745, Jena, Germany.
Christian
C
Paetz
Max-Planck Institut für Chemische Ökologie, Beutenberg Campus, Hans-Knöll-Strasse 8, 07745, Jena, Germany.
Riya C
RC
Menezes
Max-Planck Institut für Chemische Ökologie, Beutenberg Campus, Hans-Knöll-Strasse 8, 07745, Jena, Germany. Electronic address: schneider@ice.mpg.de.
Bernd
B
Schneider
D002851:Chromatography, High Pressure Liquid; D005960:Glucosides / Q000737:chemistry; D019684:Magnoliopsida / Q000737:chemistry*; D015394:Molecular Structure; D043803:Phenalenes / Q000737:chemistry* / Q000378:metabolism; D018517:Plant Roots / Q000737:chemistry*
D005960:Glucosides; D043803:Phenalenes
Artefacts; Haemodoraceae; Phenylphenalenones; Root cultures; Xiphidium caeruleum