Abstract
Cell suspension cultures of the hornwort Anthoceros agrestis Paton (Anthocerotaceae) were cultivated and characterized in CB-media containing 2 and 4% sucrose. The suspension cells accumulated rosmarinic acid up to 5.1% of the cell dry weight as well as caffeoyl-4′-hydroxyphenyllactate. Moreover, a more hydrophilic compound was detected which was isolated and identified as rosmarinic acid 3′-O-β-D-glucoside, a new rosmarinic acid derivative. This new rosmarinic acid derivative was found up to 1.0% of the cell dry weight in suspension cells of A. agrestis.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Binding H, Mordhorst G (1991) Gametophyte regeneration and apospory from archegoniate protoplasts under conditions devised for higher plants. Bot Acta 104:330–335
Häusler E, Petersen M, Alfermann AW (1992) Rosmarinsäure in Blechnum-Spezies. In: Haschke HP, Schnarrenberger C (eds) Botanikertagung 1992, Berlin. Akademie Verlag, Berlin, pp. 1– 507
Harborne JB (1966) Caffeic acid ester distribution in higher plants. Z Naturforsch 21b:604–605
Le Claire E, Schwaiger S, Banaigs B, Stuppner H, Gafner F (2005) Distribution of a new rosmarinic acid derivative in Eryngium alpinum L and other Apiaceae. J Agric Food Chem 53:4367–4372
Mendez J, Sanz-Cabanilles F (1979) Cinnamic acid esters in Anthoceros species. Phytochemistry 18:1409
Petersen M (1997) Cytochrome P-450-dependent hydroxylation in the biosynthesis of rosmarinic acid in Coleus. Phytochemistry 45:1165–1172
Petersen M (2003) Cinnamic acid 4-hydroxylase from cell cultures of the hornwort Anthoceros agrestis. Planta 217:96–101
Petersen M, Alfermann AW (1988) Two new enzymes of rosmarinic acid biosynthesis from cell cultures of Coleus blumei: hydroxyphenylpyruvate reductase and rosmarinic acid synthase. Z Naturforsch 43c:501–504
Petersen M, Häusler E, Karwatzki B, Meinhard J (1993) Proposed biosynthetic pathway for rosmarinic acid in cell cultures of Coleus blumei. Planta 189:10–14
Petersen M, Metzger JW (1993) Identification of the reaction products of rosmarinic acid synthase from cell cultures of Coleus blumei by ion spray mass spectrometry and tandem mass spectrometry. Phytochem Anal 4:131–134
Petersen M, Simmonds MSJ (2003) Molecules of interest: Rosmarinic acid. Phytochemistry 62:121–125
Satake T, Kamiya K, Saiki Y, Hama T, Fujimoto Y, Kitanaka S, Kimura Y, Uzawa J, Endang H, Umar M (1999) Studies on the constituents of fruits of Helicteres isora L. Chem Pharm Bull 47:1444–1447
Takeda R, Hasegawa J, Sinozaki K (1990a) The first isolation of lignans, megacerotonic acid and anthocerotonic acid, from non-vascular plants, Anthocerotae (hornworts). Tetrahedron Lett 31:4159–4162
Takeda R, Hasegawa J, Sinozaki K (1990b) Phenolic compounds from Anthocerotae. In: Zinsmeister HD, Mues R (eds) Bryophytes their chemistry and chemical taxonomy. Oxford Science Publications, Oxford, pp 201–207
Trennhäuser F (1992) Phytochemische Untersuchung und in vitro Kultur ausgewählter Vertreter der Anthocerotopsida.University of Saarbrücken, Germany, PhD thesis
Trennheuser F, Burkhard G, Becker H (1994) Anthocerodiazonin, an alkaloid from Anthoceros agrestis. Phytochemistry 37:899–903
Acknowledgements
We thank Dr. Aleš Svatoš (Jena, Germany) for mass spectrometric analysis.
Author information
Authors and Affiliations
Corresponding author
Additional information
After submission of this manuscript the same rosmarinic acid 3′-O-β-D-glucoside has been published from Eryngium species (Apiaceae) by Le Claire et al. 2005.
Rights and permissions
About this article
Cite this article
Vogelsang, K., Schneider, B. & Petersen, M. Production of rosmarinic acid and a new rosmarinic acid 3′-O-β-D-glucoside in suspension cultures of the hornwort Anthoceros agrestis Paton. Planta 223, 369–373 (2006). https://doi.org/10.1007/s00425-005-0089-8
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s00425-005-0089-8