Abstract
A new prenylated pterocarpan, named morisianine, was isolated together with the known secondary metabolites erybraedin C, psoralen and angelicin from the seeds of Bituminaria morisiana. The structures of the compounds were elucidated mainly by 1D and 2D NMR experiments as well as mass spectrometry. The new compound was subjected to cytotoxicity screening against a panel of human cancer cells.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Pignatti S (1982) Flora d’Italia vol. 2, 3rd edn. Edagricole, Bologna, pp 668–669
Conti F, Abbate G, Alessandrini A, Blasi C et al (2005) An annotated checklist of the Italian vascular flora. Palombi, Rome
Cottiglia F, Casu L, Bonsignore L, Casu M, Floris C, Leonti M, Gertsch J, Heilmann J (2005) New cytotoxic prenylated isoflavonoids from Bituminaria morisiana. Planta Med 71:254–260
Rosa A, Deiana M, Corona G, Atzeri A, Incani A, Appendino G, Dessì MA (2005) Antioxidant properties of extracts and compounds from Psoralea morisiana. Eur J Lipid Sci Technol 107:521–529
Jiménez-González L, Alvarez-Corral M, Muñoz-Dorado M, Rodríquez-García I (2008) Pterocarpans: interesting natural products with antifungal activity and other biological properties. Phytochem Rev 7:125–154
Mitscher LA, Okwute K, Sitaraghav R, Gollapudi SR, Drake S, Avona E (1988) Antimicrobial pterocarpans of Nigerian Erythrina mildbraeii. Phytochemistry 27:3449–3452
Masuda T, Takasugi M, Anetai M (1998) Psoralen and other linear furanocoumarins as phytoalexins in Glehnia littoralis. Phytochemistry 47:13–16
Wulff WD, McCallum JS, Kunng FA (1988) Two regiocomplementary approaches to angular furanocoumarins with chromium carbene complexes: synthesis of sphondin, thiosphondin, heratomin, and angelicin. J Am Chem Soc 110:7419–7434
Agrawal PK (1989) Carbon-13 NMR of flavonoids. Amsterdam, Elsevier, pp 14–29
Dewick PM (1994) In: Harborne JB (ed) The flavonoids: advances in research since 1986. Chapman and Hall, London, p 167
Gertsch J, Sticher O, Schmid T, Heilmann J (2003) Influence of helenanolide-type sesquiterpene lactones on gene transcription profiles in Jurkat T cells and human peripheral blood cells: anti-inflammatory and cytotoxic effects. Biochem Pharmacol 66:2141–2153
Acknowledgments
The authors thank Prof. Bruno De Martis of Dipartimento di Scienze Botaniche, University of Cagliari, for identification of plant material. We would also like to thank Dr. Pierluigi Caboni for high-resolution mass spectrum measurement. This work was supported by grants from Fondazione Banco di Sardegna.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Leonti, M., Casu, L., Gertsch, J. et al. A pterocarpan from the seeds of Bituminaria morisiana . J Nat Med 64, 354–357 (2010). https://doi.org/10.1007/s11418-010-0408-7
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11418-010-0408-7