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DOI: 10.1055/s-2007-990218
© Georg Thieme Verlag KG Stuttgart · New York
Biflavones of Decussocarpus rospigliosii as Phosphodiesterases Inhibitors
Publication History
Received: June 14, 2007
Revised: July 20, 2007
Accepted: July 23, 2007
Publication Date:
24 September 2007 (online)

Abstract
A phytochemical study of an ethyl acetate extract of Decussocarpus rospigliosii leaves led to the isolation of six 3′-8′′-biapigenin derivatives identified as amentoflavone (1), podocarpusflavone A (2), sequoiaflavone (3), podocarpusflavone B (4), 7,7′′-di-O-methylamentoflavone (5) and heveaflavone (6). Biflavones 1 - 4 showed strong inhibitory activity on several PDE isoforms. Biflavone (5) showed selective and potent inhibition of the PDE4 isoform (IC50 = 1.48 ± 0.21 μM) and was almost as active as the reference drug Rolipram (IC50 = 1.1 ± 0.2 μM).
References
- 1 Amaro-Luis J M, Carroz U D. Norditerpene dilactones from Decussocarpus rospigliosii . J Nat Prod. 1988; 51 1249-50.
- 2 Lobstein A, Yepes Y, Um B H, Weniger B, Lugnier C, Anton R. Bioactive compounds from Leycesteria formosa . Pharmazie. 2002; 57 431-2.
- 3 Saponara R, Bosisio E. Inhibition of cAMP-phosphosdiesterase by biflavones of Ginkgo biloba in rat adipose tissue. J Nat Prod. 1998; 61 1386-7.
- 4 Dell'Agli M, Galli G V, Bosisio E. Inhibition of cGMP-phosphodiesterase-5 by biflavones of Ginkgo biloba . Planta Med. 2006; 72 468-70.
- 5 Lin Y M, Chen F C, Lee K -H. Hinokiflavone, a cytotoxic principle from Rhus succedanea and the cytotoxicity of the related biflavonoids. Planta Med. 1989; 55 166-8.
- 6 Son J K, Son M J, Lee E, Moon T C, Son K H, Kim C H. et al . Ginkgetin, a biflavone from Ginkgo biloba leaves, inhibits cyclooxygenases-2 and 5-lipoxygenase in mouse bone marrow-derived mast cells. Biol Pharm Bull. 2005; 28 2181-4.
- 7 Bender A T, Beavo J A. Cyclic nucleotide phosphodiesterases: molecular regulation to clinical use. Pharmacol Rev. 2006; 58 488-520.
- 8 Lugnier C. Cyclic nucleotide phosphodiesterase (PDE) superfamily: A new target for the development of specific therapeutic agents. Pharmacol Ther. 2006; 109 366-98.
- 9 Markham K R, Sheppard C, Geiger H. 13C NMR studies of some naturally occurring amentoflavone and hinokiflavone biflavonoids. Phytochemistry. 1987; 26 3335-7.
- 10 Ilyas N, Ilyas M, Rahman W, Okigawa M, Kawano N. Biflavones from the leaves of Araucaria excelsa . Phytochemistry. 1978; 17 987-90.
- 11 Suarez A I, Diaz M B, Delle Monache F, Compagnone R S. Biflavonoids from Podocalyx loranthoides . Fitoterapia. 2003; 74 473-5.
- 12 Lin R C, Skaltsounis A -L, Seguin E, Tillequin F, Koch M. Phenolic constituents of Selaginella doederleinii . Planta Med. 1994; 60 168-70.
- 13 Beretz A, Joly M, Stoclet J C, Anton R. Inhibition of 3′,5′-AMP phosphodiesterase by biflavonoids and xanthones. Planta Med. 1979; 36 193-5.
- 14 Huang Z, Ducharme Y, Macdonald D, Robichaud A. The next generation of PDE4 inhibitors. Curr Opin Chem Biol. 2001; 5 432-8.
- 15 Briançon-Scheid F, Guth A, Anton R. High-performance liquid chromatography of biflavones from Ginkgo biloba L. J Chromatogr. 1982; 245 261-7.
- 16 Lugnier C, Bruch M, Stoclet J C, Strub M P, Marivet M, Wermuth C G. Substituted carbostyrils as inhibitors of cyclic AMP phosphodiesterase. Eur J Med Chem. 1985; 20 121-5.
- 17 Lugnier C, Schoeffter P, Le Bec A, Strouthou E, Stoclet J C. Selective inhibition of cyclic nucleotide phosphodiesterases of human, bovine and rat aorta. Biochem Pharmacol. 1986; 35 1743-51.
- 18 Pellicone C, Cook N J, Nullans G, Virmaux N. Light-induced conformational change in rhodopsin detected by modification of G-protein binding, GTP gamma S binding and cGMP phosphodiesterase activation. FEBS Lett. 1985; 181 184-8.
- 19 Keravis T, Thaseldar-Roumié , Lugnier C. Assessment of phosphodiesterase isozyme contribution in cell and tissue extracts. Methods Mol Biol. 2005; 307 63-74.
Dr. Annelise Lobstein
LC1/UMR-CNRS 7175
Pharmacognosie et Molécules Naturelles Bioactives
Faculté de Pharmacie
Université Louis Pasteur - Strasbourg I
74 route du Rhin
BP60024
67401 Illkirch Cedex
France
Phone: +33-3-9024-42 39
Fax: +33-3-9024-4311
Email: annelise.lobstein@pharma.u-strasbg.fr