Phenanthrenes and a dihydrophenanthrene from Tamus communis and their cytotoxic activity

Phytochemistry

Volumn 68, Issue 5, 2007, Pages 687-691

  Kovács, Adriána ^a   Forgo, Peter ^a   Zupkó, István ^a   Réthy, Borbála ^a   Falkay, György ^a   Szabó, Pál ^b   Hohmann, Judit ^a  

^a UNIVERSITY OF SZEGED   (Hungary)

^b CHEMICAL RESEARCH CENTER   (Hungary)

Author keywords

Cytotoxicity; Dihydrophenanthrene; Dioscoreaceae; Phenanthrenes; Structure elucidation; Tamus communis

Indexed keywords

PHENANTHRENE DERIVATIVE; PLANT EXTRACT;

ARTICLE; CELL SURVIVAL; CHEMICAL STRUCTURE; CHEMISTRY; COMBRETUM; CONFORMATION; DRUG EFFECT; HELA CELL; HUMAN; ISOLATION AND PURIFICATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; RHIZOME; TAMUS;

CELL SURVIVAL; COMBRETUM; HELA CELLS; HUMANS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR CONFORMATION; PHENANTHRENES; PLANT EXTRACTS; RHIZOME; TAMUS;

DIOSCOREA; DIOSCOREA COMMUNIS; DIOSCOREACEAE;

EID: 33847028034     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2006.10.028     Document Type: Article

References (22)

1. Aquino R., Behar I., de Simone F., Pizza C., and Senatoe F. Phenanthrene derivatives from Tamus communis. Biochem. Syst. Ecol. 13 (1985) 251-252
2. Aquino R., Behar I., de Simone F., and Pizza C. Natural dihydrophenantrene derivatives from Tamus communis. J. Nat. Prod. 48 (1985) 811-813
3. Aquino R., Conti C., de Simone F., Orsi N., Pizza C., and Stein M.L. Antiviral activity of constituents of Tamus communis. J. Chemother. 3 (1991) 305-309
4. Capasso F., de Simone F., and Senatore F. Sterol constituents of Tamus communis L. J. Ethnopharmacol. 8 (1983) 327-329
5. Duke J.A. Handbook of Medicinal Herbs (2002), CRC Press, London
6. Estrada S., Rojas A., Mathison Y., Israel A., and Mata R. Nitric oxide/cGMP mediates the spasmolytic action of 3,4′-dihydroxy-5,5′-dimethoxybibenzyl from Scaphyglottis livida. Planta Med. 65 (1999) 109-114
7. Hartwell J.L. Plants used against cancer. A survey. J. Nat. Prod. 32 (1969) 79-107
8. Lee Y.H., Park J.D., Baek N.I., Kim S.I., and Ahn B.Z. In vitro and in vivo antitumoral phenanthrenes from the aerial parts of Dendrobium nobile. Planta Med. 61 (1995) 178-180
9. Letcher R.M., and Nhamo L.R.M. A revised structure for the tetra-substituted phenanthrene from Tamus communis. Tetrahedron Lett. 14 (1972) 4869-4870
10. Letcher R.M., and Nhamo L.R.M. Chemical constituents of the Combretaceae. Part III. Substituted phenanthrenes, 9,10-dihydrophenanthrenes and bibenzyls from the heartwood of Combretum psidioides. J. Chem. Soc. Perkin Trans. I (1972) 2941-2946
11. Letcher R.M., and Wong K.M. Structure and synthesis of phenanthrenes TaI and TaV from Tamus communis. J. Chem. Soc. Perkin Trans. I (1978) 739-742
12. Letcher M., and Wong K.M. Structure and synthesis of the phenanthrenes TaIV and TaVIII from Tamus communis. J. Chem. Soc. Perkin Trans. I (1979) 2449-2450
13. Long L., Lee S.K., Chai H.B., Rasoanaivo P., Gao Q., Navarro H., Wall M.E., Wani M.C., Farnsworth N.R., Cordell G.A., Pezzuto J.M., and Kinghorn A.D. Novel bioactive phenanthrene derivatives from Domohinea perrieri. Tetrahedron 53 (1997) 15663-15670
14. Mosmann T. Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J. Immunol. Methods 65 (1983) 55-63
15. Pettit G.R., Singh S.B., Niven M.L., and Schmidt J.M. Cell growth inhibitory dihydrophenanthrene and phenanthrene constituents of the african tree Combretum caffrum. Can. J. Chem. 66 (1988) 406-413
16. Reisch J., Báthory M., Szendrei K., Minker E., and Novák I. Stickstoff-freie Phenanthren-Derivate aus dem Rhizom von Tamus communis. Tetrahedron Lett. 10 (1969) 67-68
17. Reisch J., Báthory M., Novák I., Szendrei K., and Minker E. Stickstoff-freie Phenanthren-Derivate als Pflanzeninhaltsstoffe. Herba Hung. 11 (1972) 61-71
18. Reisch J., Báthory M., Szendrei K., Novák I., and Minker E. Weitere Phenanthrene aus dem Rhizom von Tamus communis. Phytochemistry 12 (1973) 228-229
19. Schmidt R.J., and Moult S.P. The dermatitic properties of black bryony (Tamus communis L.). Contact Dermatitis 9 (1983) 390-396
20. Shagufta D., Srivastava A.K., Sharma R., Mishra R., Balapure A.K., Murthy P.S., and Panda G. Substituted phenanthrenes with basic amino side chains: a new series of anti-breast cancer agents. Bioorg. Med. Chem. 14 (2006) 1497-1505
21. Srivastava V., Negi A.S., Kumar J.K., Gupta M.M., and Khanuja S.P. Plant-based anticancer molecules: a chemical and biological profile of some important leads. Bioorg. Med. Chem. 13 (2005) 5892-5908
22. Webb D.A., and Heywood V.H. Dioscoreaceae. In: Tutin T.G., Heywood V.H., Burges N.A., Moore D.M., Valentine D.H., Walters S.M., and Webb D.A. (Eds). Flora Europaea vol. 5 (1972), Cambridge University Press, Cambridge 84-85