Terphenylquinone inhibitors of the Src protein tyrosine kinase from Stilbella sp.

Journal of Natural Products

Volumn 68, Issue 3, 2005, Pages 323-326

  Puder, Carsten ^a   Wagner, Klaus ^a   Vettermann, Regine ^b   Hauptmann, Rudolf ^c   Potterat, Olivier ^a  

^a BOEHRINGER INGELHEIM PHARMA GMBH AND CO KG   (Germany)

^b CyBio Screening GmbH   (Germany)

^c BOEHRINGER INGELHEIM RCV GMBH AND CO KG   (Austria)

Author keywords

[No Author keywords available]

Indexed keywords

1 (3,4 DIHYDROXYPHENYL) 2,3 DIMETHOXY 4 PHENYLPHENAZINE; 2,5 DIHYDROXY 3 (3,4 DIHYDROXYPHENYL) 6 PHENYL 1,4 BENZOQUINONE; 2,5 DIHYDROXY 3 (4 HYDROXYPHENYL) 6 PHENYL 1,4 BENZOQUINONE; 2,5 DIHYDROXY 3 PHENYL 6 (3,4,5 TRIHYDROXYPHENYL) 1,4 BENZOQUINONE; 2,5 DIHYDROXY 3,6 DIPHENYL 1,4 BENZOQUINONE; 2,7,8 TRIHYDROXY 3 PHENYL 1,4 DIBENZOFURANDIONE; NATURAL PRODUCT; PROTEIN TYROSINE KINASE; PROTEIN TYROSINE KINASE INHIBITOR; QUINONE DERIVATIVE; TERPHENYL DERIVATIVE; TERPHENYLQUINONE DERIVATIVE; UNCLASSIFIED DRUG; 2,5-DIHYDROXY-3-(3,4-DIHYDROXYPHENYL)-6-PHENYL-1,4-BENZOQUINONE; 2,5-DIHYDROXY-3-PHENYL-6-(3,4,5-TRIHYDROXYPHENYL)-1,4-BENZOQUINONE; 2,7,8-TRIHYDROXY-3-PHENYL-1,4-DIBENZOFURANDIONE; BENZOFURAN DERIVATIVE; BENZOQUINONE DERIVATIVE; ENZYME INHIBITOR;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONCENTRATION RESPONSE; CONTROLLED STUDY; DISSOCIATION ENHANCED LANTHANIDE FLUOROIMMUNOASSAY; DRUG ISOLATION; DRUG MECHANISM; DRUG STRUCTURE; ENZYME ACTIVITY; ENZYME ASSAY; ENZYME INHIBITION; ENZYME PURIFICATION; FLUOROIMMUNOASSAY; FUNGAL STRAIN; FUNGUS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; IC 50; INFRARED SPECTROSCOPY; MASS SPECTROMETRY; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHYSICAL CHEMISTRY; PROTEIN DOMAIN; PROTEIN EXPRESSION; PROTEIN PROTEIN INTERACTION; PROTON NUCLEAR MAGNETIC RESONANCE; SIGNAL TRANSDUCTION; STILBELLA; STRUCTURE ANALYSIS; TECHNIQUE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG ANTAGONISM; ISOLATION AND PURIFICATION; METABOLISM; NUCLEAR MAGNETIC RESONANCE;

FUNGI; STILBELLA;

BENZOFURANS; BENZOQUINONES; ENZYME INHIBITORS; FUNGI; HUMANS; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; SRC-FAMILY KINASES;

EID: 17444419396     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np040150d     Document Type: Article

References (23)

1. Wiener, J. R.; Nakano, K.; Kruzelock, R. P.; Bucana, C. D.; Bast, R. C.; Gallick, G. E. Clin. Cancer. Res. 1999, 5, 2164-2170.
2. Verbeek, B. S.; Vroom, T. M.; Adriaansen-Slot, S. S.; Ottenhoff-Kalff, A. E.; Geertzema, J. G.; Hennipman, A.; Rijksen, G. J. Pathol. 1996, 180, 383-388.
3. van Oijen, M. G.; Rijksen, G.; ten Broek, F. W.; Slootweg, P. J. J. Oral Pathol. Med. 1998, 27, 147-152.
4. Lutz, M. P.; Esser, I. B.; Flossmann-Kast, B. B.; Vogelmann, R.; Luhrs, H.; Friess, H.; Buchler, M. W.; Adler, G. Biochem. Biophys. Res. Commun. 1998, 243, 503-508.
5. Talamonti, M. S.; Roh, M. S.; Curley, S. A.; Gallick, G. E. J. Clin. Invest. 1993, 91, 53-60.
6. Paul, R.; Zhang, Z. G.; Eliceiri, B. P.; Jiang, Q.; Boccia, A. D.; Zhang, R. L.; Chopp, M.; Cheresh, D. A. Nat. Med. 2001, 7, 222-227.
7. Susva, M.; Missbach, M.; Green, J. Trends Pharmacol. Sci. 2000, 21, 489-495.
8. Cordell, G. A.; Shin, Y. G. Pure Appl. Chem. 1999, 71, 1089-1094.
9. Potterat, O.; Wagner, K.; Gemmecker, G.; Mack, J.; Puder, C.; Vettermann, R.; Streicher, R. J. Nat. Prod. 2004, 67, 1528-1531.
10. Niessen, W. M. A.; Lin, J.; Bondoux, G. C. J. Chromatogr. A 2002, 970, 131-140.
11. Lohrisch, H.-J.; Schmidt, H.; Steglich, W. Liebigs Ann. Chem. 1986, 195-204.
12. Jokela, R.; Lounasmaa, M. Planta Med. 1997, 63, 381-383.
13. Quack, W.; Scholl, H.; Budzikiewicz, H. Phytochemistry 1982, 21, 2921-2923.
14. Joseph-Nathan, P.; Gonzalez, M. P.; Johnson, L. F.; Shoolery, J. N. Org. Magn. Reson. 1971, 3, 23-29.
15. Pretsch, E.; Bühlmann, P.; Affolter, C. Structure Determination of Organic Compounds; Springer: Berlin, 2000; p 182.
16. Bennett, G. J.; Uri, N. J. Chem. Soc. 1982, 2753-2757.
17. Lin, H.; Liu, J.-K. Z. Naturforsch. C 2001, 56, 983-987.
18. Jägers, E.; Hillen-Maske, E.; Steglich, W. Z. Naturforsch. B 1987, 42, 1349-1353.
19. Gill, M. Nat. Prod. Rep. 2003, 20, 615-639.
20. Liu, J.-K.; Hu, L.; Dong, Z.-J.; Hu, Q. Chem. Biodiversity 2004, 1, 601-605.
21. 4 2.0 mL.
22. Galleno, M.; Stick, A. J. In Gene Expression Systems; Fernandez, J. M., Hoeffler, J. P., Eds.; Academic Press: San Diego, 1999; Chapter 12, pp 331-363.
23. Kagedal, L. In Protein Purification, High-resolution Methods and Application, 2nd ed.; Janson, J.-C., Rydén, L., Eds.; Wiley-VCH: New York, 1998; Chapter 8, pp 311-342.