New semisynthetic vinca alkaloids: Chemical, biochemical and cellular studies

British Journal of Cancer

Volumn 79, Issue 9-10, 1999, Pages 1356-1365

  Orosz, F ^a   Comin, B ^b   Rais B ^b   Puigjaner, J ^b   Kovacs J ^c   Tarkanyi G ^d   Acs T ^d   Keve, T ^d   Cascante, M ^b   Ovadi J ^a  

^a INSTITUTE OF EXPERIMENTAL MEDICINE   (Hungary)

^b UNIVERSITY OF BARCELONA   (Spain)

^c EÖTVÖS LORÁND UNIVERSITY   (Hungary)

^d GEDEON RICHTER LTD   (Hungary)

Author keywords

Bis indol; Calmodulin antagonism; Microtubule; Vinblastine; Vinca alkaloid; Vincristine

Indexed keywords

3' (BETA CHLOROETHYL) 2',4' DIOXO 3,5' SPIRO OXAZOLIDINO 4 DEACETOXYVINBLASTINE; ANTINEOPLASTIC AGENT; CALMODULIN; UNCLASSIFIED DRUG; VINBLASTINE DERIVATIVE; VINCA ALKALOID;

ANIMAL CELL; ARTICLE; CHEMICAL MODIFICATION; DRUG STRUCTURE; MICROTUBULE; MICROTUBULE ASSEMBLY; MOUSE; NONHUMAN; POLYMERIZATION; PRIORITY JOURNAL;

EID: 0033014368     PISSN: 00070920     EISSN: None     Source Type: Journal    
DOI: 10.1038/sj.bjc.6690218     Document Type: Article

References (31)

1. Alley MA, Scudiero DA, Monks A, Hursey, ML, Czerwinski MJ, Fine DL, Abbott BJ, Mayo JG, Shoemaker RH and Boyd MR (1988) Feasibility of drug screening with panels of human tumor cell lines using a microculture tetrazolium assay. Cancer Res 48: 589-601
2. 2+ ions on the interaction of vinzolidine/tubulin 6S. Arch Biochem Biophys 267: 236-244
3. Cros S, Wright M, Morimoto M, Lataste H, Couzinier JP and Krikorian A (1989) Experimental antitumor activity of navelbine. Semin Oncol 16 (suppl. 4): 15-20
4. De Brabander M, Nuydens R, Geuens G, Moeremans M, De Mey J and Hopkins C (1980) Nanovid ultramicroscopy: a new non-destructive approach providing new insights in subcellular motility. In Microtubules and Microtubule Inhibitors. De Brabander M and De Mey J (eds), pp. 187-196. Elsevier: Amsterdam
5. De Bruyn A, De Taeye L, Simonds R, Verzele M and De Pauw C (1982) Alkaloids from Catharanthus roseus. Isolation and identification of 17-desacetoxyvinblastine and 17-desacetoxyleurosine. Bull Soc Chim Belg 91: 75-85
6. Durrieu C, Bernier-Valentin F and Rousset B (1987) Binding of glyceraldehyde-3-phosphate dehydrogenase to microtubules. Mol Cell Biochem 74: 55-65
7. Dustin P (1984) Microtubules. Springer-Verlag: Berlin
8. Finlay GJ, Wilson WR and Baguley BC (1986) Comparison of in vitro activity of cytotoxic drugs towards human carcinoma and leukaemia cell lines. Eur J Cancer Clin Oncol 22: 655-662
9. 2+-induced hydrophobic site on calmodulin: application for purification of calmodulin by phenyl-sepharose affinity chromatography. Biochem Biophys Res Commun 104: 830-836
10. Hesterberg LK and Lee JC (1982) Self-association of rabbit muscle phosphofructokinase: effects of ligands. Biochemistry 21: 216-222
11. Laemmli UK (1970) Cleavage or structural proteins during assembly of the head of bacteriophage T4. Nature 227: 680-688
12. Lathan B, Clark GM and Von Hoff DD (1985) In vitro comparison of vinzolidine and vinblastine: a model for methods of evaluation of analogues in a human tumor cloning system. Cancer Res 45: 6286-6289
13. Lehotzky A, Telegdi M, Liliom K and Ovádi J (1993) Interaction of phosphofructokinase with tubulin and microtubule: quantitative evaluation of the mutual effects. J Biol Chem 268: 10888-10894
14. Lehotzky A, Pálfia Z, Kovács J, Molnár A and Ovádi J (1994) Ligand-modulated cross-bridging of microtubules by phosphofructokinase. Biochem Biophys Res Commun 204: 585-591
15. Liliom K, Lehotzky A, Molnár A and Ovádi J (1995) Characterization of tubulin-drug interactions by ELISA. Anal Biochem 228: 18-27
16. Lin CM, Singh SB, Chu PS, Dempcy RO, Schmidt JM, Pettit GR and Hamel E (1988) Interactions of tubulin with potent natural and synthetic analogs of the antimitotic agent combretastin: a structure-activity study. Mol Pharmacol 34: 200-208
17. Mayr GW (1987) Interaction of calmodulin with phosphofructokinase: binding studies and evaluation of enzymatic and physicochemical changes. Methods Enzymol 139: 745-763
18. Miller JC and Antowsk GE (1984) BE 861 417. Drugs Future 9: 913
19. Molnár A, Liliom K, Orosz F, Vértessy BG and Ovádi J (1995) Anti-calmodulin potency of indol alkaloids in in vitro systems. Eur J Pharmacol 291: 73-82
20. Na CN and Timasheff SN (1986) Interaction of vinblastine with calf brain tubulin: multiple equilibria. Biochemistry 25: 6214-6222
21. Orosz F, Christova TY and Ovádi J (1988) Functional in vitro test of calmodulin antagonism: effect of drugs on interaction between calmodulin and glycolytic enzymes. Mol Pharmacol 33: 678-682
22. Orosz F, Telegdi M, Liliom K, Solti M, Korbonits D and Ovádi J (1990) Dissimilar mechanisms of action of anti-calmodulin drugs: quantitative analysis. Mol Pharmacol 38: 910-916
23. Orosz F, Kovács J, Löw P, Vértessy BG, Urbányi Z, Ács T, Keve T and Ovádi J (1997a) Interaction of a new bis-indol derivative, KAR-2 with tubulin and its antimitotic activity. Br J Pharmacol 21: 947-954
24. Orosz F, Vértessy BG, Salemo C, Crifo C, Capuozzo E and Ovádi J (1997b) The interaction of a new anti-tumor drug, KAR-2 with calmodulin. Br J Pharmacol 21: 955-962
25. Ovádi J (1989) Effects of drugs on calmodulin-mediated enzymatic actions. A review. Prog Drug Res 33: 353-395
26. Schiff PB, Fant J and Horwitz SB (1979) Promotion of microtubule assembly in vitro by taxol. Nature 277: 665-667
27. Schneider F (1981) The aerobic glycolysis of tumor cells. Naturwissenschaften 68: 20-27
28. 2+/calmodulin. Biochem Biophys Res Commun 111: 652-658
29. Vértéssy BG, Kovács J and Ovádi J (1996) Specific characteristics of phosphofructokinase-microtubule interaction. FEBS Lett 379: 191-195
30. Vértessy BG, Kovács J, Löw P, Lehotzky A, Molnár A, Orosz F and Ovádi J (1997) Characterization of microtubule-phosphofructokinase complex: specific effects of MgATP and vinblastine. Biochemistry 36: 2051-2062
31. 2+-dependent regulatory proteins of 3′:5′-cyclic nucleotide phosphodiesterase and actomyosin ATPase. J Biol Chem 251: 4501-4513