Fungerin, a fungal alkaloid, arrests the cell cycle in M phase by inhibition of microtubule polymerization

Journal of Antibiotics

Volumn 57, Issue 7, 2004, Pages 415-420

  Koizumi, Yukio ^a   Arai, Masayoshi ^a   Tomoda, Hiroshi ^a   Omura, Satoshi ^a  

^a KITASATO INSTITUTE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; ANTIMITOTIC AGENT; FUNGERIN; MICROTUBULE PROTEIN; PROTEIN KINASE; PROTEIN TYROSINE PHOSPHATASE; UNCLASSIFIED DRUG;

ANIMAL CELL; APOPTOSIS; ARTICLE; CELL CYCLE; CELL CYCLE G2 PHASE; CONTROLLED STUDY; DRUG STRUCTURE; ENZYME PHOSPHORYLATION; HUMAN; HUMAN CELL; IMMUNOBLOTTING; IN VITRO STUDY; LEUKEMIA CELL LINE; METARHIZIUM; MICROTUBULE ASSEMBLY; MITOSIS INHIBITION; MOUSE; NONHUMAN; PRIORITY JOURNAL; PROTEIN DEPHOSPHORYLATION; PROTEIN POLYMERIZATION;

EID: 4444320828     PISSN: 00218820     EISSN: None     Source Type: Journal    
DOI: 10.7164/antibiotics.57.415     Document Type: Article

References (29)

1. Iwasaki, S.: Antimitotic agents: chemistry and recognition of tubulin molecule. Med. Res. Rev. 13: 183-198, 1993
2. Correia, J. J.: Effects of antimitotic agents on tubulin-nucleotide interactions. Pharmacol. Ther. 52: 127-147, 1991
3. Kato, Y.; H. Koshino, J. Uzawa & K. Anzai: Fungerin, a new antifungal alkaloid from Fusarium sp. Biosci. Biotech. Biochem. 60: 2081-2083, 1996
4. Visconti, A. & M. Solfrizzo: Isolation, characterization, and biological activity of visoltricin, a novel metabolite of Fusarium tricinctum. J. Agric. Food. Chem. 42: 195-199, 1994
5. Visconti, A. & M. Solfrizzo: Visoltricin, a novel biologically active compound produced by Fusarium tricinctum. Food Addit. Contam. 12: 515-519, 1995
6. Rieder, J. M. & J. Lepschy: Synthesis of visoltricin and fungerin: imidazole derivatives of Fusarium sp. Tetrahedron Lett. 43: 2375-2376, 2002
7. 2/M transition. Biochim. Biophys. Acta 1519: 1-12, 2001
8. cdc2/cyclin B complex in vitro by human CDC25 protein. Nature 351: 242-245, 1991
9. Dunphy, W. G. & A. Kumagai: The cdc25 protein contains an intrinsic phosphatase activity. Cell 67: 189-196, 1991
10. cdc2. Cell 67: 197-211, 1991
11. cdc2 kinase in fission yeast. EMBO J. 10: 4301-4309, 1991
12. cdc2. Mol. Biol. Cell 3: 73-84, 1992
13. Ducommun, B.; G. Draetta, P. Young & D. Beach: Fission yeast cdc25C is a cell-cycle regulated protein. Biochem. Biophys. Res. Commun. 167: 301-309, 1990
14. Kuang, J.; C. L. Ashorn, M. Gonzales-Kuyvenhoven & J. E. Penkala: cdc25 is one of the MPM-2 antigens involved in the activation of maturation-promoting factor. Mol. Biol. Cell 5: 135-145, 1994
15. Hartley, R. S.; R. E. Rempel & J. L. Maller: In vivo regulation of the early embryonic cell cycle in Xenopus. Dev. Biol. 173: 408-419, 1996
16. Kumagai, A. & W. G. Dunphy: Regulation of the cdc25 protein during the cell cycle in Xenopus extracts. Cell 70: 139-151, 1992
17. Izumi, T.; D. H. Walker & J. L. Maller: Periodic changes in phosphorylation of the Xenopus cdc25 phosphatase regulate its activity. Mol. Biol. Cell 3: 927-939, 1992
18. Hoffmann, I.; P. R. Clarke, M. J. Marcote, E. Karsenti & G. Draetta: Phosphorylation and activation of human cdc25-C by cdc2-cyclin B and its involvement in the self-amplification of MPF at mitosis. EMBO J. 12: 53-63, 1993
19. Izumi, T. & J. L. Maller: Elimination of cdc2 phosphorylation sites in the cdc25 phosphatase blocks initiation of M-phase. Mol. Biol. Cell 4: 1337-1350, 1993
20. cdc2 on sites phosphorylated at mitosis. J. Biol. Chem. 269: 5989-6000, 1994
21. Gabrielli, B. G.; J. M. Clark, A. K. McCormack & K. A. Ellem: Hyperphosphorylation of the N-terminal domain of Cdc25 regulates activity toward cyclin B1/Cdc2 but not cyclin A/Cdk2. J. Biol. Chem. 272: 28607-28614, 1997
22. Kanoh, K.; S. Kohno, T. Asari, T. Harada, J. Katada, M. Muramatsu, H. Kawashima, H. Sekiya & I. Uno: (-)-Phenylahistin: A new mammalian cell cycle inhibitor produced by Aspergillus ustus. Bioorg. Med. Chem. Lett. 7: 2847-2852, 1997
23. Kanoh, K.; S. Kohno, J. Katada, J. Takahashi & I. Uno: (-)-Phenylahistin arrests cells in mitosis by inhibiting tubulin polymerization. J. Antibiotics 52: 134-141, 1999
24. Cui, C.-B.; H. Kakeya, G. Okada, R. Onose, M. Ubukata, I. Takahashi, K. Isono & H. Osada: Tryprostatins A and B, novel mammalian cell cycle inhibitors produced by Aspergillus fumigatus. J. Antibiotics 48: 1382-1384, 1995
25. Usui, T.; M. Kondoh, C.-B. Cui, T. Mayumi & H. Osada: Tryprostatin A, a specific and novel inhibitor of microtubule assembly. Biochem. J. 333: 543-548, 1998
26. Nagel, D. W.; K. G. R. Pachler, P. S. Steyn, P. L. Wessels, G. Gafner & G. J. Kruger: X-Ray structure of oxaline: a novel alkaloid from Penicillium oxalicum. J. Chem. Soc. Chem. Comm. 1021-1022, 1974
27. Koizumi, Y.; M. Arai, H. Tomoda & S. Omura: Oxaline, a fungal alkaloid, arrests the cell cycle in M phase by inhibition of tubulin polymerization. Biochim. Biophys. Acta Mol. Cell Res. In press
28. Kanoh, K.; S. Kohno, J. Katada, J. Takahashi, I. Uno & Y. Hayashi: Synthesis and biological activities of phenylahistin derivatives. Bioorg. Med. Chem. 7: 1451-1457, 1999
29. Sanz-Cervera, J. F.; E. M. Stocking, T. Usui, H. Osada & R. M. Williams: Synthesis and evaluation of microtubule assembly inhibition and cytotoxicity of prenylated derivatives of cyclo-L-Trp-L-Pro. Bioorg. Med. Chem. 8: 2407-2415, 2000