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Chemical Compound Review

Bistramide A     3-hydroxy-N-[3-[8-[(E)-6- hydroxy-3,5...

Synonyms: Bistratene A, AC1O0PTF, LS-44749, 115566-02-4
 
 
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Disease relevance of Bistratene A

 

High impact information on Bistratene A

 

Biological context of Bistratene A

 

Anatomical context of Bistratene A

 

Associations of Bistratene A with other chemical compounds

 

Gene context of Bistratene A

  • Synthesis and [4 + 2]-annulation of enantioenriched (z)-crotylsilanes: preparation of the C1-C13 fragment of bistramide A [16].
  • Accumulation of HL-60 leukemia cells in G2/M and inhibition of cytokinesis caused by two marine compounds, bistratene A and cycloxazoline [17].
  • Immunostaining of binucleate cells (bistratene A for 24 h) revealed increased alpha-tubulin localization where the cleavage furrow might be expected to form, i.e., along the equatorial plane [11].
  • Bistratene A, a toxin isolated from the colonial ascidian Lissoclinum bistratum causes a decrease in mitotic index and retardation of lymphocyte proliferation kinetics when it is added at 48 h to 72-h human lymphocyte cultures [18].
  • Bistramide A has been reported to selectively activate protein kinase C (PKC) delta, leading to the view that PKCdelta is the principal mediator of antiproliferative activity of this natural product [19].
 

Analytical, diagnostic and therapeutic context of Bistratene A

References

  1. Stimulation of melanogenesis in a human melanoma cell line by bistratene A. Watters, D., Garrone, B., Coomer, J., Johnson, W.E., Brown, G., Parsons, P. Biochem. Pharmacol. (1998) [Pubmed]
  2. Effects of bistramide A on a non-small-cell bronchial carcinoma line. Roussakis, C., Robillard, N., Riou, D., Biard, J.F., Pradal, G., Piloquet, P., Debitus, C., Verbist, J.F. Cancer Chemother. Pharmacol. (1991) [Pubmed]
  3. Bistramide A, a new toxin from the urochordata Lissoclinum bistratum Sluiter: isolation and preliminary characterization. Gouiffes, D., Juge, M., Grimaud, N., Welin, L., Sauviat, M.P., Barbin, Y., Laurent, D., Roussakis, C., Henichart, J.P., Verbist, J.F. Toxicon (1988) [Pubmed]
  4. Bistramide A-induced irreversible arrest of cell proliferation in a non-small-cell bronchopulmonary carcinoma is similar to induction of terminal maturation. Riou, D., Roussakis, C., Robillard, N., Biard, J.F., Verbist, J.F. Biol. Cell (1993) [Pubmed]
  5. Distinct protein kinase C isozymes signal mitogenesis and apoptosis in human colon cancer cells. Weller, S.G., Klein, I.K., Penington, R.C., Karnes, W.E. Gastroenterology (1999) [Pubmed]
  6. B cell receptor-induced cAMP-response element-binding protein activation in B lymphocytes requires novel protein kinase Cdelta. Blois, J.T., Mataraza, J.M., Mecklenbraüker, I., Tarakhovsky, A., Chiles, T.C. J. Biol. Chem. (2004) [Pubmed]
  7. Bistratene A causes phosphorylation of talin and redistribution of actin microfilaments in fibroblasts: possible role for PKC-delta. Watters, D., Garrone, B., Gobert, G., Williams, S., Gardiner, R., Lavin, M. Exp. Cell Res. (1996) [Pubmed]
  8. Inhibition of apoptosis in human tumour cells by okadaic acid. Song, Q., Baxter, G.D., Kovacs, E.M., Findik, D., Lavin, M.F. J. Cell. Physiol. (1992) [Pubmed]
  9. Cytostatic and cytotoxic properties of the marine product bistratene A and analysis of the role of protein kinase C in its mode of action. Stanwell, C., Gescher, A., Watters, D. Biochem. Pharmacol. (1993) [Pubmed]
  10. The bistratenes: new cytotoxic marine macrolides which induce some properties indicative of differentiation in HL-60 cells. Watters, D., Marshall, K., Hamilton, S., Michael, J., McArthur, M., Seymour, G., Hawkins, C., Gardiner, R., Lavin, M. Biochem. Pharmacol. (1990) [Pubmed]
  11. Bistratene A induces a microtubule-dependent block in cytokinesis and altered stathmin expression in HL60 cells. Johnson, W.E., Watters, D.J., Suniara, R.K., Brown, G., Bunce, C.M. Biochem. Biophys. Res. Commun. (1999) [Pubmed]
  12. The polyether Bistramide A affects the calcium sensitivity of the contractile proteins in frog atrial heart muscle. Sauviat, M.P., Chesnais, J.M., Choukri, N., Diacono, J., Biard, J.F., Verbist, J.F. Cell Calcium (1993) [Pubmed]
  13. Stimulation of protein kinase C-dependent and -independent signaling pathways by bistratene A in intestinal epithelial cells. Frey, M.R., Leontieva, O., Watters, D.J., Black, J.D. Biochem. Pharmacol. (2001) [Pubmed]
  14. Synthesis of derivatives of potent antitumor bistramides D and A leading to the first crystal structure of natural bistramide D. Bauder, C., Biard, J.F., Solladié, G. Org. Biomol. Chem. (2006) [Pubmed]
  15. Blockade of sodium channels by Bistramide A in voltage-clamped frog skeletal muscle fibres. Sauviat, M.P., Gouiffes-Barbin, D., Ecault, E., Verbist, J.F. Biochim. Biophys. Acta (1992) [Pubmed]
  16. Synthesis and [4 + 2]-annulation of enantioenriched (z)-crotylsilanes: preparation of the C1-C13 fragment of bistramide A. Lowe, J.T., Panek, J.S. Org. Lett. (2005) [Pubmed]
  17. Accumulation of HL-60 leukemia cells in G2/M and inhibition of cytokinesis caused by two marine compounds, bistratene A and cycloxazoline. Watters, D.J., Beamish, H.J., Marshall, K.A., Gardiner, R.A., Seymour, G.J., Lavin, M.F. Cancer Chemother. Pharmacol. (1994) [Pubmed]
  18. Genotoxic effects of bistratene A on human lymphocytes. Rojas, E., Valverde, M., Vega, L., Salvador, A., Ramirez, P., Herrera, L.A., Watters, D., Lavin, M.F., Ostrosky-Wegman, P. Mutat. Res. (1996) [Pubmed]
  19. Actin is the primary cellular receptor of bistramide A. Statsuk, A.V., Bai, R., Baryza, J.L., Verma, V.A., Hamel, E., Wender, P.A., Kozmin, S.A. Nat. Chem. Biol. (2005) [Pubmed]
 
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