Bicyclic analogues of inositol 1,4,5-trisphosphate based upon adenophostin A

Tetrahedron Letters

Volumn 40, Issue 11, 1999, Pages 2213-2216

  Riley, Andrew M ^a   Potter, Barry V L ^a  

^a University of Bath   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

3 CHLORO 2 CHLOROMETHYL 1 PROPENE; ADENOPHOSTIN A; INOSITOL 1,4,5 TRISPHOSPHATE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CALCIUM TRANSPORT; CHANNEL GATING; INTRACELLULAR TRANSPORT; PHOSPHATE METABOLISM; PROTEIN LOCALIZATION; REACTION ANALYSIS; SYNTHESIS;

EID: 0033548437     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00174-4     Document Type: Article

References (20)

1. Berridge, M.J. Nature (London) 1993, 361, 315-325.
2. Reviewed in; Potter, B.V.L. and Lampe, D. Angew. Chem. Int. Ed. Engl. 1995, 34, 1933-1972.
3. Marchant, J.S. and Parker, I. Biochem. J. 1998, 334, 505-509.
4. Takahashi, M.; Tanzawa, K. and Takahashi, S. J. Biol. Chem. 1994, 269, 369-372.
5. Wilcox, R.A.; Erneux, C.; Primrose, W.U.; Gigg, R.; and Nahorski, S.R. Mol. Pharmacol. 1995, 47, 1204-1211.
6. Murphy, C.T.; Riley, A.M.; Lindley, C.J.; Jenkins, D.J.; Westwick, J. and Potter, B.V.L. Mol. Pharmacol. 1997, 52, 741-748.
7. Jenkins, D.J. and Potter, B.V.L. Carbohydr. Res. 1996, 287, 169-182.
8. Moitessier, N.; Chrétien, F.; Chapleur, Y. and Humeau, C. Tetrahedron Lett. 1995, 36, 8023-8026.
9. Jenkins, D.J.; Marwood, R.D. and Potter, B.V.L. Chem. Commun. 1997, 449-450.
10. Tatani, K.; Shuto, S.; Ueno, Y. and Matsuda, A. Tetrahedron Lett. 1998, 39, 5065-5068;
11. Marwood, R.D.; Riley, A.M.; Correa, V.; Taylor, C.W. and Potter, B.V.L. Bioorg. Med. Chem. Lett. 1999, in press.
12. Marchant, J.S.; Beecroft, M.D.; Riley, A.M.; Jenkins, D.J.; Marwood, R.D.; Taylor, C.W. and Potter, B.V.L. Biochemistry 1997, 36, 12780-12790.
13. Gigg, J.; Gigg, R.; Payne, S. and Conant, R. Carbohydr. Res. 1985, 142, 132-134.
14. Montchamp, J.-L.; Tian, F.; Hart, M.E.; and Frost, J.W. J. Org. Chem. 1996, 61, 3897-3899.
15. Hense, A.; Ley, S.V.; Osborn, H.M.I.; Owen, D.R.; Poisson, J.-F.; Warriner, S.L. and Wesson, K.E. J. Chem. Soc. Perkin Trans. 1, 1997, 2023-2031.
16. (±)-12: mp 141-143 °C (EtOH). All new compounds exhibited satisfactory spectroscopic and analytical data.
17. Mills, S.J. and Potter, B.V.L. J. Chem. Soc., Perkin Trans. 1 1997, 1279-1286.
18. 3).
19. Shing, T.K.M.; Tai, V.W.-F. and Tam, E.K.W. Angew. Chem. Int. Ed. Engt. 1994, 33, 2312-2313.
20. 3). We thank Dr M.F. Mahon for the X-ray crystal structure of 18; full details will be reported elsewhere.