Bastadin 20 and bastadin O-sulfate esters from Ianthella basta: Novel modulators of the Ry1R FKBP12 receptor complex

Journal of Natural Products

Volumn 59, Issue 12, 1996, Pages 1121-1127

  Franklin, Melanie A ^a   Penn, Sharron G ^a   Lebrilla, Carlito B ^a   Lam, Tien H ^a   Pessah, Isaac N ^a   Molinski, Tadeusz F ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

10 O SULFATOBASTADIN 3; 15,34 O DISULFATOBASTADIN 7; BASTADIN 20; CALCIUM CHANNEL STIMULATING AGENT; FK 506 BINDING PROTEIN; RYANODINE; RYANODINE RECEPTOR; UNCLASSIFIED DRUG;

ARTICLE; COMPLEX FORMATION; CONTROLLED STUDY; DRUG ISOLATION; DRUG RECEPTOR BINDING; DRUG STRUCTURE; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; SPONGE (PORIFERA);

ANIMALS; CALCIUM CHANNEL AGONISTS; CALCIUM CHANNELS; CELL LINE; MAGNETIC RESONANCE SPECTROSCOPY; MUSCLE PROTEINS; PEPTIDES, CYCLIC; PHENYL ETHERS; PORIFERA; RYANODINE RECEPTOR CALCIUM RELEASE CHANNEL; SPECTROMETRY, MASS, MATRIX-ASSISTED LASER DESORPTION-IONIZATION;

EID: 0030462801     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np960507g     Document Type: Article

References (24)

1. Kazlauskus, R.; Lidgard, R. O.; Murphy, P. T.; Wells, R. J.; Blount, J. F. Aust. J. Chem. 1981, 34, 765-786.
2. Carney, J. R.; Scheuer, P. J.; Kelly-Borges, M. J. Nat. Prod. 1993, 56, 153-157.
3. Pordesimo, E. O.; Schmitz, F. J. J. Org. Chem. 1990, 55, 4704-4709.
4. Miao, S.; Andersen, R. J. J. Nat. Prod. 1990, 53, 1441-1446.
5. Dexter, A. F.; Garson, M. J.; Hemling, M. E. J. Nat. Prod. 1993, 56, 782-786.
6. Gulavita, N. K.; Wright, A. E.; McCarthy, P. J.; Pomponi, S. A.; Kelly-Borges, M.; Chin, M.; Sills, M. A. J. Nat. Prod. 1993, 56, 1613-1617.
7. Jaspars, M.; Rali, T.; Laney, M.; Schatzman, R. C.; Diaz, M. C.; Schmitz, F. J.; Pordesimo, E. O.; Crews, P. Tetrahedron 1994, 50, 7367-7374.
8. Mack, M.; Molinski, T. F.; Buck, E. D.; Pessah, I. N. J. Biol. Chem. 1994, 269, 23 236-23 349.
9. Schreiber, S. L. Science 1991, 251, 283-287.
10. Schreiber, S. L.; Crabtree, G. R. Immunol. Today 1992, 13, 136-142.
11. Clardy, J. Proc. Nat. Acad. Sci. U.S.A. 1995, 92, 56-61.
12. Collins, J. H. Biochem. Biophys. Res. Commun. 1991, 178, 1288-1290.
13. Jayaraman, T.; Brillantes, A. M.; Timerman, A. P.; Fleischer, S.; Erdjument-Bromage, H.; Tempst, P.; Marks, A. R. J. Biol. Chem. 1992, 267, 9474-9477.
14. Ma, J.; Bhat, M. B.; Zhao, J. Biophysics J. 1995, 69, 2398-2404.
15. Chen, S. R.; Zhang, L.; MacLennan, D. H. Proc. Nat. Acad. Sci. U.S.A. 1994, 91, 11 953-11 957.
16. Cameron, A. M.; Steiner, J. P.; Roskams, A. J.; Ali, S. M.; Ronnett, G. V.; Snyder, S. H. Cell 1995, 83, 463-472.
17. Wu, J. Y.; Fannin, S. T.; Franklin, M. A.; Molinski, T. F.; Lebrilla, C. A. Anal. Chem. 1995, 67, 3788-3792.
18. We are grateful to Drs. Phil Crews and Marcel Jaspars, University of California, Santa Cruz, for an authentic sample of bastadin 18.
19. Nishiyama, S.; Suzuki, T.; Yamamura, S. Chem. Lett. 1982, 1851-1852.
20. Nishiyama, S.; Suzuki, T.; Yamamura, S. Tetrahedron Lett. 1982, 23, 3699-3702.
21. + salts on the expectation of the most common counterion obtained by extraction in contact with seawater.
22. Carney, J. R.; Rinehart, K. L. J. Nat. Prod. 1995, 58, 971-985.
23. Butler, M. S.; Lim, T. K.; Capon, R. J. Aust. J. Chem. 1991, 44, 287-296.
24. Searle, P. A.; Molinski, T. F. J. Am. Chem. Soc. 1995, 117, 8126-8131.