The structure of zetekitoxin AB, a saxitoxin analog from the Panamanian golden frog Atelopus zeteki: A potent sodium-channel blocker

Proceedings of the National Academy of Sciences of the United States of America

Volumn 101, Issue 13, 2004, Pages 4346-4351

  Yotsu Yamashita, Mari ^a   Kim, Yong H ^b   Dudley Jr , Samuel C ^c,d   Choudhary, Gaurav ^c,d   Pfahnl, Arnold ^c,d   Oshima, Yasukatsu ^a   Daly, John W ^e  

^a TOHOKU UNIVERSITY   (Japan)

^b Korea Advanced Institute of Science and Technology (KAIST)   (South Korea)

^c EMORY UNIVERSITY SCHOOL OF MEDICINE   (United States)

^d ATLANTA VA MEDICAL CENTER   (United States)

^e NATIONAL INSTITUTE OF DIABETES AND DIGESTIVE AND KIDNEY DISEASES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ADENOSINE TRIPHOSPHATASE (POTASSIUM SODIUM); ALKALOID; BUFADIENOLIDE DERIVATIVE; CARBAMIC ACID ESTER; GUANIDINE DERIVATIVE; SAXITOXIN; SODIUM CHANNEL; SODIUM CHANNEL BLOCKING AGENT; UNCLASSIFIED DRUG; ZETEKITOXIN AB;

ARTICLE; ATELOPUS ZETEKI; CHEMICAL STRUCTURE; ENZYME INHIBITION; FROG; IC 50; MASS SPECTROMETRY; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OOCYTE; PANAMA; PRIORITY JOURNAL; SKELETAL MUSCLE; STEREOCHEMISTRY; TOXIN ANALYSIS; XENOPUS;

ANIMALS; BUFONIDAE; FEMALE; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR CONFORMATION; MOLECULAR WEIGHT; OOCYTES; SAXITOXIN; SKIN PHYSIOLOGY; SODIUM CHANNEL BLOCKERS; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; XENOPUS LAEVIS;

ANURA; ATELOPUS; ATELOPUS ZETEKI; VERTEBRATA;

EID: 1842481343     PISSN: 00278424     EISSN: None     Source Type: Journal    
DOI: 10.1073/pnas.0400368101     Document Type: Article

References (37)

1. Fuhrman, F. A., Fuhrman, G. J. & Mosher, H. S. (1969) Science 165, 1376-1377.
2. Shindelman, J., Mosher, H. S. & Fuhrman, F. A. (1969) Toxicon 7, 315-319.
3. Kim, Y. H., Brown, G. B., Mosher, H. S. & Fuhrman, F. A. (1975) Science 189, 151-152.
4. Yotsu, M., Yasumoto, T., Kim, Y. H., Naoki, H. & Kao, C. Y. (1990) Tetrahedron Lett. 31, 3187-3190.
5. Brown, G. B., Kim, Y. H., Küntzel, H., Mosher, H. S., Fuhrman, G. J. & Fuhrman, F. A. (1977) Toxicon 15, 115-128.
6. Daly, J. W., Gusovsky, F., Myers, C. W., Yotsu-Yamashita, M. & Yasumoto, T. (1994) Toxicon 32, 279-285.
7. Mebs, D., Yotsu-Yamashita, M., Yasumoto, T., Lötters, S. & Schlüter, A. (1995) Toxicon 33, 246-249.
8. Yotsu-Yamashita, M. & Mebs, D. (2001) Toxicon 39, 1261-1263.
9. Tanu, M. B., Mahmud, Y., Tsuruda, K., Arakawa, O. & Noguchi, T. (2001) Toxicon 39, 937-941.
10. Pires, O. R., Jr., Sebben, A., Schwartz, E. F., Largura, S. W. R., Bloch, C., Jr., Morales, R. A. V. & Schwartz, C. A. (2002) Toxicon 40, 761-766.
11. Flier, J., Edwards, M. W., Daly, J. W. & Myers, C. W. (1980) Science 208, 503-505.
12. Harada, T., Oshima, Y., Kamaiya, H. & Yasumoto, T. (1982) Nippon Suisan Gakkaishi, 48, 821-825.
13. Burkert, U. & Allinger, N. L. (1982) Moleuclar Mechanics, ACS Monograph 177 (American Chemical Society, Washington, DC).
14. Clark, M., Cramer, R. D., III, & Van Opdenbosch, N. (1989). J. Comput. Chem. 10, 982-1012.
15. Davies, G., Russell, A. T., Sanderson, A. J. & Simpson, S. J. (1999) Tetrahedron Lett. 40, 4391-4394.
16. Choudhary, G., Shang, L., Li, X. F. & Dudley, S. C. (2002) Biophys. J. 83, 912-919.
17. Penzotti, J. L., Lipkind, G., Fozzard, H. A. & Dudley, S. C., Jr. (2001) Biophys. J. 80, 698-706.
18. Schantz, E. J., Ghazarossian, V. E., Schnoes, H. K., Strong, F. M., Springer, J. P., Pezzanite, J. O. & Clardy, J. (1975). J. Am. Chem. Soc. 97, 1238-1239.
19. Shimizu, Y., Hsu, C. F., Fallon, W. E., Oshima, Y., Miura, I. & Nakanishi, K. (1978) J. Am. Chem. Soc. 100, 6791-6793.
20. Onodera, H., Satake, M., Oshima, Y., Yasumoto, T. & Camichiael, W. W. (1997) Nat. Toxins 5, 146-151.
21. Atkinson, J., Mornad, P. & Arnason, J. T. (1991) J. Org. Chem. 56, 1788-1800.
22. Satake, M., Murata, M., Nagai, H., Yasumoto, T., Fujita, T. & Naoki, H. (1991) J. Am. Chem. Soc. 113, 9859-9861.
23. Satake, M., Ofuji, K., Naoki, H., James, K. J., Furey, A., MacMahon, T., Silke, J. & Yasumoto, T. (1998) J. Am. Chem. Soc. 120, 9967-9968.
24. Bosco, M., Picotti, F., Radoicovich, A. & Rizzo, R. (2000) Biopolymers 53, 272-280.
25. Arakawa, O., Noguchi, T., Shida, Y. & Onoue, Y. (1994) Toxicon 32, 175-183.
26. Arakawa, O., Nishio, S., Noguchi, T., Shida, Y. & Onoue, Y. (1995) Toxicon 33, 1577-1584.
27. Oshima, Y. (1995) J. AOAC Int. 78, 528-532.
28. Yasumoto, T. & Yotsu-Yamashita, M. (1996) J. Toxicol. Toxin Rev. 15, 80-90.
29. Miyazawa, K. & Noguchi, T. (2001) J. Toxicol. Toxin Rev. 20, 11-33.
30. Kodama, M., Ogata, T., Sakameto, S., Sato, S., Honda, T. & Miwatani, T. (1990) Toxicon 28, 707-714.
31. Lagos, N., Onodrva, H., Zagatto, P. A., Andrinolo, D., Azeuedo, M. F. Q. & Oshima, Y. (1999) Toxicon 37, 1359-1373.
32. Mahmood, N. A. & Carmichael, W. W. (1986) Toxicon 24, 175-186.
33. Onodera, H., Oshima, Y., Yasumoto, T., Watanabe, M. F., Watanabe, M., Bolch, C. J. & Blackburn, S. (1996) in Harmful and Toxic Algal Blooms, eds. Yasumoto, T., Oshino, Y. & Fukuyo, Y. (Intergovernmental Oceanographic Communication-United Nations Educational, Scientific and Cultural Organization, Paris), pp. 563-566.
34. Sevcik, C., Noriega, J. & D'Suze, G. (2003) Toxicon 42, 359-366.
35. Daly, J. W., Padgett, W. L., Saunders, R. L. & Cover, J. F., Jr. (1997) Toxicon 35, 705-709.
36. Ranney, B. K., Fuhrman, G. J. & Fuhrman, F. A. (1970) J. Pharmacol. Exp. Ther. 175, 368-376.
37. Huang, M., Shimizu, H. & Daly, J. W. (1972) J. Med. Chem. 15, 462-466.