Callysponginol sulfate A, an MT1-MMP inhibitor isolated from the marine sponge Callyspongia truncata

Journal of Natural Products

Volumn 66, Issue 4, 2003, Pages 569-571

  Fujita, Masaki ^a   Nakao, Yoichi ^a   Matsunaga, Shigeki ^a   Van Soest, Rob W M ^b   Itoh, Yoshifumi ^c   Seiki, Motoharu ^c   Fusetani, Nobuhiro ^a  

^a UNIVERSITY OF TOKYO   (Japan)

^b UNIVERSITY OF AMSTERDAM   (Netherlands)

^c UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CALLYSPONGINOL SULFATE A; MATRIX METALLOPROTEINASE 14; MATRIX METALLOPROTEINASE INHIBITOR; UNCLASSIFIED DRUG;

ANALYTIC METHOD; ARTICLE; DRUG ISOLATION; ENZYME INHIBITION; EXTRACELLULAR MATRIX; LIPOPHILICITY; MARINE ENVIRONMENT; NONHUMAN; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; SPONGE (PORIFERA); STRUCTURE ANALYSIS; TUMOR GROWTH;

ACETYLENE; ALKYNES; ANIMALS; FATTY ACIDS, UNSATURATED; INHIBITORY CONCENTRATION 50; JAPAN; MATRIX METALLOPROTEINASES, MEMBRANE-ASSOCIATED; METALLOENDOPEPTIDASES; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; OXIDATION-REDUCTION; PORIFERA; PROTEASE INHIBITORS; STEREOISOMERISM;

CALLYSPONGIA; PORIFERA;

EID: 0038637995     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np020572s     Document Type: Article

References (17)

1. Part 118 of the Bioactive Marine Metabolites Series. Part 117: Warabi, K.; Matsunaga, S.; van Soest, R. W. M.; Fusetani, N. J. Org. Chem., in press.
2. (a) Woessner, J. F., Jr. Ann. N. Y. Acad. Sci. 1999, 732, 11-21.
3. (b) Cussens, L. M.; Werb, Z. Chem. Biol. 1996, 3, 11, 895-904.
4. Imai, K.; Ohuchi, E.; Aoki, T.; Nomura, H.; Fujii, Y.; Sato, H.; Seiki, M.; Okada, Y. Cancer Res. 1996, 56, 2707-2710.
5. (a) Fujita, M.; Nakao, Y.; Matsunaga, S.; Seiki, M.; Itoh, Y.; van Soest, R. W. M.; Heubes, M.; Faulkner, D. J.; Fusetani, N. Tetrahedron 2001, 57, 3885-3890.
6. (b) Whittaker, M.; Floyd, C. D.; Brown, P.; Gearing, A. J. H. Chem. Rev. 1999, 99, 2735-2776.
7. Nakao, Y.; Uehara, T.; Matsunaga, S.; Fusetani, N.; van Soest, R. W. M. J. Nat. Prod. 2002, 65, 922-924.
8. Fusetani, N.; Matsunaga, S.; Konosu, S. Tetrahedron Lett. 1981, 22, 1985-1988.
9. Fujita, M.; Nakao, Y.; Matsunaga, S.; Seiki, M.; Itoh, Y.; van Soest, R. W. M.; Fusetani, N. Tetrahedron 2001, 57, 1229-1234.
10. Ohtani, I.; Kusumi, T.; Kashman, Y.; Kaisawa, H. J. Am. Chem. Soc. 1991, 113, 4092-4096.
11. Dai, J.; Hallock, Y. F.; Cardellina, J. H., II; Gray, G. N.; Boyd, M. R. J. Nat. Prod. 1996, 59, 860-865.
12. Li, H.; Matsunaga, S.; Fusetani, N. J. Nat. Prod. 1994, 57, 1464-1467.
13. Tsukamoto, S.; Kato, H.; Hirota, H.; Fusetani, N. J. Nat. Prod. 1997, 60, 126-130.
14. Nishimura, S.; Matsunaga, S.; Shibazaki, M.; Suzuki, K.; Harada, N.; Naoki, H.; Fusetani, N. J. Nat. Prod. 2002, 65, 1353-1356.
15. Kupchan, S. M.; Britton, R. W.; Ziegler, M. F.; Sigel, C. W. J. Org. Chem. 1973, 38, 178-179.
16. Kinoshita, T.; Sato, H.; Takino, T.; Itoh, M.; Akizawa, T.; Seiki, M. Cancer Res. 1996, 56, 2535-2538.
17. Knight, C. G.; Willenbrock, F.; Murphy, G. FEBS Lett. 1992, 296, 263-266.