Isolation and structural elucidation of callipeltins J-M: antifungal peptides from the marine sponge Latrunculia sp.

Tetrahedron

Volumn 63, Issue 1, 2007, Pages 131-140

  D'Auria, Maria Valeria ^a   Sepe, Valentina ^a   D'Orsi, Rosa ^a   Bellotta, Filomena ^a   Debitus, Cécile ^b   Zampella, Angela ^a  

^a UNIVERSITY OF NAPLES FEDERICO II   (Italy)

^b INSTITUT DE RECHERCHE POUR LE DÉVELOPPEMENT   (New Caledonia)

Author keywords

Antifungal; Callipeltin; Peptides

Indexed keywords

3 METHYLGLUTAMINE; ANTIFUNGAL AGENT; CALLIPELTIN J; CALLIPELTIN K; CALLIPELTIN L; CALLIPELTIN M; GLUTAMINE DERIVATIVE;

ANTIFUNGAL ACTIVITY; ARTICLE; CANDIDA ALBICANS; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG ISOLATION; DRUG STRUCTURE; LANTRUNCULIA; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; PROTEIN ISOLATION; SPONGE (PORIFERA); STEREOCHEMISTRY;

LATRUNCULIA;

EID: 37849188036     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2006.10.032     Document Type: Article

References (29)

1. Zampella A., D'Auria M.V., Gomez-Paloma L., Casapullo A., Minale L., Debitus C., and Henin Y. J. Am. Chem. Soc. 118 (1996) 6202-6209
2. D'Auria M.V., Zampella A., Gomez-Paloma L., Minale L., Debitus C., Roussakis C., and Le Bert V. Tetrahedron 52 (1996) 9589-9596
3. Zampella A., Randazzo A., Borbone N., Luciani S., Trevisi L., Debitus C., and D'Auria M.V. Tetrahedron Lett. 43 (2002) 6163-6166
4. Sepe V., D'Orsi R., Borbone N., D'Auria M.V., Bifulco G., Monti M.C., Catania A., and Zampella A. Tetrahedron 62 (2006) 833-840
5. Trevisi L., Bova S., Cargnelli G., Danieli-Betto D., Floreani M., Germinario E., D'Auria M.V., and Luciani S. Biochem. Biophys. Res. Commun. 279 (2000) 219-222
6. Trevisi L., Cargnelli G., Ceolotto G., Papparella I., Semplicini A., Zampella A., D'Auria M.V., and Luciani S. Biochem. Pharmacol. 68 (2004) 1331-1338
7. Liang B., Carroll P.J., and Joullié M.M. Org. Lett. 2 (2000) 4157-4160
8. Okamoto N., Hara O., Makino K., and Hamada Y. Tetrahedron: Asymmetry 12 (2001) 1353-1358
9. Acevedo C.M., Kogut E.F., and Lipton M.A. Tetrahedron 57 (2001) 6353-6359
10. Chandrasekhar S., Ramachandar T., and Rao B.V. Tetrahedron: Asymmetry 12 (2001) 2315-2321
11. Thoen J.C., Morales-Ramos A.I., and Lipton M.A. Org. Lett. 4 (2002) 4455-4458
12. Ravi K.A., and Venkateswara R.B. Tetrahedron Lett. 44 (2003) 5645-5647
13. Jeon J., Hong S.-K., Oh J.S., and Kim Y.G. J. Org. Chem. 71 (2006) 3310-3313
14. Guerlavais V., Carroll P.J., and Joullié M.M. Tetrahedron: Asymmetry 13 (2002) 675-680
15. Zampella A., Sorgente M., and D'Auria M.V. Tetrahedron: Asymmetry 13 (2002) 681-685
16. Zampella A., and D'Auria M.V. Tetrahedron: Asymmetry 13 (2002) 1237-1239
17. Turk J.A., Visbal G.S., and Lipton M.A. J. Org. Chem. 68 (2003) 7841-7844
18. Okamoto N., Hara O., Makino K., and Hamada Y. J. Org. Chem. 67 (2002) 9210-9215
19. Hansen D.B., Wan X., Carrol P.J., and Joullié M.M. J. Org. Chem. 70 (2005) 3120-3126
20. Zampella A., D'Orsi R., Sepe V., Casapullo A., Monti M.C., and D'Auria M.V. Org. Lett. 7 (2005) 3585-3588
21. Bassarello C., Zampella A., Monti M.C., Gomez-Paloma L., D'Auria M.V., Riccio R., and Bifulco G. Eur. J. Org. Chem. (2006) 604-609
22. Cranfill D.C., Morales-Ramos A.I., and Lipton M.A. Org. Lett. 7 (2005) 5881-5883
23. Calimsiz S., Morales-Ramos A.I., and Lipton M.A. J. Org. Chem. 71 (2006) 6351-6356
24. Marfey P. Carlsberg Res. Commun. 49 (1984) 591-596
25. 1H NMR parameters of the corresponding 3-methylpyroglutamic methyl esters, see:. Mauger A.B. J. Org. Chem. 46 (1981) 1032-1035
26. Fujii K., Ikai Y., Oka H., Suzuki M., and Harada K. Anal. Chem. 69 (1997) 5146-5151
27. Oku N., Krishnamoorthy R., Benson A.G., Ferguson R.L., Lipton M.A., Phillips L.R., Gustafson K.R., and McMahon J.B. J. Org. Chem. 70 (2005) 6842-6847
28. Stein D.B., Linne U., and Marahiel M.A. FEBS J. 272 (2005) 4506-4520
29. Tentative standard M27-T, Vol. 15, no. 10, 1995; National Committee for Clinical Laboratory Standards: Villanova, PA.