Metabolites from the sponge Plakortis simplex. II. Isolation of four bioactive lactone compounds and of a novel related amino acid

Tetrahedron

Volumn 55, Issue 48, 1999, Pages 13831-13840

  Cafieri, Francesco ^a   Fattorusso, Ernesto ^a   Taglialatela Scafati, Orazio ^a   Di Rosa, Massimo ^b   Ianaro, Angela ^b  

^a Dipartimento di Chimica delle Sostanze Naturali   (Italy)

^b Dipto di Farmacologia Sperimentale   (Italy)

Author keywords

Lactones; Amino acids; Biosynthesis; Marine metabolites

Indexed keywords

AMINO ACID; LACTONE; PLAKORTONE B; PLAKORTONE C; PLAKORTONE D; PLAKORTONE E; PLAKORTONE F; SIMPLACTONE A; SIMPLACTONE B; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; BIOSYNTHESIS; CANCER CELL CULTURE; CARBON NUCLEAR MAGNETIC RESONANCE; CARIBBEAN ISLANDS; CHEMICAL STRUCTURE; DRUG CYTOTOXICITY; DRUG ISOLATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; METABOLITE; MOUSE; NONHUMAN; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; SPONGE (PORIFERA); STEREOCHEMISTRY;

ANIMALIA; MURINAE; PLAKORTIS SIMPLEX; PORIFERA;

EID: 0033607779     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(99)00866-2     Document Type: Article

References (16)

1. 1. Part I: Cafieri, F.; Fattorusso, E.; Taglialatela-Scafati, O.; Ianaro, A. Tetrahedron, 1999, 55, 7045-7056.
2. 2. Higgs, M. D.; Faulkner, D. J. J. Org. Chem.; 1978, 43, 3454-3457.
3. 3. Compagnone, R. S.; Pina, I. C.; Rangel, H. R.; Dagger, F.; Suarez, A. I.; Rami Reddy, M. V.; Faulkner, D. J. Tetrahedron, 1998, 54, 3057-3068.
4. 4. Patil, A. D.; Freyer, A. J.; Bean, M. F.; Carte, B. K.; Westley, J. W.; Johnson, R. K.; Lahouratate, P. Tetrahedron, 1996, 52, 377-394.
5. 5. Bittner, C.; Burgo, A.; Murphy, P. J.; Sung, C. H.; Thornhill, A. J. Tetrahedron Lett., 1999, 40, 3455-356.
6. 6. Ohtani, I.; Kusumi, T.; Kashman, Y.; Kakisawa, H. J. Am. Chem. Soc., 1991, 113, 4092-4096.
7. 7. De Guzman, F. S.; Schmitz, F. J. J Nat. Prod., 1990, 53, 926-931.
8. 8. a) Jennings, R. C.; Judy, K. J.; Schooley, D. A. J. Chem. Soc., Chem. Comm., 1975, 21-22.
9. b) Lee, E.; Schooley, D. A.; Hall, M. S.; Judy, K. J. ibid, 1978, 290-292.
10. 9. Toshima, H.; Watanabe, A.; Sato, H.; Ichihara, A. Tetrahedron Lett., 1998, 39, 9223-9226.
11. 10. a) Cardellina II, J. H.; Moore, R. E.; Arnold, E. V.; Clardy, J. J. Org. Chem., 1979, 44, 4039-4042.
12. b) Enders, D.; Knopp, M. Tetrahedron, 1996, 52, 5805-5818.
13. 11. Fowden, L.; Scopes, P. M.; Thomas, R. N. J. Chem. Soc. (C), 1971, 833-840.
14. 12. Fowden, L.; Smith, A. Phytochemistry, 1968, 7, 809-812.
15. 13. a) Fowden, L.; Mazelis, M. Phytochemistry, 1971, 10, 359-365.
16. b) Boyle, J. E.; Fowden, L. Phytochemistry, 1971, 10, 2671-2678.