Aurantosides D, E, and F: New antifungal tetramic acid glycosides from the marine sponge Siliquariaspongia japonica

Journal of Natural Products

Volumn 62, Issue 7, 1999, Pages 969-971

  Sata, Noriko U ^a   Matsunaga, Shigeki ^a   Fusetani, Nobuhiro ^a   Van Soest, Rob W M ^b  

^a UNIVERSITY OF TOKYO   (Japan)

^b UNIVERSITY OF AMSTERDAM   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIFUNGAL AGENT; AURANTOSIDE D; AURANTOSIDE E; AURANTOSIDE F; UNCLASSIFIED DRUG;

ANTIFUNGAL ACTIVITY; ARTICLE; ASPERGILLUS FUMIGATUS; CANDIDA ALBICANS; DRUG ACTIVITY; DRUG ISOLATION; DRUG STRUCTURE; DRUG SYNTHESIS; NONHUMAN; SPONGE (PORIFERA); STEREOCHEMISTRY;

ANIMALS; ANTIBIOTICS, ANTIFUNGAL; ASPERGILLUS FUMIGATUS; CANDIDA ALBICANS; DRUG SCREENING ASSAYS, ANTITUMOR; GLYCOSIDES; LEUKEMIA P388; MAGNETIC RESONANCE SPECTROSCOPY; MICE; MICROBIAL SENSITIVITY TESTS; PORIFERA; PYRROLIDINONES; SPECTROMETRY, MASS, FAST ATOM BOMBARDMENT;

ASPERGILLUS FUMIGATUS; CANDIDA ALBICANS; INVERTEBRATA; JAPONICA; PORIFERA; SILIQUARIASPONGIA; SILIQUARIASPONGIA JAPONICA;

EID: 0032765763     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np9900021     Document Type: Article

References (8)

1. Bioactive Marine Metabolites. 91. Part 90: Wakimoto, T.; Matsunaga, S.; Fusetani, N. Bioorg. Med. Chem. Lett., in press.
2. Matsunaga, S.; Fusetani, N.; Kato Y. J. Am. Chem. Soc. 1991, 113, 9690-9692.
3. Beutler, J. A.; Hilton, B. D.; Clark, P. J. Nat. Prod. 1988, 51 562-566.
4. Schabacher, K.; Zeeck, A. Tetrahedron Lett. 1973, 2691-2694.
5. Wolf, D.; Schmitz, F. J.; Qiu, F.; Kelly-Borges, M. J. Nat. Prod. 1999, 62, 170-172.
6. This sponge also contained rubrosides A-H [rubroside A (7)]: Sata, N. U.; Wada, S.; Matsunaga, S.; Watabe, S.; van Soest, R. W. M.; Fusetani, N. J. Org. Chem. 1999, 64, 2331-2339.
7. 5N.
8. CH values for 1 and 5: the values of 6.2 Hz between H-18 and C-20 in aurantoside A and 3.8 Hz between H-20 and C-22 in aurantoside E were in agreement with the tendency that the value for the trans-isomer is larger than that of the cis-isomer (Marshall, J. L. Carbon - Carbon and Carbon-Proton NMR Couplings; Verlag Chemie International: Deerfield Beach, FL, 1983; pp 33-38).