Four new bioactive polybrominated diphenyl ethers of the sponge Dysidea herbacea from West Sumatra, Indonesia

Handayani, D and Edrada-Ebel, Ruangelie and Proksch, P and Wray, V and Witte, L and Van Soest, R W and Kunzmann, A and Soedarsono, [No Value] (1997) Four new bioactive polybrominated diphenyl ethers of the sponge Dysidea herbacea from West Sumatra, Indonesia. Journal of Natural Products, 60 (12). pp. 1313-1316. ISSN 0163-3864

Full text not available in this repository.Request a copy from the Strathclyde author

Abstract

The marine sponge Dysidea herbacea collected from Indonesia yielded four new polybrominated diphenyl ether congeners 2-5 and the known derivatives 1, 6, and 7. The structures of the new compounds were unambiguously established on the basis of NMR spectroscopic (1H, 13C, COSY, 1H-detected direct and long-range 13C-1H correlations) and mass spectrometric (EIMS) data. All of the compounds were active against the Gram-positive bacteria Bacillus subtilis and the phytopathogenic fungus Cladosporium cucumerinum. The isolated polybrominated compounds were also active in the brine shrimp lethality test. In the latter bioassay, compounds 1 and 6 were the most active with LC50's of 0.96 [SE +/- 0.19] and 0.94 [SE +/- 0.70] microg/mL, respectively.

  • Item type:Article
    ID code:48605
    Dates:
    Date
    Event
    December 1997
    Published
    Notes:(1) Faulkner, D. J.; Unson, M. D.; Bewley, C. A. Pure Appl. Chem. 1994, 66, 1983−1990.[CrossRef], [CAS] (2) Hofheinz, W.; Oberhänsli, W. E. Helv. Chim. Acta 1977, 60, 660−669.[CrossRef], [CAS] (3) Kazlauska, R.; Lidgard, R. O.; Wells, R. J.; Vetter, W. Tetrahedron Lett. 1977, 3183−3186.[CrossRef] (4) Kazlauska, R.; Murphy, P.T.; Wells, R. J. Tetrahedron Lett. 1978, 4945−4950.[CrossRef] (5) Charles, C.; Braekman, J. C.; Daloze, D.; Tursch, B.; Declercq, J. P.; Germain, G.; Van Meerssche, M. Bull. Soc. Chim. Belg. 1978, 87, 481−486.[CAS] (6) Sharma, G. M.; Vig, B. Tetrahedron Lett. 1972, 1715−1718.[CrossRef] (7) Sharma, G. M.; Vig, B.; Burknolder, P. R. Food, Drugs from the Sea, Proc. Marine Technol. Soc. 1969, 307. (8) Norton, R. S.; Croft, K. D.; Wells, R. J. Tetrahedron 1981, 37, 2341−2349.[CrossRef], [CAS] (9) Unson, M. D.; Faulkner, D. J. Experientia 1993, 49, 349−353.[CrossRef], [CAS] Unson, M. D.; Holland, N. D.; Faulkner, D. J. Mar. Biol. 1994, 119, 1−11.[CrossRef], [CAS] (11) Fu, X.; Schmitz, F. J.; Govindan, M.; Abbas, S. A.; Hanson, K. M. Horton, P. A.; Crews, P.; Laney, M.; Schatzman, R. C. J. Nat. Prod. 1995, 58, 1384−1391.[ACS Full Text ACS Full Text], [PubMed], [CAS] (12) Carté, B.; Faulkner, D. J. Tetrahedron 1981, 37, 2335−2339.[CrossRef] (13) Utkina, N. K.; Kazantseva, M. V.; Denisenko, V. A. Khim. Prir. Soedin. 1987, 603−605.[CAS] (14) Salva, J.; Faulkner, D. J. J. Nat. Prod. 1990, 53, 757−760[ACS Full Text ACS Full Text], [CAS] (15) Gottstein, D.; Gross, D.; Lehmann, H. Arch. Phytopathol. Pflanzenschutz 1984, 20(2), 111−116.[CrossRef] (16) Homans, A. L.; Fuchs, A. J. Chromatogr. 1970, 51, 327−329.[CrossRef], [PubMed], [CAS] (17) Villar, A.; Rios, J. L.; Recio, M. C.; Cortes, D.; Cavá, A. Planta Med. 1986, 52, 556−557.[CrossRef], [PubMed], [CAS] (18) Meyer, B. N.; Ferrigni, N. R.; Putnam, J. E.; Jacobsen, L. B.; Nichols, D. E.; McLauglin, J. L. Planta Med. 1982, 31−34.[CrossRef], [PubMed]
    Keywords:animals, artemia, bacillus subtilis, cladosporium, drug screening assays, antitumor, lethal dose 50, magnetic resonance spectroscopy, polybrominated biphenyls, porifera, Therapeutics. Pharmacology, Pharmacy and materia medica, Organic Chemistry, Drug Discovery, Pharmaceutical Science, Molecular Medicine, Complementary and alternative medicine, Analytical Chemistry, Pharmacology
    Subjects:Medicine > Therapeutics. Pharmacology
    Medicine > Pharmacy and materia medica
    Department:Faculty of Science > Strathclyde Institute of Pharmacy and Biomedical Sciences
    Depositing user: Pure Administrator
    Date deposited:17 Jun 2014 11:34
    Last modified:18 Jun 2021 03:14
    URI:https://strathprints.strath.ac.uk/id/eprint/48605
CORE (COnnecting REpositories)