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Bioactive Bromopyrrole Metabolites from the Caribbean Sponge Agelas conifera

Publication ,  Journal Article
Keifen, PA; Schwartz, RE; Koker, MES; Hughes, RG; Rittschof, D; Rinehart, KL
Published in: Journal of Organic Chemistry
April 1, 1991

Biologically active extracts of the Caribbean sponge Agelas conifera have yielded, in exhaustive studies, the diacetate salts of seven new bromopyrroles (1, 3–8), as well as that of the known debromooroidin dimer sceptrin (2). These compounds were found to be antiviral and antibacterial and were active in barnacle settlement and biochemical prophage induction assays. The structures assigned were based on spectroscopic comparisons to sceptrin and two-dimensional NMR data. Synthetic bromopyrroles were used to verify bromine substitution patterns. The oxysceptrins (4,5) are characterized by their aminoimidazolinone group, the ageliferins (6–8) by a unique cyclohexene-based skeleton. © 1991, American Chemical Society. All rights reserved.

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Published In

Journal of Organic Chemistry

DOI

EISSN

1520-6904

ISSN

0022-3263

Publication Date

April 1, 1991

Volume

56

Issue

9

Start / End Page

2965 / 2975

Related Subject Headings

  • Organic Chemistry
  • 3405 Organic chemistry
  • 3404 Medicinal and biomolecular chemistry
  • 0305 Organic Chemistry
  • 0304 Medicinal and Biomolecular Chemistry
 

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Keifen, P. A., Schwartz, R. E., Koker, M. E. S., Hughes, R. G., Rittschof, D., & Rinehart, K. L. (1991). Bioactive Bromopyrrole Metabolites from the Caribbean Sponge Agelas conifera. Journal of Organic Chemistry, 56(9), 2965–2975. https://doi.org/10.1021/jo00009a008
Keifen, P. A., R. E. Schwartz, M. E. S. Koker, R. G. Hughes, D. Rittschof, and K. L. Rinehart. “Bioactive Bromopyrrole Metabolites from the Caribbean Sponge Agelas conifera.” Journal of Organic Chemistry 56, no. 9 (April 1, 1991): 2965–75. https://doi.org/10.1021/jo00009a008.
Keifen PA, Schwartz RE, Koker MES, Hughes RG, Rittschof D, Rinehart KL. Bioactive Bromopyrrole Metabolites from the Caribbean Sponge Agelas conifera. Journal of Organic Chemistry. 1991 Apr 1;56(9):2965–75.
Keifen, P. A., et al. “Bioactive Bromopyrrole Metabolites from the Caribbean Sponge Agelas conifera.” Journal of Organic Chemistry, vol. 56, no. 9, Apr. 1991, pp. 2965–75. Scopus, doi:10.1021/jo00009a008.
Keifen PA, Schwartz RE, Koker MES, Hughes RG, Rittschof D, Rinehart KL. Bioactive Bromopyrrole Metabolites from the Caribbean Sponge Agelas conifera. Journal of Organic Chemistry. 1991 Apr 1;56(9):2965–2975.
Journal cover image

Published In

Journal of Organic Chemistry

DOI

EISSN

1520-6904

ISSN

0022-3263

Publication Date

April 1, 1991

Volume

56

Issue

9

Start / End Page

2965 / 2975

Related Subject Headings

  • Organic Chemistry
  • 3405 Organic chemistry
  • 3404 Medicinal and biomolecular chemistry
  • 0305 Organic Chemistry
  • 0304 Medicinal and Biomolecular Chemistry