Cited by 110Marine Toxins and Detection MethodsMicrobial Natural Products and BiosynthesisMarine Sponges and Natural Products

Structure and Absolute Configuration of Karlotoxin-2, an Ichthyotoxin from the Marine Dinoflagellate Karlodinium veneficum

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Peng, Jiangnan, Place, Allen R., Yoshida, Wesley, Anklin, Clemens, Hamann, Mark T.·2010·Journal of the American Chemical Society

Abstract

In an attempt to determine the cause of repeated fish kills in an estuarine aquaculture facility in Maryland, a toxin with hemolytic, cytotoxic, and ichthyotoxic properties, designated as karlotoxin-2 (KmTx2), was isolated from Karlodinium veneficum. The structure of KmTx2 was elucidated by means of detailed ID and 2D NMR spectra, including 2D INADEQUATE. The relative and absolute configurations of KmTx2 were determined using J-based configuration analysis and comparison of its degradation products with synthetic controls.

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  • Cultured benthic cyanobacteria from temperate marine environments provide a promising, under-exploited source for novel drugs against leukemia.

    “Based on modern research, cultured benthic cyanobacteria from temperate marine environments provide a promising, under-exploited source for novel drugs against leukemia [107].”

    From Marine Natural Products: A Source of Novel Anticancer Drugs (2019) · cites this paper as [107]

    The Abstract describes karlotoxin-2 from the marine dinoflagellate Karlodinium veneficum and its toxicity to fish. Searches for benthic cyanobacteria and leukemia found no passage addressing their potential as a source of leukemia drugs. (LLM, conf=0.77)

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Research works printed but not linked: 1

  1. [13](a) Murata M Matsuoka S Matsumori NK Tachibana K J Am Chem Soc 1999 121 870 871 (b) Oishi T Kanemoto M Swasono R Matsumori N Murata M Org Lett 2008 10 5203 5206 18959425

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Authors
Peng, J., Place, A. R., Yoshida, W., Anklin, C., & Hamann, M. T.
Affiliations
University of Hawaiʻi at Mānoa (US)
Corresponding author
  • Place, Allen R.
  • Hamann, Mark T.
Venue
Journal of the American Chemical Society
Published
2010-02-15
Volume
132
Issue
10
Pages
3277-3279
ISSN
  • 0002-7863 (ISSN-L)
  • 1520-5126
OpenAlex
W1975663903
Cited by
110
References
21
Citations by year
2026: 3 · 2025: 3 · 2024: 5 · 2023: 8 · 2022: 7 · 2021: 6 · 2020: 7 · 2019: 4 · 2018: 8 · 2017: 9 · 2016: 2 · 2015: 10 · 2014: 9 · 2013: 5 · 2012: 8
FWCI
7.26
Type
journal article
Language
en
Open access
Locations
  • Journal of the American Chemical Society (publishedVersion)
  • PubMed (publishedVersion)
  • PubMed Central (acceptedVersion)
Funders
National Institute of Allergy and Infectious Diseases (K02AI001502)
Topics
  • Physical Sciences › Environmental Science › Environmental Chemistry › Marine Toxins and Detection Methods
  • Health Sciences › Medicine › Pharmacology › Microbial Natural Products and Biosynthesis
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Biotechnology › Marine Sponges and Natural Products
Keywords
Karlodinium veneficum, dinoflagellate toxins, ichthyotoxins, structure elucidation, absolute configuration, relative configuration, hemolytic activity, cytotoxicity, fish kills, estuarine aquaculture, marine algal toxins
MeSH terms
Animals, Dinoflagellida, Marine Toxins, Molecular Conformation, Pyrans, Zebrafish, Nuclear Magnetic Resonance, Biomolecular, Polyketides

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