Zoanthamine-Type Alkaloids from the Zoanthid Zoanthus kuroshio Collected in Taiwan and Their Effects on Inflammation

Yu Ming Hsu, Fang Rong Chang, I. Wen Lo, Kuei Hung Lai, Mohamed El-Shazly, Tung Ying Wu, Ying Chi Du, Tsong Long Hwang, Yuan Bin Cheng, Yang Chang Wu

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Zoanthus kuroshio is a colorful zoanthid with a fluorescent pink oral disc and brown tentacles, which dominates certain parts of the Taiwanese and Japanese coasts. This sea anemone is a rich source of biologically active alkaloids. In the current investigation, two novel halogenated zoanthamines [5α-iodozoanthenamine (1) and 11β-chloro-11-deoxykuroshine A (2)], along with four new zoanthamines [18-epi-kuroshine A (3), 7α-hydroxykuroshine E (4), 5α-methoxykuroshine E (5), and 18-epi-kuroshine E (6)], and six known compounds were isolated from Z. kuroshio. Compounds 1 and 2 are the first examples of halogenated zoanthamine-type alkaloids isolated from nature. Compounds 3 and 6 are the first zoanthamine stereoisomers with a cis-junction of the A/B rings. All isolated compounds were evaluated for their anti-inflammatory activities by measuring their effects on superoxide anion generation and elastase release by human neutrophils in response to fMLP.

Original languageEnglish
Pages (from-to)2674-2680
Number of pages7
JournalJournal of Natural Products
Volume79
Issue number10
DOIs
Publication statusPublished - Oct 28 2016
Externally publishedYes

ASJC Scopus subject areas

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry

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  • Cite this

    Hsu, Y. M., Chang, F. R., Lo, I. W., Lai, K. H., El-Shazly, M., Wu, T. Y., Du, Y. C., Hwang, T. L., Cheng, Y. B., & Wu, Y. C. (2016). Zoanthamine-Type Alkaloids from the Zoanthid Zoanthus kuroshio Collected in Taiwan and Their Effects on Inflammation. Journal of Natural Products, 79(10), 2674-2680. https://doi.org/10.1021/acs.jnatprod.6b00625