Research Commons
      • Browse 
        • Communities & Collections
        • Titles
        • Authors
        • By Issue Date
        • Subjects
        • Types
        • Series
      • Help 
        • About
        • FAQs
        • Collection Policy
        • OA Mandate Guidelines
        • Guidelines FAQ
        • Contact Us
      • My Account 
        • Sign In
        • Register
      View Item 
      •   Research Commons
      • University of Waikato Research
      • Science and Engineering
      • Science and Engineering Papers
      • View Item
      •   Research Commons
      • University of Waikato Research
      • Science and Engineering
      • Science and Engineering Papers
      • View Item
      JavaScript is disabled for your browser. Some features of this site may not work without it.

      Portimine: a bioactive metabolite from the benthic dinoflagellate Vulcanodinium rugosum

      Selwood, Andrew I.; Wilkins, Alistair L.; Munday, Rex; Shi, Feng; Rhodes, Lesley L.; Holland, Patrick T.
      DOI
       10.1016/j.tetlet.2013.06.098
      Link
       www.sciencedirect.com
      Find in your library  
      Citation
      Export citation
      Selwood, A. I., Wilkins, A. L., Munday, R., Shi, F., Rhodes, L. L., & Holland, P. T. (2013). Portimine: a bioactive metabolite from the benthic dinoflagellate Vulcanodinium rugosum. Tetrahedron Letters, 54(35), 4705-4707.
      Permanent Research Commons link: https://hdl.handle.net/10289/7901
      Abstract
      Portimine, a new polycyclic ether toxin containing a cyclic imine moiety, was isolated from the marine benthic dinoflagellate Vulcanodinium rugosum collected from Northland, New Zealand. The structure of portimine, including the relative configurations, was elucidated by spectroscopic analyses. The cyclic imine moiety consists of an unprecedented five-membered ring with a spiro-link to a cyclohexene ring. This is the only structural similarity to the pinnatoxin group of polycyclic ethers also produced by V. rugosum, which all contain a six-membered cyclic imine ring. The LD50 of portimine to mice by intraperitoneal injection was 1570 μg/kg, indicating a much lower toxicity than many other cyclic imine shellfish toxins. In contrast, portimine was highly toxic to mammalian cells in vitro with an LC50 to P388 cells of 2.7 nM, and activation of caspases indicating apoptotic activity.
      Date
      2013
      Type
      Journal Article
      Collections
      • Science and Engineering Papers [2617]
      Show full item record  

      Usage

       
       
       

      Usage Statistics

      For this itemFor all of Research Commons

      The University of Waikato - Te Whare Wānanga o WaikatoFeedback and RequestsCopyright and Legal Statement