4.8 Article

Shagenes A and B, New Tricyclic Sesquiterpenes Produced by an Undescribed Antarctic Octocoral

Journal

ORGANIC LETTERS
Volume 16, Issue 10, Pages 2630-2633

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol500792x

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Funding

  1. National Science Foundation from the Antarctic Organisms and Ecosystems program [ANT-1043749, ANT-0838776]
  2. National Institutes of Health from the National Institute of Allergy and Infectious Diseases [AI103673]
  3. Directorate For Geosciences
  4. Office of Polar Programs (OPP) [1043749] Funding Source: National Science Foundation

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The isolation and characterization of two new tricyclic sesquiterpenoids, shagenes A (1) and B (2) are presented. These compounds were isolated from an undescribed soft coral collected from the Scotia Arc in the Southern Ocean. One- and two-dimensional NMR spectroscopy and mass spectrometry provided the data necessary to characterize the compounds and their relative stereochemical configurations. Exploration of the bioactivity of shagenes A and B found 1 active against the visceral leishmaniasis causing parasite, Leishmania donovani, with no cytotoxicity against the mammalian host.

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