4.8 Article

Biomimetic Synthesis and Structural Reassignment of the Tridachiahydropyrones

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 131, Issue 16, Pages 5966-5972

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja900369z

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Funding

  1. EPSRC
  2. University of Nottingham
  3. Engineering and Physical Sciences Research Council [EP/E026974/1] Funding Source: researchfish
  4. EPSRC [EP/E026974/1] Funding Source: UKRI

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The biomimetic synthesis and structural reassignment of tridachiahydropyrone, tridachiahydropyrone B and tridachiahydropyrone C, isolated from mollusks of the order Sacoglossa, using a sequence of photochemical transformations from a common polyene precursor are described. These complex natural products may act as sunscreens for the producing organism, thus offering protection from harmful UV radiation and oxidative damage.

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