4.7 Article

Bunodosine 391: An Analgesic Acylamino Acid from the Venom of the Sea Anemone Bunodosoma cangicum

Journal

JOURNAL OF NATURAL PRODUCTS
Volume 74, Issue 3, Pages 378-382

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/np100738m

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Funding

  1. Foundation for Research Support of the State of Sao Paulo, FAPESP [01/14243-5, 07/56525-3, 06/02892-2, 08/01988-1, 09/08089-5]
  2. National Counsel of Technological and Scientific Development, CNPq [563874/2005-8]
  3. Fundacao de Amparo a Pesquisa do Estado de Sao Paulo (FAPESP) [09/08089-5] Funding Source: FAPESP

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A new acylamino acid, bunodosine 391 (BDS 391), was isolated from the venom of the sea anemone Bunodosoma cangicum. The structure was elucidated by spectroscopic analyses (2D NMR, ESIMS/MS) and verified by its synthesis. Intraplantar injection of BDS 391 into the hind paw of a rat induced a potent analgesic effect. This effect was not altered by naloxone (an opioid receptor antagonist), but was completely reversed by methysergide (a serotonin receptor antagonist), indicating that the effect is mediated by activation of serotonin receptors:

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