Literature DB >> 16592687

Brasilenyne and cis-dihydrorhodophytin: Antifeedant medium-ring haloethers from a sea hare (Aplysia brasiliana).

R B Kinnel1, R K Dieter, J Meinwald, D Van Engen, J Clardy, T Eisner, M O Stallard, W Fenical.   

Abstract

Two straight-chain C(15) fish antifeedants have been isolated from the sea hare Aplysia brasiliana. Chemical, spectral, and x-ray diffraction studies led to the characterization of these medium-ring ethers as brasilenyne (2) and cis-dihydrorhodophytin (3). The oxonin ring system of 2 is novel in nature. Biosynthetic considerations permit the postulation that a third compound, a noncrystalline congener of these compounds, is cis-isodihydrohodophytin (4).

Entities:  

Year:  1979        PMID： 16592687      PMCID： PMC383874          DOI： 10.1073/pnas.76.8.3576

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN： 0027-8424            Impact factor:   11.205


  1 in total

1.  Chemical constituents of the digestive gland of the sea hare Aplysia californica. I. Importance of diet.

Authors:  M O Stallard; D J Faulkner
Journal:  Comp Biochem Physiol B       Date:  1974-09-15
  1 in total
  10 in total

1.  Chemical ecology of marine organisms: An overview.

Authors:  G J Bakus; N M Targett; B Schulte
Journal:  J Chem Ecol       Date:  1986-05       Impact factor: 2.626

2.  Multiple factors promoting narrow host range in the sea hare, Aplysia californica.

Authors:  Steven C Pennings
Journal:  Oecologia       Date:  1990-02       Impact factor: 3.225

Review 3.  Bioactive Compounds from Marine Heterobranchs.

Authors:  Conxita Avila; Carlos Angulo-Preckler
Journal:  Mar Drugs       Date:  2020-12-21       Impact factor: 5.118

4.  Taste-mediated behavioral and electrophysiological responses by the predatory fish Ariopsis felis to deterrent pigments from Aplysia californica ink.

Authors:  Matthew Nusnbaum; Juan F Aggio; Charles D Derby
Journal:  J Comp Physiol A Neuroethol Sens Neural Behav Physiol       Date:  2011-12-27       Impact factor: 1.836

5.  Chemosensitivity of lobster,Homarus americanus, to secondary plant compounds: Unused receptor capabilities.

Authors:  C D Derby; P M Reilly; J Atema
Journal:  J Chem Ecol       Date:  1984-06       Impact factor: 2.626

6.  Chemical defense: aquatic beetle (Dineutes hornii) vs. fish (Micropterus salmoides).

Authors:  T Eisner; D J Aneshansley
Journal:  Proc Natl Acad Sci U S A       Date:  2000-10-10       Impact factor: 11.205

7.  The interplay of invention, discovery, development, and application in organic synthetic methodology: a case study.

Authors:  Scott E Denmark
Journal:  J Org Chem       Date:  2009-04-17       Impact factor: 4.354

8.  Stereoselective synthesis of conjugated fluoro enynes.

Authors:  Rakesh Kumar; Barbara Zajc
Journal:  J Org Chem       Date:  2012-09-24       Impact factor: 4.354

9.  Acidity enhances the effectiveness of active chemical defensive secretions of sea hares, Aplysia californica, against spiny lobsters, Panulirus interruptus.

Authors:  Shkelzen Shabani; Seymanur Yaldiz; Luan Vu; Charles D Derby
Journal:  J Comp Physiol A Neuroethol Sens Neural Behav Physiol       Date:  2007-10-02       Impact factor: 1.836

Review 10.  Chemical Diversity and Biological Properties of Secondary Metabolites from Sea Hares of Aplysia Genus.

Authors:  Renato B Pereira; Paula B Andrade; Patrícia Valentão
Journal:  Mar Drugs       Date:  2016-02-19       Impact factor: 5.118
  10 in total

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