Literature DB >> 14738380

New geranyl stilbenes from Dalea purpurea with in vitro opioid receptor affinity.

Gil Belofsky1, April N French, David R Wallace, Summer L Dodson.   

Abstract

Three new geranyl stilbenes, pawhuskins A, B, and C (1, 2, and 3), were isolated from organic extracts of Dalea purpurea. The structures of the three compounds were determined by NMR and HRMS methods. The activities of these compounds, along with that of the known compound petalostemumol (4), were evaluated in an opioid receptor assay in vitro. Pawhuskin A (1) exhibited the strongest activity of the four compounds with a K(i) value of 0.29 +/- 0.11 microM.

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Year:  2004        PMID： 14738380     DOI： 10.1021/np030258d

Source DB:  PubMed          Journal:  J Nat Prod        ISSN： 0163-3864            Impact factor:   4.050


  11 in total

1.  Synthesis of indole analogues of the natural schweinfurthins.

Authors:  John G Kodet; David F Wiemer
Journal:  J Org Chem       Date:  2013-09-05       Impact factor: 4.354

2.  Electrophilic aromatic prenylation via cascade cyclization.

Authors:  John G Kodet; Joseph J Topczewski; Kevyn D Gardner; David F Wiemer
Journal:  Tetrahedron       Date:  2013-10-04       Impact factor: 2.457

3.  Selective opioid growth factor receptor antagonists based on a stilbene isostere.

Authors:  David P Stockdale; Michelle B Titunick; Jessica M Biegler; Jessie L Reed; Alyssa M Hartung; David F Wiemer; Patricia J McLaughlin; Jeffrey D Neighbors
Journal:  Bioorg Med Chem       Date:  2017-06-27       Impact factor: 3.641

4.  Direct conversion of benzylic and allylic alcohols to phosphonates.

Authors:  Rocky J Barney; Rebekah M Richardson; David F Wiemer
Journal:  J Org Chem       Date:  2011-03-15       Impact factor: 4.354

5.  Substitution of a triazole for the central olefin in biologically active stilbenes.

Authors:  David P Stockdale; John A Beutler; David F Wiemer
Journal:  Bioorg Med Chem Lett       Date:  2022-09-09       Impact factor: 2.940

6.  A concise synthesis of pawhuskin A.

Authors:  Jeffrey D Neighbors; Matthew J Buller; Kelly D Boss; David F Wiemer
Journal:  J Nat Prod       Date:  2008-10-15       Impact factor: 4.050

7.  A selective delta opioid receptor antagonist based on a stilbene core.

Authors:  Alyssa M Hartung; Hernan A Navarro; David F Wiemer; Jeffrey D Neighbors
Journal:  Bioorg Med Chem Lett       Date:  2015-10-23       Impact factor: 2.823

8.  Stilbenes as κ-selective, non-nitrogenous opioid receptor antagonists.

Authors:  Alyssa M Hartung; John A Beutler; Hernán A Navarro; David F Wiemer; Jeffrey D Neighbors
Journal:  J Nat Prod       Date:  2014-01-23       Impact factor: 4.050

9.  Antimicrobial and antiinsectan phenolic metabolites of Dalea searlsiae.

Authors:  Gil Belofsky; Mario Aronica; Eric Foss; Jane Diamond; Felipe Santana; Jacob Darley; Patrick F Dowd; Christina M Coleman; Daneel Ferreira
Journal:  J Nat Prod       Date:  2014-04-25       Impact factor: 4.050

10.  Synthesis of a Coumarin-Based Analogue of Schweinfurthin F.

Authors:  Chloe M Schroeder; Patrick N Dey; John A Beutler; David F Wiemer
Journal:  J Org Chem       Date:  2021-10-29       Impact factor: 4.354
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