Literature DB >> 21674782

An entry to curcuphenol/elvirol core structures via a retro-Aldol reaction.

María F Plano1, Guillermo R Labadie, Melissa R Jacob, Babu L Tekwani, Raquel M Cravero.   

Abstract

Analogs of curcuphenol/elvirol, naturally occurring bisabolane sesquiterpenes, were prepared in six steps from alkyl-α-tetralones employing an aromatization reaction of cyclic dienone precursors and olefination of the key aldehyde intermediates. The in vitro antifungal activities of 6a, 6b, 6d, and 6g are also reported.
Copyright © 2011 Verlag Helvetica Chimica Acta AG, Zürich.

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Year:  2011        PMID: 21674782      PMCID: PMC3691859          DOI: 10.1002/cbdv.201000160

Source DB:  PubMed          Journal:  Chem Biodivers        ISSN: 1612-1872            Impact factor:   2.408


  7 in total

1.  Desymmetrization of 1,4-dien-3-ols and related compounds via Ueno-Stork radical cyclizations

Authors: 
Journal:  Org Lett       Date:  2000-04-20       Impact factor: 6.005

2.  Synthesis of (-)-astrogorgiadiol.

Authors:  D F Taber; S C Malcolm
Journal:  J Org Chem       Date:  2001-02-09       Impact factor: 4.354

3.  Rapid, low-technology MIC determination with clinical Mycobacterium tuberculosis isolates by using the microplate Alamar Blue assay.

Authors:  S G Franzblau; R S Witzig; J C McLaughlin; P Torres; G Madico; A Hernandez; M T Degnan; M B Cook; V K Quenzer; R M Ferguson; R H Gilman
Journal:  J Clin Microbiol       Date:  1998-02       Impact factor: 5.948

4.  Chemical transformation and biological studies of marine sesquiterpene (S)-(+)-curcuphenol and its analogs.

Authors:  Waseem Gul; Nicholas L Hammond; Muhammad Yousaf; Jiangnan Peng; Andy Holley; Mark T Hamann
Journal:  Biochim Biophys Acta       Date:  2007-07-24

5.  Microbial and chemical transformation studies of the bioactive marine sesquiterpenes (S)-(+)-curcuphenol and -curcudiol isolated from a deep reef collection of the Jamaican sponge Didiscus oxeata.

Authors:  Khalid A El Sayed; Muhammad Yousaf; Mark T Hamann; Mitchell A Avery; Michelle Kelly; Peter Wipf
Journal:  J Nat Prod       Date:  2002-11       Impact factor: 4.050

6.  Antimicrobial, antiparasitic and cytotoxic spermine alkaloids from Albizia schimperiana.

Authors:  Volodymyr Samoylenko; Melissa R Jacob; Shabana I Khan; Jianping Zhao; Babu L Tekwani; Jacob O Midiwo; Larry A Walker; Ilias Muhammad
Journal:  Nat Prod Commun       Date:  2009-06       Impact factor: 0.986

7.  Synthesis of aromatic bisabolene natural products via palladium-catalyzed cross-couplings of organozinc reagents.

Authors:  James R Vyvyan; Celeste Loitz; Ryan E Looper; Cheryl S Mattingly; Emily A Peterson; Steven T Staben
Journal:  J Org Chem       Date:  2004-04-02       Impact factor: 4.354

  7 in total

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