Literature DB >> 14703343

Facile synthesis, aggregation behavior, and cholesterol solubilization ability of avicholic acid.

Samrat Mukhopadhyay1, Uday Maitra.   

Abstract

[reaction: see text] Avicholic acid, a major constituent of the bile of several avian species, was synthesized in eight steps from readily available chenodeoxycholic acid in 9% overall yield using Breslow's remote functionalization strategy in a key step. Micelle formation and equilibrium cholesterol solubilization properties were studied for avicholate in aqueous solution.

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Year:  2004        PMID: 14703343     DOI: 10.1021/ol036073f

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Avicholic Acid: A Lead Compound from Birds on the Route to Potent TGR5 Modulators.

Authors:  Roberto Pellicciari; Antimo Gioiello; Paola Sabbatini; Francesco Venturoni; Roberto Nuti; Carolina Colliva; Giovanni Rizzo; Luciano Adorini; Mark Pruzanski; Aldo Roda; Antonio Macchiarulo
Journal:  ACS Med Chem Lett       Date:  2012-02-06       Impact factor: 4.345

2.  COMPLEX EVOLUTION OF BILE SALTS IN BIRDS.

Authors:  Lee R Hagey; Nicolas Vidal; Alan F Hofmann; Matthew D Krasowski
Journal:  Auk       Date:  2010-10       Impact factor: 0.735

3.  A new, major C27 biliary bile acid in the red-winged tinamou (Rhynchotus rufescens):25R-1beta, 3alpha,7alpha-trihydroxy-5beta-cholestan-27-oic acid.

Authors:  Lee R Hagey; Genta Kakiyama; Akina Muto; Takashi Iida; Kumiko Mushiake; Takaaki Goto; Nariyasu Mano; Junichi Goto; Cleida A Oliveira; Alan F Hofmann
Journal:  J Lipid Res       Date:  2008-11-14       Impact factor: 5.922

Review 4.  Bile Acid Synthesis: From Nature to the Chemical Modification and Synthesis and Their Applications as Drugs and Nutrients.

Authors:  Tanja M Šarenac; Momir Mikov
Journal:  Front Pharmacol       Date:  2018-09-25       Impact factor: 5.810

  4 in total

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