Literature DB >> 17962729

Bile acid scaffolds in supramolecular chemistry: the interplay of design and synthesis.

Anthony P Davis1.   

Abstract

Since early work in the 1980s, the bile acids have become well established as building blocks for supramolecular chemistry. The author's laboratory has specialised in converting cholic acid, the archetypal bile acid, into macrocyclic and acyclic receptors for anions and carbohydrates. This review highlights the synthetic aspects of this work, especially the use of modern synthetic methodology to perform less obvious structural transformations.

Entities:  

Mesh:

Substances:

Year:  2007        PMID: 17962729      PMCID: PMC6149150          DOI: 10.3390/12082106

Source DB:  PubMed          Journal:  Molecules        ISSN: 1420-3049            Impact factor:   4.411


  16 in total

1.  An extraction-based assay for neutral anionophores: the measurement of high binding constants to steroidal receptors in a nonpolar solvent.

Authors:  Alan J Ayling; Shay Broderick; John P Clare; Anthony P Davis; M Nieves Pérez-Payán; Maarit Lahtinen; Maija J Nissinen; Kari Rissanen
Journal:  Chemistry       Date:  2002-05-03       Impact factor: 5.236

2.  Steroidal ureas as enantioselective receptors for an N-acetyl alpha-amino carboxylate.

Authors:  Laura Siracusa; Fionn M Hurley; Stefan Dresen; Laurence J Lawless; M Nieves Pérez-Payán; Anthony P Davis
Journal:  Org Lett       Date:  2002-12-26       Impact factor: 6.005

3.  Chloride transport across vesicle and cell membranes by steroid-based receptors.

Authors:  Atanas V Koulov; Timothy N Lambert; Rameshwer Shukla; Mahim Jain; J Middleton Boon; Bradley D Smith; Hongyu Li; David N Sheppard; Jean-Baptiste Joos; John P Clare; Anthony P Davis
Journal:  Angew Chem Int Ed Engl       Date:  2003-10-20       Impact factor: 15.336

4.  The "triamino-analogue" of methyl allocholate; a rigid, functionalised scaffold for supramolecular chemistry.

Authors:  Khadga M Bhattarai; Vicente del Amo; Germinal Magro; Adam L Sisson; Jean-Baptiste Joos; Jonathan P H Charmant; Anob Kantacha; Anthony P Davis
Journal:  Chem Commun (Camb)       Date:  2006-05-15       Impact factor: 6.222

Review 5.  Development of synthetic membrane transporters for anions.

Authors:  Anthony P Davis; David N Sheppard; Bradley D Smith
Journal:  Chem Soc Rev       Date:  2006-10-23       Impact factor: 54.564

6.  Application of Combinatorial Procedures in the Search for Serine-Protease-Like Activity with Focus on the Acyl Transfer Step.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-01       Impact factor: 15.336

7.  Kinetic characterization of bile salt micelles.

Authors:  F M Menger; M J McCreery
Journal:  J Am Chem Soc       Date:  1974-01-09       Impact factor: 15.419

8.  Differentially-protected steroidal triamines; scaffolds with potential for medicinal, supramolecular, and combinatorial chemistry.

Authors:  Vicente del Amo; Laura Siracusa; Theodoros Markidis; Beatriz Baragaña; Khadga M Bhattarai; Marta Galobardes; Gregorio Naredo; M Nieves Pérez-Payán; Anthony P Davis
Journal:  Org Biomol Chem       Date:  2004-10-15       Impact factor: 3.876

9.  A New Generation of "Cholaphanes": Steroid-Derived Macrocyclic Hosts with Enhanced Solubility and Controlled Flexibility.

Authors:  Khadga M. Bhattarai; Anthony P. Davis; Justin J. Perry; Christopher J. Walter; Stephan Menzer; David J. Williams
Journal:  J Org Chem       Date:  1997-11-28       Impact factor: 4.354

10.  Substrate discrimination by cholapod anion receptors: geometric effects and the "affinity-selectivity principle".

Authors:  John P Clare; Alan J Ayling; Jean-Baptiste Joos; Adam L Sisson; Germinal Magro; M Nieves Pérez-Payán; Timothy N Lambert; Rameshwer Shukla; Bradley D Smith; Anthony P Davis
Journal:  J Am Chem Soc       Date:  2005-08-03       Impact factor: 15.419

View more
  9 in total

Review 1.  Role of the intestinal bile acid transporters in bile acid and drug disposition.

Authors:  Paul A Dawson
Journal:  Handb Exp Pharmacol       Date:  2011

2.  Regiochemical Effects on the Carbohydrate Binding and Selectivity of Flexible Synthetic Carbohydrate Receptors with Indole and Quinoline Heterocyclic Groups.

Authors:  Khushabu Thakur; Milan A Shlain; Mateusz Marianski; Adam B Braunschweig
Journal:  European J Org Chem       Date:  2021-09-12

Review 3.  Bile Acids Transporters of Enterohepatic Circulation for Targeted Drug Delivery.

Authors:  Robin Durník; Lenka Šindlerová; Pavel Babica; Ondřej Jurček
Journal:  Molecules       Date:  2022-05-05       Impact factor: 4.927

Review 4.  Bile acids: chemistry, physiology, and pathophysiology.

Authors:  Maria J Monte; Jose J G Marin; Alvaro Antelo; Jose Vazquez-Tato
Journal:  World J Gastroenterol       Date:  2009-02-21       Impact factor: 5.742

5.  Bis[3α,7α,12α-tris-(4-nitro-benzo-yloxy)-5β-cholan-24-yl] disulfide-ethyl acetate-n-hexane (4/4/1).

Authors:  Krzysztof Brzezinski; Aneta M Tomkiel; Zenon Lotowski; Jacek Morzycki; Zbigniew Dauter
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-12-11

6.  Pd- and Cu-catalyzed approaches in the syntheses of new cholane aminoanthraquinone pincer-like ligands.

Authors:  Nikolay V Lukashev; Gennadii A Grabovyi; Dmitry A Erzunov; Alexey V Kazantsev; Gennadij V Latyshev; Alexei D Averin; Irina P Beletskaya
Journal:  Beilstein J Org Chem       Date:  2017-03-20       Impact factor: 2.883

7.  Novel Semisynthetic Derivatives of Bile Acids as Effective Tyrosyl-DNA Phosphodiesterase 1 Inhibitors.

Authors:  Oksana V Salomatina; Irina I Popadyuk; Alexandra L Zakharenko; Olga D Zakharova; Dmitriy S Fadeev; Nina I Komarova; Jóhannes Reynisson; H John Arabshahi; Raina Chand; Konstantin P Volcho; Nariman F Salakhutdinov; Olga I Lavrik
Journal:  Molecules       Date:  2018-03-17       Impact factor: 4.411

8.  Stigmasterol-based novel low molecular weight/mass organic gelators.

Authors:  Jana Susteková; Pavel Drašar; David Saman; Zdeněk Wimmer
Journal:  Molecules       Date:  2011-11-08       Impact factor: 4.411

9.  Shortcut access to peptidosteroid conjugates: building blocks for solid-phase bile acid scaffold decoration by convergent ligation.

Authors:  Dieter Verzele; Sara Figaroli; Annemieke Madder
Journal:  Molecules       Date:  2011-12-07       Impact factor: 4.411

  9 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.