Literature DB >> 30319309

Valorization of olive tree leaves: Extraction of oleanolic acid using aqueous solutions of surface-active ionic liquids.

Ana Filipa M Cláudio1,2, Alice Cognigni1, Emanuelle L P de Faria2, Armando J D Silvestre2, Ronald Zirbs3, Mara G Freire2, Katharina Bica1.   

Abstract

The global olive oil industry annually generates approximately 750,000-1,500,000 tons of Olea europaea leaves as waste that are typically burned for energy production. Yet, this agricultural by-product is a rich source of oleanolic acid, a high value triterpenic acid with outstanding pharmaceutical and nutraceutical activities. The present study focuses on the extraction of oleanolic acid from dried O. europaea leaves using aqueous solutions of surface-active ionic liquids as alternative solvents. A number of imidazolium-based ionic liquids with variable chain length, different anions and optional side-chain functionalization was synthesized and employed in the extraction of oleanolic acid. Ionic liquids with long alkyl chains remarkably enhance the solubility of oleanolic acid in water, thus being able to compete with the solubilities afforded by molecular organic solvents, such as chloroform. Consequently, they are suitable alternatives for the solid-liquid extraction of triterpenic acids from natural matrices and provide improved extraction yields of up to 2.5 wt% oleanolic acid extracted from olive tree leaves.

Entities:  

Keywords:  Aqueous solution; Biorefinery; Ionic liquids; Oleanolic acid; Solid-liquid extraction; Surface activity

Year:  2018        PMID: 30319309      PMCID: PMC6179138          DOI: 10.1016/j.seppur.2018.04.042

Source DB:  PubMed          Journal:  Sep Purif Technol        ISSN: 1383-5866            Impact factor:   7.312


  27 in total

1.  Structural studies of the phase, aggregation and surface behaviour of 1-alkyl-3-methylimidazolium halide + water mixtures.

Authors:  Ian Goodchild; Laura Collier; Sarah L Millar; Ivan Prokes; Jason C D Lord; Craig P Butts; James Bowers; John R P Webster; Richard K Heenan
Journal:  J Colloid Interface Sci       Date:  2006-11-29       Impact factor: 8.128

Review 2.  Oleanolic acid and ursolic acid: research perspectives.

Authors:  Jie Liu
Journal:  J Ethnopharmacol       Date:  2005-08-22       Impact factor: 4.360

3.  Aggregation behavior of aqueous solutions of ionic liquids.

Authors:  James Bowers; Craig P Butts; Pamela J Martin; Marcos C Vergara-Gutierrez; Richard K Heenan
Journal:  Langmuir       Date:  2004-03-16       Impact factor: 3.882

4.  Studies of selected plant raw materials as alternative sources of triterpenes of oleanolic and ursolic acid types.

Authors:  Radosław Kowalski
Journal:  J Agric Food Chem       Date:  2007-02-07       Impact factor: 5.279

5.  Fast and selective determination of triterpenic compounds in olive leaves by liquid chromatography-tandem mass spectrometry with multiple reaction monitoring after microwave-assisted extraction.

Authors:  N Sánchez-Avila; F Priego-Capote; J Ruiz-Jiménez; M D Luque de Castro
Journal:  Talanta       Date:  2008-10-31       Impact factor: 6.057

Review 6.  A review of natural and modified betulinic, ursolic and echinocystic acid derivatives as potential antitumor and anti-HIV agents.

Authors:  I Baglin; A-C Mitaine-Offer; M Nour; K Tan; C Cavé; M-A Lacaille-Dubois
Journal:  Mini Rev Med Chem       Date:  2003-09       Impact factor: 3.862

7.  Ursolic, oleanolic and betulinic acids: antibacterial spectra and selectivity indexes.

Authors:  Stéphane Fontanay; Marion Grare; Joséphine Mayer; Chantal Finance; Raphaël Emmanuel Duval
Journal:  J Ethnopharmacol       Date:  2008-09-12       Impact factor: 4.360

8.  Solubilization of oleanolic acid and ursolic acid by cosolvency.

Authors:  I J Jin; Y I Ko; Y M Kim; S K Han
Journal:  Arch Pharm Res       Date:  1997-06       Impact factor: 4.946

9.  Solubility studies of oleanolic acid and betulinic acid in aqueous solutions and plant extracts of Viscum album L.

Authors:  Sebastian Jäger; Karin Winkler; Uwe Pfüller; Armin Scheffler
Journal:  Planta Med       Date:  2007-02       Impact factor: 3.352

10.  Pentacyclic triterpene distribution in various plants - rich sources for a new group of multi-potent plant extracts.

Authors:  Sebastian Jäger; Holger Trojan; Thomas Kopp; Melanie N Laszczyk; Armin Scheffler
Journal:  Molecules       Date:  2009-06-04       Impact factor: 4.411

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  5 in total

1.  Purified Saponins in Momordica charantia Treated with High Hydrostatic Pressure and Ionic Liquid-Based Aqueous Biphasic Systems.

Authors:  Jing Ma; Hongkai Yang; Yajing Chen; Xiaoping Feng; Chunyu Wu; Fangyu Long
Journal:  Foods       Date:  2022-06-29

Review 2.  The Role of Ionic Liquids in the Pharmaceutical Field: An Overview of Relevant Applications.

Authors:  Sónia N Pedro; Carmen S R Freire; Armando J D Silvestre; Mara G Freire
Journal:  Int J Mol Sci       Date:  2020-11-05       Impact factor: 5.923

Review 3.  Plant Secondary Metabolites: An Opportunity for Circular Economy.

Authors:  Ilaria Chiocchio; Manuela Mandrone; Paola Tomasi; Lorenzo Marincich; Ferruccio Poli
Journal:  Molecules       Date:  2021-01-18       Impact factor: 4.411

Review 4.  Ursolic and Oleanolic Acids: Plant Metabolites with Neuroprotective Potential.

Authors:  Evelina Gudoityte; Odeta Arandarcikaite; Ingrida Mazeikiene; Vidmantas Bendokas; Julius Liobikas
Journal:  Int J Mol Sci       Date:  2021-04-27       Impact factor: 5.923

Review 5.  Paving New Roads Towards Biodiversity-Based Drug Development in Brazil: Lessons from the Past and Future Perspectives.

Authors:  Fernão Castro Braga
Journal:  Rev Bras Farmacogn       Date:  2021-09-17       Impact factor: 2.010

  5 in total

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