Skip to main content
SpringerLink
Log in
Book cover

Alternative Solvents for Natural Products Extraction pp 205–219Cite as

Terpenes as Green Solvents for Natural Products Extraction

  • Chapter
  • First Online:

Part of the book series: Green Chemistry and Sustainable Technology ((GCST))

Abstract

This chapter presents a complete picture of current knowledge on useful and green bio-solvent “terpenes” obtained from aromatic plants and spices through a steam distillation procedure followed by a deterpenation process. Terpenes could be a successful substitute for petroleum solvents, such as dichloromethane, toluene, or hexane, for the extraction of natural products. This chapter provides the necessary theoretical background and some details about extraction using terpenes, the techniques, the mechanism, some applications, and environmental impacts. The main benefits are decreases in extraction times, the amount of energy used, solvents recycled, and CO2 emissions.

This is a preview of subscription content, log in via an institution.

Chapter
USD   29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD   39.99
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD   54.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD   54.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Learn about institutional subscriptions

References

  1. AFNOR (2000) Huiles essentielles, monographie relative aux huiles essentielles. Edition, Paris

    Google Scholar 

  2. Pharmacopée Européenne (1996) Conseil de l’Europe. Maisonneuve S.A. Editions, Sainte Ruffine

    Google Scholar 

  3. Diaz S, Espinosa S, Brignole EA (2005) Citrus oil deterpenation with supercritical fluids. Optimal process and solvent cycle design. J Supercrit Fluids 35:49–61

    Article  CAS  Google Scholar 

  4. Arce A, Pobudkowska A, Rordíguez O, Soto A (2007) Citrus essential oil terpenless by extraction using 1-ethyl-3-methylimidazolium ethylsulfate ionic liquid: effect of the temperature. Chem Eng J 133:213–218

    Article  CAS  Google Scholar 

  5. Danielski L, Brunner G, Schwänke C, Zetzl C, Hense H, Donoso JPM (2008) Deterpenation of mandarin (Citrus reticulata) peel oils by means of countercurrent multistage extraction and adsorption/desorption with supercritical CO2. J Supercrit Fluids 44:315–324

    Article  CAS  Google Scholar 

  6. Naves YR (1974) Technologie et Chimie des parfums Naturels. Masson & Cie, Paris

    Google Scholar 

  7. Raeissi S, Diaz S, Espinosa S, Peters CJ, Brignole EA (2008) Ethane as an alternative solvent for supercritical extraction of orange peel oils. J Supercrit Fluids 45:306–313

    Article  CAS  Google Scholar 

  8. Hansen CM (1967) The three dimensional solubility parameter – key to paint component affinities II. – dyes, emulsifiers, mutual solubility and compatibility, and pigments. J Paint Technol 39:505–510

    CAS  Google Scholar 

  9. Michel T, Destandau E, Elfakir C (2011) Evaluation of a simple and promising method for extraction of antioxidants from sea buckthorn (Hippophaërhamnoides L.) berries: pressurised solvent-free microwave assisted extraction. Food Chem 126:1380–1386

    Article  CAS  Google Scholar 

  10. Khan ZH, Abert Vian M, Maingonnat JF, Chemat F (2009) Clean recovery of antioxidant flavonoids from onions: optimising solvent free microwave extraction method. J Chromatogr A 1216:5077–5085

    Article  Google Scholar 

  11. Kronholm J, Hartonen K, Riekkola ML (2007) Analytical extractions with water at elevated temperatures and pressures. Trends Anal Chem 26:396–412

    Article  CAS  Google Scholar 

  12. Leveque J, Cravotto G (2006) Microwave, power ultrasound and ionic liquids, a new synergy in green chemistry. Chimia 8:313–320

    Article  Google Scholar 

  13. Scammells P, Scott J, Singer R (2005) Ionic liquids: the neglected issues. Aust J Chem 58:155–169

    Article  CAS  Google Scholar 

  14. Njoroge SM, Koaze H, Karanja PN, Sawamura M (2005) Essential oil constituents of three varieties of Kenyan sweet oranges (Citrus sinensis). Flav Fragr J 20:80–85

    Article  CAS  Google Scholar 

  15. Mira B, Blasco M, Berna A, Subirats S (1999) Supercritical CO2 extraction of essential oil from orange peel. Effect of operation conditions on the extract composition. J Supercrit Fluids 14:95–104

    Article  CAS  Google Scholar 

  16. Virot M, Tomao V, Ginies C, Visinoni F, Chemat F (2008) Green procedure with a green solvent for fats and oils’ determination Microwave–integrated Soxhlet using limonene followed by microwave Clevenger distillation. J Chromatogr A 1196–1197:147–152

    Article  Google Scholar 

  17. Virot M, Tomao V, Ginies C, Chemat F (2008) Total lipid extraction of food using d-limonene as an alternative to n-hexane. Chromatographia 68:311–313

    Article  CAS  Google Scholar 

  18. Mamidipally PK, Liu SX (2004) First approach on rice bran oil extraction using limonene. Eur J Lipid Sci Technol 106:122–125

    Article  CAS  Google Scholar 

  19. Liu SX, Mamidipally PK (2005) Quality comparison of rice bran oil extracted with d-limonene and hexane. Cereal Chem 82:209–215

    Article  CAS  Google Scholar 

  20. Veillet S, Tomao V, Ruiz K, Chemat F (2010) Green procedure using limonene in the Dean-Stark apparatus for moisture determination in food products. Anal Chim Acta 674:49–52

    Article  CAS  Google Scholar 

  21. Chemat-Djenni Z, Ferhat MA, Tomao V, Chemat F (2010) Carotenoid extraction from tomato using a green solvent resulting from orange processing waste. J Essent Oil Bear Plants 13:139–147

    Article  CAS  Google Scholar 

  22. Fernandez X, Chemat F (2012) La chimie des huiles essentielles – Tradition et innovation. Vuibert, Paris

    Google Scholar 

  23. Carrasco-Pancorbo A, Navas-Iglesias N, Cuadros-Rodríguez L (2009) From lipid analysis towards lipidomics, a new challenge for the analytical chemistry of the 21st century. Part I: modern lipid analysis. Trends Anal Chem 28(3):263–278

    Article  CAS  Google Scholar 

  24. Luque-García JL, Luque de Castro MD (2004) Ultrasound-assisted soxhlet extraction: an expeditive approach for solid sample treatment. Application to the extraction of total fat from oleaginous seeds. J Chromatogr A 1034:237–242

    Article  Google Scholar 

  25. Desvergne B, Michalik L, Wahli W (2006) Transcriptional regulation of metabolism. Physiol Rev 86:465–514

    Article  CAS  Google Scholar 

  26. Tsitouras PD, Gucciardo F, Salbe AD, Heward C, Harman SM (2008) High omega-3 fat intake improves insulin sensitivity and reduces CRP and IL6, but does not affect other endocrine axes in healthy older adults. Horm Metab Res 49:199–205

    Article  Google Scholar 

  27. Luque-García JL, Luque de Castro MD (2003) Extraction of polychlorinated biphenyls from soils by automated focused microwave-assisted Soxhlet extraction. J Chromatogr A 998(1–2):21–29

    Article  Google Scholar 

  28. Priego-Capote F, Luque de Castro MD (2005) Focused microwave-assisted Soxhlet extraction: a convincing alternative for total fat isolation from bakery products. Talanta 65(1):81–86

    CAS  Google Scholar 

  29. Virot M, Tomao V, Colnagui G, Visinoni F, Chemat F (2007) New microwave-integrated Soxhlet extraction: an advantageous tool for the extraction of lipids from food products. J Chromatogr A 1174(1–2):138–144

    Article  CAS  Google Scholar 

  30. Pu W, Zhang Q, Wang Y, Wang T, Li X, Ding L, Jiang G (2010) Evaluation of Soxhlet extraction, accelerated solvent extraction and microwave-assisted extraction for the determination of polychlorinated biphenyls and polybrominated diphenyl ethers in soil and fish samples. Anal Chim Acta 663(1):43–48

    Article  Google Scholar 

  31. Go-Woon J, Hee-Moon K, Byung-Soo C (2011) Characterization of wheat bran oil obtained by supercritical carbon dioxide and hexane extraction. J Ind Eng Chem 18(1):360–363

    Google Scholar 

  32. Eikani M, Fereshteh G, Homami S (2012) Extraction of pomegranate (Punica granatum L.) seed oil using superheated hexane. Food and Bioprod Process 90(1):32–36

    Article  CAS  Google Scholar 

  33. Bertouche S, Tomao V, Hellal A, Boutekedjiret C, Chemat F (2013) First approach on edible oil determination in oilseeds products using α-pinene. J Essent Oil Res 25(6):439–443

    Article  CAS  Google Scholar 

  34. ISO 659–1988 (E) (1988) Graines oléagineuses, détermination de la teneur en huile. International Organization for Standardization (ISO), Genève

    Google Scholar 

  35. Dejoye Tanzi C, Abert Vian M, Chemat F (2013) New procedure for extraction of algal lipids from wet biomass: a green clean and scalable process. Bioresour Technol 134:271–275

    Article  CAS  Google Scholar 

  36. Petkov G, Garcia G (2007) Which are fatty acids of the green alga Chlorella. Biochem Syst Ecol 35:281–285

    Article  CAS  Google Scholar 

  37. Plaza M, Santoyo S, Jaime L, Avalo B, Cifuentes A, Reglero G, García-Blairsy G, Señoráns FJ, Ibáñez E (2011) Comprehensive characterization of the functional activities of pressurized liquid and ultrasound-assisted extracts from Chlorella vulgaris. LWT- Food Sci Technol 46:245–253

    Article  Google Scholar 

  38. Dejoye Tanzi C, Abert Vian M, Ginies C, El maataoui M, Chemat F (2012) Terpenes as green solvents for extraction of oil from microalgae. Molecules 17:8196–8205

    Article  Google Scholar 

  39. AOCS Official Method Ja 2a-46 (1993) American Oil Chemist’ Society, Champaign

    Google Scholar 

  40. Hass U, Lund SP, Hougaard KS, Simonsen L (1999) Developmental neurotoxicity after toluene inhalation exposure in rats. Neurotoxicol Teratol 21:349–357

    Article  CAS  Google Scholar 

  41. Mc Williams ML, Chen GD, Fechter LD (2000) Low-level toluene alters the auditory function in guinea pigs. Toxicol Appl Pharmacol 1(167):18–29

    Article  Google Scholar 

  42. Bertouche S, Tomao V, Ruiz K, Hellal A, Boutekedjiret C, Chemat F (2012) First approach on moisture determination in food products using α-pinene as an alternative solvent for dean–stark distillation. Food Chem 134:602–605

    Article  CAS  Google Scholar 

  43. Andre CM, Larondelle Y, Evers D (2010) Dietary antioxidants and oxidative stress from a human and plant perspective: a review. Curr Nutr Food Sci 6:2–12

    Article  CAS  Google Scholar 

  44. Riccioni G, Mancini B, Di Ilio E, Bucciarelli T, D’Orazio N (2008) Titre. Eur Rev Med Pharmacol Sci 12:183–190

    CAS  Google Scholar 

  45. Snodderly M (1995) Evidence for protection against age-related macular degeneration by carotenoids and antioxidant vitamins. Am J Clin Nutr 62:1448S–1461S

    CAS  Google Scholar 

  46. Krichnavaruk S, Shotipruk A, Goto M, Pavasant P (2008) Supercritical carbon dioxide extraction of astaxanthin from Haematococcus pluvialis with vegetable oils as co-solvent. Biores Technol 99:5556–5560

    Article  CAS  Google Scholar 

  47. Sun M, Temelli F (2006) Supercritical carbon dioxide extraction of carotenoids from carrot using canola oil as a continuous co-solvent. J Supercrit Fluids 37:397–408

    Article  CAS  Google Scholar 

  48. Li Y, Fabiano-Tixier AS, Tomao V, Cravotto G, Chemat F (2013) Green ultrasound-assisted extraction of carotenoids based on the bio-refinery concept using sunflower oil as an alternative solvent. Ultrason Sonochem 20:12–18

    Article  Google Scholar 

  49. Castro-Puyana M, Herrero M, Urreta I, Mendiola JA, Cifuentes A, Ibáñez E, Suárez-Alvarez S (2013) Optimization of clean extraction methods to isolate carotenoids from the microalga Neochloris oleoabundans and subsequent chemical characterization using liquid chromatography tandem mass spectrometry. Anal Bioanal Chem 405:4607–4616

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Laboratoire des Sciences et Techniques de l’Environnement (LSTE), École Nationale Polytechnique, BP 182, El Harrach, 16200, Alger, Algérie

    Chahrazed Boutekedjiret

  2. Green Extraction Team, Université d’Avignon et des Pays de Vaucluse, INRA, UMR 408, F-84000, Avignon, France

    Maryline Abert Vian & Farid Chemat

Authors
  1. Chahrazed Boutekedjiret
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Maryline Abert Vian
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Farid Chemat
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Chahrazed Boutekedjiret .

Editor information

Editors and Affiliations

  1. Green Extraction Team, Université d’Avignon et des Pays de Vaucluse, Avignon, France

    Farid Chemat

  2. Green Extraction Team, Université d’Avignon et des Pays du Vaucluse, Avignon, France

    Maryline Abert Vian

Rights and permissions

Reprints and permissions

Copyright information

© 2014 Springer-Verlag Berlin Heidelberg

About this chapter

Cite this chapter

Boutekedjiret, C., Vian, M.A., Chemat, F. (2014). Terpenes as Green Solvents for Natural Products Extraction. In: Chemat, F., Vian, M. (eds) Alternative Solvents for Natural Products Extraction. Green Chemistry and Sustainable Technology. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-662-43628-8_9

Download citation

Publish with us

Policies and ethics

Search

Navigation