Processes for the extraction and purification of shikimic acid and the products of such processes

Information

  • Patent Application
  • 20070161818
  • Publication Number
    20070161818
  • Date Filed
    January 06, 2006
    18 years ago
  • Date Published
    July 12, 2007
    16 years ago
Abstract
Processes for producing shikimic acid through extraction from sweetgum, pine and cedar plant tissues and the shikimic acid produced by such processes.
Description

BRIEF DESCRIPTION OF THE DRAWINGS


FIG. 1 is a table illustrating the gradient condition of the mobile phase of HPLC analysis. The buffer solution was 0.01M K2HPO4, pH 2.5 adjusted by phosphoric acid.



FIG. 2 is a table illustrating the intra- and inter-day accuracy and precision of shikimic acid standard.



FIG. 3 is a table illustrating the mean (±s.e.) shikimic acid recoveries from fruit hulls following three extraction methods (mesic habitat, Nacogdoches, Tex., USA) (solvent: methanol) (%, dry wt).



FIG. 4 is a table illustrating the mean (±s.e.) shikimic acid recoveries from fruit hulls extracted on ASE 200 with different solvents (mesic habitat, Nacogdoches, Tex., USA) (%, dry wt).



FIG. 5 is a table illustrating the mean (±s.e.) shikimic acid recoveries from yellow leaves following two extraction methods (wet habitat, Nacogdoches, Tex., USA) (solvent: DI water) (%, dry wt).



FIG. 6 is a table illustrating the mean (±s.e.) shikimic acid recoveries from tissues of different species and varieties of Liquidambar (wet habitat, Nacogdoches, Tex., USA) (solvent: DI water) (%, dry wt).



FIG. 7 is a table illustrating the mean (±s.e.) shikimic acid recoveries from L. styraciflua trees from different habitats (Nacogdoches, Tex., USA) (solvent: DI water) (%, dry wt).



FIG. 8 is a table illustrating the mean (±s.e.) shikimic acid recoveries from L. styraciflua tissues following different extraction methods (%, dry wt).



FIG. 9 is a table illustrating the mean (±s.e.) shikimic acid recoveries from different aged leaves of L. styraciflua (Nacogdoches, Tex., USA) (solvent: DI water) (%, dry wt).



FIG. 10 is a table illustrating the mean (±s.e.) shikimic acid recoveries from leaves of parent tree and coppice offspring (mesic habitat, Nacogdoches, Tex., USA) (solvent: DI water) (%, dry wt).



FIG. 11 is a table illustrating the mean (±s.e.) shikimic acid recoveries from coppice trees following a prescribed burn (mesic habitat, Nacogdoches, Tex., USA) (solvent: DI water) (%, dry wt).



FIG. 12 is a graph illustrating the mean (±s.e.) shikimic acid recoveries from L. styraciflua fruit hulls at different extraction temperatures (mesic habitat, Nacogdoches, Tex., USA) (solvent: DI water) (%, dry wt).



FIG. 13 is table illustrating the recoveries of shikimic acid from L. styraciflua green leaves extracted with room temperature or boiling water (mesic habitat, Nacogdoches, Tex., USA) (solvent: DI water) (%, dry wt) FIG. 14 is a table illustrating the mean (±s.e.) shikimic acid recoveries of L. styraciflua fruit hulls extracted under different ASE conditions (mesic habitat, Nacogdoches, Tex., USA) (solvent: methanol) (%, dry wt).



FIG. 15 is a flow chart illustrating a simple and fast method for detecting shikimic acid from plant materials.



FIG. 16 is a graph illustrating the mean (±s.e.) shikimic acid recoveries in L. styraciflua green leaves (diamond) and L. styraciflua ‘Texas Star’ yellow leaves (triangle) at different extraction times at room temperature (21-23° C.) (wet habitat, Nacogdoches, Tex., USA) (solvent: DI water) (%, dry wt).



FIG. 17 is a table illustrating the mean (±s.e.) shikimic acid recoveries in L. styraciflua green leaves following agitation over different extraction times at room temperature (wet habitat, Nacogdoches, Tex., USA) (solvent: DI water) (%, dry wt).



FIG. 18 is a graph illustrating the mean (±s.e.) shikimic acid recoveries in L. styraciflua green leaves using different solvent volumes (wet habitat, Nacogdoches, Tex., USA) (solvent: DI water) (%, dry wt).



FIG. 19 is a table illustrating the mean (±s.e.) shikimic acid recoveries from yellow leaves of L. styraciflua ‘Texas Star’ (wet habitat, Nacogdoches, Tex., USA) (solvent: DI water) (%, dry wt).



FIG. 20 is a graph illustrating the elution curve of shikimic acid extract from yellow leaves of L. styraciflua ‘Texas star’ on ion exchange resin (Amberlite IRA-400) column (%, dry wt).



FIG. 21 is a schematic diagram for shikimic acid extraction from Liquidambar tissues.



FIG. 22 is table illustrating the recoveries of shikimic acid from L. styraciflua coppice following cutting extracted with room temperature or boiling water (wet habitat, Nacogdoches, Tex., USA) (solvent: DI water) (%, dry wt)



FIG. 23 is table illustrating the recoveries of shikimic acid from different trees of longleaf pine (Pinus palustris) extracted with room temperature or boiling water (Nacogdoches, Tex., USA) (solvent: DI water) (%, dry wt)



FIG. 24 is table illustrating the recoveries of shikimic acid from some other species of pines (Pinus) extracted with room temperature or boiling water (Nacogdoches, Tex., USA) (solvent: DI water) (%, dry wt)



FIG. 25 is table illustrating the recoveries of shikimic acid from different species and cultivars of cedars (Cedrus) extracted with room temperature or boiling water (dry habitat, Nacogdoches, Tex., USA) (solvent: DI water) (%, dry wt)



FIG. 26 is table illustrating the recoveries of shikimic acid from different families of conifers extracted with room temperature or boiling water (Nacogdoches, Tex., USA) (solvent: DI water) (%, dry wt).


Claims
  • 1. A method for the production of shikimic acid comprising the steps of: selecting a quantum of sweetgum plant tissue; andperforming an extraction process on said sweetgum plant tissue as a substrate; andcollecting shikimic acid produced by said extraction process.
  • 2. The method of claim 1 wherein water is used as a solvent in said extraction process.
  • 3. The method of claim 1 wherein ethanol is used as a solvent in said extraction process.
  • 4. The method of claim 1 wherein methanol is used as a solvent in said extraction process.
  • 5. The method of claim 1 wherein an organic solvent is used as a solvent in said extraction process.
  • 6. The method of claim 1 wherein solvents used in said extraction process consist essentially of water.
  • 7. The method of claim 1 wherein said sweetgum plant tissue is selected substantially from a group consisting of sweetgum plant leaves and sweetgum fruit.
  • 8. The method of claim 1 wherein said sweetgum plant tissue is harvested substantially from one or more plants chosen from a group consisting of: L. styraciflua L.;L. styraciflua L. cultivar‘Texas Star’;L. styraciflua L. cultivar‘rotundiloba’;L. formosana Hance;L. acalycina H. T. Chang;L. orientalis Mill;L. gummifera Salisb.;L. barbata Stokes;L. macrophylla Oersted;L. styraciflua var. mexicana (L.) Oersted;L. styraciflua suberosa Schwerin;Altingia Noronha;Semiliquidambar (H. T. Chang);Altingiaceae (Ickert-Bond et al. 2005); andCultivars of Liquidambar styraciflua L. comprising: ‘Texas Star’ (new cultivar, patent application in preparation)‘Rotundiloba’‘Andrew Hewson’‘Anja’‘Anneke’‘Aurea’‘Aurora’‘Aureo Marginata’‘Autumn Glow’‘Bratzman’‘Burgundy’‘Burgundy Flush’‘Cherokee’‘Clydesform’‘Corky’‘Festeri’‘Festival’‘Fremont’‘Globe’‘Goduzam’‘Golden Treasure’‘Grazam’‘Gum Ball’‘Hagen’‘Jennifer Carol’‘Joseph's Coat’‘Kia’‘Kirsten’‘Lane Roberts’‘Levis’‘Lollipop’‘Manon’‘Midwest Sunset’‘Moonbeam’‘Moraine’‘Naree’‘Oconee’‘Paarl’‘Palo Alto’‘Parasol’‘Pendiloba’‘Pendula’‘Penwood’‘Pieces of Eight’‘Silver King’‘Suberosa’‘Stared’‘Thea’‘Tirriki’‘Variegata’‘White Star’‘Worplesdon’; andCultivars of Liquidambar formosana Hance.
  • 9. The method of claim 2 wherein said sweetgum plant tissue is harvested substantially from one or more plants chosen from a group consisting of: L. styraciflua L.;L. styraciflua L. cultivar ‘Tex. Star’;L. styraciflua L. cultivar ‘rotundiloba’;L. formosana Hance;L. acalycina H. T. Chang;L. orientalis Mill;L. gummifera Salisb.;L. barbata Stokes;L. macrophylla Oersted;L. styraciflua var. mexicana (L.) Oersted;L. styraciflua suberosa Schwerin;Altingia Noronha;Semiliquidambar (H. T. Chang);Altingiaceae (Ickert-Bond et al. 2005); andCultivars of Liquidambar styraciflua L. comprising: ‘Texas Star’ (new cultivar, patent application in preparation)‘Rotundiloba’‘Andrew Hewson’‘Anja’‘Anneke’‘Aurea’‘Aurora’‘Aureo Marginata’‘Autumn Glow’‘Bratzman’‘Burgundy’‘Burgundy Flush’‘Cherokee’‘Clydesform’‘Corky’‘Festeri’‘Festival’‘Fremont’‘Globe’‘Goduzam’‘Golden Treasure’‘Grazam’‘Gum Ball’‘Hagen’‘Jennifer Carol’‘Joseph's Coat’‘Kia’‘Kirsten’‘Lane Roberts’‘Levis’‘Lollipop’‘Manon’‘Midwest Sunset’‘Moonbeam’‘Moraine’‘Naree’‘Oconee’‘Paarl’‘Palo Alto’‘Parasol’‘Pendiloba’‘Pendula’‘Penwood’‘Pieces of Eight’‘Silver King’‘Suberosa’‘Stared’‘Thea’‘Tirriki’‘Variegata’‘White Star’‘Worplesdon’; andCultivars of Liquidambar formosana Hance.
  • 10. The method of claim 3 wherein said sweetgum plant tissue is harvested substantially from one or more plants chosen from a group consisting of: L. styraciflua L.;L. styraciflua L. cultivar ‘Texas Star’;L. styraciflua L. cultivar ‘rotundiloba’;L. formosana Hance;L. acalycina H. T. Chang;L. orientalis Mill;L. gummifera Salisb.;L. barbata Stokes;L. macrophylla Oersted;L. styraciflua var. mexicana (L.) Oersted;L. styraciflua suberosa Schwerin;Altingia Noronha;Semiliquidambar (H. T. Chang);Altingiaceae (Ickert-Bond et al. 2005); andCultivars of Liquidambar styraciflua L. comprising: ‘Texas Star’ (new cultivar, patent application in preparation) ‘Rotundiloba’‘Andrew Hewson’‘Anja’‘Anneke’‘Aurea’‘Aurora’‘Aureo Marginata’‘Autumn Glow’‘Bratzman’‘Burgundy’‘Burgundy Flush’‘Cherokee’‘Clydesform’‘Corky’‘Festeri’‘Festival’‘Fremont’‘Globe’‘Goduzam’‘Golden Treasure’‘Grazam’‘Gum Ball’‘Hagen’‘Jennifer Carol’‘Joseph's Coat’‘Kia’‘Kirsten’‘Lane Roberts’‘Levis’‘Lollipop’‘Manon’‘Midwest Sunset’‘Moonbeam’‘Moraine’‘Naree’‘Oconee’‘Paarl’‘Palo Alto’‘Parasol’‘Pendiloba’‘Pendula’‘Penwood’‘Pieces of Eight’‘Silver King’‘Suberosa’‘Stared’‘Thea’‘Tirriki’‘Variegata’‘White Star’‘Worplesdon’; andCultivars of Liquidambar formosana Hance.
  • 11. The method of claim 4 wherein said sweetgum plant tissue is harvested substantially from one or more plants chosen from a group consisting of: L. styraciflua L.;L. styraciflua L. cultivar‘Texas Star’;L. styraciflua L. cultivar‘rotundiloba’;L. formosana Hance;L. acalycina H. T. Chang;L. orientalis Mill;L. gummifera Salisb.;L. barbata Stokes;L. macrophylla Oersted;L. styraciflua var. mexicana (L.) Oersted;L. styraciflua suberosa Schwerin;Altingia Noronha;Semiliquidambar (H. T. Chang);Altingiaceae (Ickert-Bond et al. 2005); andCultivars of Liquidambar styraciflua L. comprising: ‘Texas Star’ (new cultivar, patent application in preparation)‘Rotundiloba’‘Andrew Hewson’‘Anja’‘Anneke’‘Aurea’‘Aurora’‘Aureo Marginata’‘Autumn Glow’‘Bratzman’‘Burgundy’‘Burgundy Flush’‘Cherokee’‘Clydesform’‘Corky’‘Festeri’‘Festival’‘Fremont’‘Globe’‘Goduzam’‘Golden Treasure’‘Grazam’‘Gum Ball’‘Hagen’‘Jennifer Carol’‘Joseph's Coat’‘Kia’‘Kirsten’‘Lane Roberts’‘Levis’‘Lollipop’‘Manon’‘Midwest Sunset’‘Moonbeam’‘Moraine’‘Naree’‘Oconee’‘Paarl’‘Palo Alto’‘Parasol’‘Pendiloba’‘Pendula’‘Penwood’‘Pieces of Eight’‘Silver King’‘Suberosa’‘Stared’‘Thea’‘Tirriki’‘Variegata’‘White Star’‘Worplesdon’; andCultivars of Liquidambar formosana Hance.
  • 12. The method of claim 5 wherein said sweetgum plant tissue is harvested substantially from one or more plants chosen from a group consisting of: L. styraciflua L.;L. styraciflua L. cultivar‘Texas Star’;L. styraciflua L. cultivar‘rotundiloba’;L. formosana Hance;L. acalycina H. T. Chang;L. orientalis Mill;L. gummifera Salisb.;L. barbata Stokes;L. macrophylla Oersted;L. styraciflua var. mexicana (L.) Oersted;L. styraciflua suberosa Schwerin;Altingia Noronha;Semiliquidambar (H. T. Chang);Altingiaceae (Ickert-Bond et al. 2005); andCultivars of Liquidambar styraciflua L. comprising: ‘Texas Star’ (new cultivar, patent application in preparation)‘Rotundiloba’‘Andrew Hewson’‘Anja’‘Anneke’‘Aurea’‘Aurora’‘Aureo Marginata’‘Autumn Glow’‘Bratzman’‘Burgundy’‘Burgundy Flush’‘Cherokee’‘Clydesform’‘Corky’‘Festeri’‘Festival’‘Fremont’‘Globe’‘Goduzam’‘Golden Treasure’‘Grazam’‘Gum Ball’‘Hagen’‘Jennifer Carol’‘Joseph's Coat’‘Kia’‘Kirsten’‘Lane Roberts’‘Levis’‘Lollipop’‘Manon’‘Midwest Sunset’‘Moonbeam’‘Moraine’‘Naree’‘Oconee’‘Paarl’‘Palo Alto’‘Parasol’‘Pendiloba’‘Pendula’‘Penwood’‘Pieces of Eight’‘Silver King’‘Suberosa’‘Stared’‘Thea’‘Tirriki’‘Variegata’‘White Star’‘Worplesdon’; andCultivars of Liquidambar formosana Hance.
  • 13. The method of claim 1 further comprising the step, after said extraction, of purification of shikimic acid by adsorbent resin chromatography with water elution.
  • 14. The method of claim 1 further comprising the step, after said extraction, of purification of shikimic acid by ion exchange chromatography with acetic acid elution.
  • 15. The method of claim 1 further comprising the step, after said extraction, of first purification of shikimic acid by adsorbent resin chromatography with water elution, followed by second purification by ion exchange chromatography with acetic acid elution.
  • 16. The method of claim 2 further comprising the step, after said extraction, of purification of shikimic acid by adsorbent resin chromatography with water elution.
  • 17. The method of claim 2 further comprising the step, after said extraction, of purification of shikimic acid by ion exchange chromatography with acetic acid elution.
  • 18. The method of claim 2 further comprising the step, after said extraction, of first purification of shikimic acid by adsorbent resin chromatography with water elution, followed by second purification by ion exchange chromatography with acetic acid elution.
  • 19. The method of claim 5 further comprising the step, after said extraction, of purification of shikimic acid by adsorbent resin chromatography with water elution.
  • 20. The method of claim 5 further comprising the step, after said extraction, of purification of shikimic acid by ion exchange chromatography with acetic acid elution.
  • 21. The method of claim 5 further comprising the step, after said extraction, of first purification of shikimic acid by adsorbent resin chromatography with water elution, followed by second purification by ion exchange chromatography with acetic acid elution.
  • 22. The method of claim 7 further comprising the step, after said extraction, of purification of shikimic acid by adsorbent resin chromatography with water elution.
  • 23. The method of claim 7 further comprising the step, after said extraction, of purification of shikimic acid by ion exchange chromatography with acetic acid elution.
  • 24. The method of claim 7 further comprising the step, after said extraction, of first purification of shikimic acid by adsorbent resin chromatography with water elution, followed by second purification by ion exchange chromatography with acetic acid elution.
  • 25. The method of claim 8 further comprising the step, after said extraction, of purification of shikimic acid by adsorbent resin chromatography with water elution.
  • 26. The method of claim 8 further comprising the step, after said extraction, of purification of shikimic acid by ion exchange chromatography with acetic acid elution.
  • 27. The method of claim 8 further comprising the step, after said extraction, of first purification of shikimic acid by adsorbent resin chromatography with water elution, followed by second purification by ion exchange chromatography with acetic acid elution.
  • 28. The method of claim 1 wherein said sweetgum plant tissue is harvested substantially from one or more plants in the plant group of L. styraciflua L.
  • 29. The method of claim 28 further comprising the step, after said extraction, of purification of shikimic acid by adsorbent resin chromatography with water elution.
  • 30. The method of claim 28 further comprising the step, after said extraction, of purification of shikimic acid by ion exchange chromatography with acetic acid elution.
  • 31. The method of claim 28 further comprising the step, after said extraction, of first purification of shikimic acid by adsorbent resin chromatography with water elution, followed by second purification by ion exchange chromatography with acetic acid elution.
  • 32. A shikimic acid extract produced by process steps comprising: selecting a quantum of sweetgum plant tissue; andperforming an extraction process on said sweetgum plant tissue as a substrate; andcollecting shikimic acid produced by said extraction process.
  • 33. The extract of claim 32 wherein water is used as a solvent in said extraction process.
  • 34. The extract of claim 32 wherein ethanol is used as a solvent in said extraction process.
  • 35. The extract of claim 32 wherein methanol is used as a solvent in said extraction process.
  • 36. The extract of claim 32 wherein an organic solvent is used as a solvent in said extraction process.
  • 37. The extract of claim 32 wherein solvents used in said extraction process consist essentially of water.
  • 38. The extract of claim 32 wherein said sweetgum plant tissue is selected substantially from a group consisting of sweetgum plant leaves and sweetgum fruit.
  • 39. The extract of claim 32 wherein said sweetgum plant tissue is harvested substantially from one or more plants chosen from a group consisting of: L. styraciflua L.;L. styraciflua L. cultivar‘Texas Star’;L. styraciflua L. cultivar‘rotundiloba’;L. formosana Hance;L. acalycina H. T. Chang;L. orientalis Mill;L. gummifera Salisb.;L. barbata Stokes;L. macrophylla Oersted;L. styraciflua var. mexicana (L.) Oersted;L. styraciflua suberosa Schwerin;Altingia Noronha;Semiliquidambar (H. T. Chang);Altingiaceae (Ickert-Bond et al. 2005); andCultivars of Liquidambar styraciflua L. comprising: ‘Texas Star’ (new cultivar, patent application in preparation)‘Rotundiloba’‘Andrew Hewson’‘Anja’‘Anneke’‘Aurea’‘Aurora’‘Aureo Marginata’‘Autumn Glow’‘Bratzman’‘Burgundy’‘Burgundy Flush’‘Cherokee’‘Clydesform’‘Corky’‘Festeri’‘Festival’‘Fremont’‘Globe’‘Goduzam’‘Golden Treasure’‘Grazam’‘Gum Ball’‘Hagen’‘Jennifer Carol’‘Joseph's Coat’‘Kia’‘Kirsten’‘Lane Roberts’‘Levis’‘Lollipop’‘Manon’‘Midwest Sunset’‘Moonbeam’‘Moraine’‘Naree’‘Oconee’‘Paarl’‘Palo Alto’‘Parasol’‘Pendiloba’‘Pendula’‘Penwood’‘Pieces of Eight’‘Silver King’‘Suberosa’‘Stared’‘Thea’‘Tirriki’‘Variegata’‘White Star’‘Worplesdon’; andCultivars of Liquidambar formosana Hance.
  • 40. The extract of claim 33 wherein said sweetgum plant tissue is harvested substantially from one or more plants chosen from a group consisting of: L. styraciflua L.;L. styraciflua L. cultivar‘Texas Star’;L. styraciflua L. cultivar‘rotundiloba’;L. formosana Hance;L. acalycina H. T. Chang;L. orientalis Mill;L. gummifera Salisb.;L. barbata Stokes;L. macrophylla Oersted;L. styraciflua var. mexicana (L.) Oersted;L. styraciflua suberosa Schwerin;Altingia Noronha;Semiliquidambar (H. T. Chang);Altingiaceae (Ickert-Bond et al. 2005); andCultivars of Liquidambar styraciflua L. comprising: ‘Texas Star’ (new cultivar, patent application in preparation)‘Rotundiloba’‘Andrew Hewson’‘Anja’‘Anneke’‘Aurea’‘Aurora’‘Aureo Marginata’‘Autumn Glow’‘Bratzman’‘Burgundy’‘Burgundy Flush’‘Cherokee’‘Clydesform’‘Corky’‘Festeri’‘Festival’‘Fremont’‘Globe’‘Goduzam’‘Golden Treasure’‘Grazam’‘Gum Ball’‘Hagen’‘Jennifer Carol’‘Joseph's Coat’‘Kia’‘Kirsten’‘Lane Roberts’‘Levis’‘Lollipop’‘Manon’‘Midwest Sunset’‘Moonbeam’‘Moraine’‘Naree’‘Oconee’‘Paarl’‘Palo Alto’‘Parasol’‘Pendiloba’‘Pendula’‘Penwood’‘Pieces of Eight’‘Silver King’‘Suberosa’‘Stared’‘Thea’‘Tirriki’‘Variegata’‘White Star’‘Worplesdon’; andCultivars of Liquidambar formosana Hance.
  • 41. The extract of claim 34 wherein said sweetgum plant tissue is harvested substantially from one or more plants chosen from a group consisting of: L. styraciflua L.;L. styraciflua L. cultivar ‘Texas Star’;L. styraciflua L. cultivar‘rotundiloba’;L. formosana Hance;L. acalycina H. T. Chang;L. orientalis Mill;L. gummifera Salisb.;L. barbata Stokes;L. macrophylla Oersted;L. styraciflua var. mexicana (L.) Oersted;L. styraciflua suberosa Schwerin;Altingia Noronha;Semiliquidambar (H. T. Chang);Altingiaceae (Ickert-Bond et al. 2005); andCultivars of Liquidambar styraciflua L. comprising: ‘Texas Star’ (new cultivar, patent application in preparation)‘Rotundiloba’‘Andrew Hewson’‘Anja’‘Anneke’‘Aurea’‘Aurora’‘Aureo Marginata’‘Autumn Glow’‘Bratzman’‘Burgundy’‘Burgundy Flush’‘Cherokee’‘Clydesform’‘Corky’‘Festeri’‘Festival’‘Fremont’‘Globe’‘Goduzam’‘Golden Treasure’‘Grazam’‘Gum Ball’‘Hagen’‘Jennifer Carol’‘Joseph's Coat’‘Kia’‘Kirsten’‘Lane Roberts’‘Levis’‘Lollipop’‘Manon’‘Midwest Sunset’‘Moonbeam’‘Moraine’‘Naree’‘Oconee’‘Paarl’‘Palo Alto’‘Parasol’‘Pendiloba’‘Pendula’‘Penwood’‘Pieces of Eight’‘Silver King’‘Suberosa’‘Stared’‘Thea’‘Tirriki’‘Variegata’‘White Star’‘Worplesdon’; andCultivars of Liquidambar formosana Hance.
  • 42. The extract of claim 35 wherein said sweetgum plant tissue is harvested substantially from one or more plants chosen from a group consisting of: L. styraciflua L.;L. styraciflua L. cultivar‘Texas Star’;L. styraciflua L. cultivar‘rotundiloba’;L. formosana Hance;L. acalycina H. T. Chang;L. orientalis Mill;L. gummifera Salisb.;L. barbata Stokes;L. macrophylla Oersted;L. styraciflua var. mexicana (L.) Oersted;L. styraciflua suberosa Schwerin;Altingia Noronha;Semiliquidambar (H. T. Chang);Altingiaceae (Ickert-Bond et al. 2005); andCultivars of Liquidambar styraciflua L. comprising: ‘Texas Star’ (new cultivar, patent application in preparation)‘Rotundiloba’‘Andrew Hewson’‘Anja’‘Anneke’‘Aurea’‘Aurora’‘Aureo Marginata’‘Autumn Glow’‘Bratzman’‘Burgundy’‘Burgundy Flush’‘Cherokee’‘Clydesform’‘Corky’‘Festeri’‘Festival’‘Fremont’‘Globe’‘Goduzam’‘Golden Treasure’‘Grazam’‘Gum Ball’‘Hagen’‘Jennifer Carol’‘Joseph's Coat’‘Kia’‘Kirsten’‘Lane Roberts’‘Levis’‘Lollipop’‘Manon’‘Midwest Sunset’‘Moonbeam’‘Moraine’‘Naree’‘Oconee’‘Paarl’‘Palo Alto’‘Parasol’‘Pendiloba’‘Pendula’‘Penwood’‘Pieces of Eight’‘Silver King’‘Suberosa’‘Stared’‘Thea’‘Tirriki’‘Variegata’‘White Star’‘Worplesdon’; andCultivars of Liquidambar formosana Hance.
  • 43. The extract of claim 36 wherein said sweetgum plant tissue is harvested substantially from one or more plants chosen from a group consisting of: L. styraciflua L.;L. styraciflua L. cultivar‘Texas Star’;L. styraciflua L. cultivar‘rotundiloba’;L. formosana Hance;L. acalycina H. T. Chang;L. orientalis Mill;L. gummifera Salisb.;L. barbata Stokes;L. macrophylla Oersted;L. styraciflua var. mexicana (L.) Oersted;L. styraciflua suberosa Schwerin;Altingia Noronha;Semiliquidambar (H. T. Chang);Altingiaceae (Ickert-Bond et al. 2005); andCultivars of Liquidambar styraciflua L. comprising: ‘Texas Star’ (new cultivar, patent application in preparation)‘Rotundiloba’‘Andrew Hewson’‘Anja’‘Anneke’‘Aurea’‘Aurora’‘Aureo Marginata’‘Autumn Glow’‘Bratzman’‘Burgundy’‘Burgundy Flush’‘Cherokee’‘Clydesform’‘Corky’‘Festeri’‘Festival’‘Fremont’‘Globe’‘Goduzam’‘Golden Treasure’‘Grazam’‘Gum Ball’‘Hagen’‘Jennifer Carol’‘Joseph's Coat’‘Kia’‘Kirsten’‘Lane Roberts’‘Levis’‘Lollipop’‘Manon’‘Midwest Sunset’‘Moonbeam’‘Moraine’‘Naree’‘Oconee’‘Paarl’‘Palo Alto’‘Parasol’‘Pendiloba’‘Pendula’‘Penwood’‘Pieces of Eight’‘Silver King’‘Suberosa’‘Stared’‘Thea’‘Tirriki’‘Variegata’‘White Star’‘Worplesdon’; andCultivars of Liquidambar formosana Hance.
  • 44. The extract of claim 32 further comprising the step, after said extraction, of purification of shikimic acid by adsorbent resin chromatography with water elution.
  • 45. The extract of claim 32 further comprising the step, after said extraction, of purification of shikimic acid by ion exchange chromatography with acetic acid elution.
  • 46. The extract of claim 32 further comprising the step, after said extraction, of first purification of shikimic acid by adsorbent resin chromatography with water elution, followed by second purification by ion exchange chromatography with acetic acid elution.
  • 47. The extract of claim 33 further comprising the step, after said extraction, of purification of shikimic acid by adsorbent resin chromatography with water elution.
  • 48. The extract of claim 33 further comprising the step, after said extraction, of purification of shikimic acid by ion exchange chromatography with acetic acid elution.
  • 49. The extract of claim 33 further comprising the step, after said extraction, of first purification of shikimic acid by adsorbent resin chromatography with water elution, followed by second purification by ion exchange chromatography with acetic acid elution.
  • 50. The extract of claim 36 further comprising the step, after said extraction, of purification of shikimic acid by adsorbent resin chromatography with water elution.
  • 51. The extract of claim 36 further comprising the step, after said extraction, of purification of shikimic acid by ion exchange chromatography with acetic acid elution.
  • 52. The extract of claim 36 further comprising the step, after said extraction, of first purification of shikimic acid by adsorbent resin chromatography with water elution, followed by second purification by ion exchange chromatography with acetic acid elution.
  • 52. The extract of claim 38 further comprising the step, after said extraction, of purification of shikimic acid by adsorbent resin chromatography with water elution.
  • 53. The extract of claim 38 further comprising the step, after said extraction, of purification of shikimic acid by ion exchange chromatography with acetic acid elution.
  • 54. The extract of claim 38 further comprising the step, after said extraction, of first purification of shikimic acid by adsorbent resin chromatography with water elution, followed by second purification by ion exchange chromatography with acetic acid elution.
  • 55. The extract of claim 39 further comprising the step, after said extraction, of purification of shikimic acid by adsorbent resin chromatography with water elution.
  • 56. The extract of claim 39 further comprising the step, after said extraction, of purification of shikimic acid by ion exchange chromatography with acetic acid elution.
  • 57. The extract of claim 39 further comprising the step, after said extraction, of first purification of shikimic acid by adsorbent resin chromatography with water elution, followed by second purification by ion exchange chromatography with acetic acid elution.
  • 58. The extract of claim 32 wherein said sweetgum plant tissue is harvested substantially from one or more plants in the plant group of L. styraciflua L.
  • 59. The method of claim 28 further comprising the step, after said extraction, of purification of shikimic acid by adsorbent resin chromatography with water elution.
  • 60. The method of claim 28 further comprising the step, after said extraction, of purification of shikimic acid by ion exchange chromatography with acetic acid elution.
  • 61. The method of claim 28 further comprising the step, after said extraction, of first purification of shikimic acid by adsorbent resin chromatography with water elution, followed by second purification by ion exchange chromatography with acetic acid elution.
  • 62. A method for the production of shikimic acid comprising the steps of: selecting a quantum of pine tree plant tissue; andperforming an extraction process on said pine tree plant tissue as a substrate; andcollecting shikimic acid produced by said extraction process.
  • 63. The method of claim 62 wherein water is used as a solvent in said extraction process.
  • 64. The method of claim 62 wherein ethanol is used as a solvent in said extraction process.
  • 65. The method of claim 62 wherein methanol is used as a solvent in said extraction process.
  • 66. The method of claim 62 wherein an organic solvent is used as a solvent in said extraction process.
  • 67. The method of claim 62 wherein solvents used in said extraction process consist essentially of water.
  • 68. The method of claim 62 wherein said pine tree plant tissue is harvested from pine trees in a group consisting essentially of longleaf pine (Pinus palustris Mill.), loblolly pine (Pinus taeda L.), and shortleaf pine (Pinus echinata Mill.).
  • 69. The method of claim 62 wherein said pine tree plant tissue consists essentially of pine needles and cones.
  • 70. A shikimic acid extract produced by a process comprising the steps of: selecting a quantum of pine tree plant tissue; andperforming an extraction process on said pine tree plant tissue as a substrate; andcollecting shikimic acid produced by said extraction process.
  • 71. The extract of claim 70 wherein water is used as a solvent in said extraction process.
  • 72. The extract of claim 70 wherein ethanol is used as a solvent in said extraction process.
  • 73. The extract of claim 70 wherein methanol is used as a solvent in said extraction process.
  • 74. The extract of claim 70 wherein an organic solvent is used as a solvent in said extraction process.
  • 75. The extract of claim 70 wherein solvents used in said extraction process consist essentially of water.
  • 76. The extract of claim 70 wherein said pine tree plant tissue is harvested from pine trees in a group consisting essentially of longleaf pine (Pinus palustris Mill.), loblolly pine (Pinus taeda L.), and shortleaf pine (Pinus echinata Mill.).
  • 77. The extract of claim 70 wherein said pine tree plant tissue comprises pine needles.
  • 78. The extract of claim 70 wherein said pine tree plant tissue consists essentially of pine needles.
  • 79. A method for the production of shikimic acid comprising the steps of: selecting a quantum of cedar plant tissue; andperforming an extraction process on said cedar plant tissue as a substrate; andcollecting shikimic acid produced by said extraction process.
  • 80. The method of claim 79 wherein water is used as a solvent in said extraction process.
  • 81. The method of claim 79 wherein ethanol is used as a solvent in said extraction process.
  • 82. The method of claim 79 wherein methanol is used as a solvent in said extraction process.
  • 83. The method of claim 79 wherein an organic solvent is used as a solvent in said extraction process.
  • 84. The method of claim 79 wherein solvents used in said extraction process consist essentially of water.
  • 85. The method of claim 79 wherein said cedar plant tissue is harvested from cedar trees in a group consisting essentially of: Cedrus spp.;Cedrus deodara (Roxb.) Loud; andCedrus cultivars comprising: Cedrus atlantica ‘Albospica’Cedrus atlantica ‘Argentea Fast’Cedrus atlantica ‘Aurea’Cedrus atlantica ‘Cheltenham’Cedrus atlantica ‘Compacta’Cedrus atlantica ‘Fastigiata’Cedrus atlantica ‘Glauca’Cedrus atlantica ‘Glauca Pendula’Cedrus atlantica ‘Hillier's HB’Cedrus atlantica ‘Hillsboro’Cedrus atlantica ‘Horstmann’Cedrus atlantica ‘Lilliput’Cedrus atlantica ‘Mt.Saint Catherine’Cedrus atlantica ‘Pendula’Cedrus atlantica ‘Pyramidalis’Cedrus atlantica ‘Robusta’Cedrus atlantica ‘Rustic’Cedrus atlantica ‘Sapir Nymph’Cedrus atlantica ‘Silberspitz’Cedrus atlantica ‘Swan Island’Cedrus atlantica ‘Turkish Delight’Cedrus atlantica ‘Uwe’Cedrus brevifolia ‘Epsteinanum’Cedrus brevifolia ‘Hillier Compact’Cedrus brevifolia ‘Horizon’Cedrus brevifolia ‘Kenwith’Cedrus brevifolia ‘Trevoron’Cedrus deodara ‘Albo-Spica’Cedrus deodara ‘Aurea’Cedrus deodara ‘Aurea Pendula’Cedrus deodara ‘Aurea Well's Select’Cedrus deodara ‘Beaverton’Cedrus deodara ‘Blue Ball’Cedrus deodara ‘Blue Mountain WB’Cedrus deodara ‘Blue Snake’Cedrus deodara ‘Blue Triumph’Cedrus deodara ‘Creampuff’Cedrus deodara ‘Dawn Mist’Cedrus deodara ‘Deep Cove’Cedrus deodara ‘Descancio Dwarf’Cedrus deodara ‘Divinily Blue’Cedrus deodara ‘Eisregen’Cedrus deodara ‘Electra’Cedrus deodara ‘Emerald Spire’Cedrus deodara ‘Emerald Spreader’Cedrus deodara ‘Feelin Blue’Cedrus deodara ‘Gold Cascade’Cedrus deodara ‘Gold Cone’Cedrus deodara ‘Gold Gowa’Cedrus deodara ‘Gold Horizon’Cedrus deodara ‘Gold Mound’Cedrus deodara ‘Gold Nugget’Cedrus deodara ‘Harvest Gold’Cedrus deodara ‘Hollandia’Cedrus deodara ‘Kashimir’Cedrus deodara ‘Karl Fuchs’Cedrus deodara ‘Kelly Gold’Cedrus deodara ‘Klondike’Cedrus deodara ‘Lime Glow’Cedrus deodara ‘Little Fatso’Cedrus deodara ‘Mountain Beauty’Cedrus deodara ‘Mt. Buffalo’Cedrus deodara ‘Mylor’Cedrus deodara ‘Nana’Cedrus deodara ‘Nivea’Cedrus deodara ‘Pendula’Cedrus deodara ‘Polar Winter’Cedrus deodara ‘Prostrata’Cedrus deodara ‘Prostrate Beauty’Cedrus deodara ‘Pygmea’Cedrus deodara ‘Raywood's Contorted’Cedrus deodara ‘Raywoods Prost. DW’Cedrus deodara ‘Robusta’Cedrus deodara ‘Roman Candle’Cedrus deodara ‘Sampson’Cedrus deodara ‘Scott’Cedrus deodara ‘Shalimar’Cedrus deodara ‘Silver Mist’Cedrus deodara ‘Silver Spring’Cedrus deodara ‘Snow Sprite’Cedrus deodara ‘Twisted Growth’Cedrus deodara ‘Verticullata Glauca’Cedrus deodara ‘Vink's Gold’Cedrus deodara ‘Waverly Ridge’Cedrus deodara ‘White Imp’Cedrus deodara ‘Wiesemannii’Cedrus libani ‘Aurea Robusta’Cedrus libani ‘Beacon Hill’Cedrus libani ‘Blue Angel’Cedrus libani ‘Brevifolia’Cedrus libani ‘Comp De John’Cedrus libani ‘Fontaine’Cedrus libani ‘Glauca Pendula’Cedrus libani ‘Green Knight’Cedrus libani ‘Green Prince’Cedrus libani ‘Hedgehog’Cedrus libani ‘Home Park’Cedrus libani ‘Katere’Cedrus libani ‘Nana’Cedrus libani ‘Pampisford’Cedrus libani ‘Pendula’Cedrus libani ‘Purdue Hardy’Cedrus libani ‘Saint Catherine’Cedrus libani ‘Sargentii’Cedrus libani ‘Stenacoma’Cedrus libani ‘Taurus’ andCedrus libani ‘528 WRA’
  • 86. The method of claim 79 wherein said cedar plant tissue consists essentially of needles and stems.
  • 87. A shikimic acid extract produced by a process comprising the steps of: selecting a quantum of cedar plant tissue; andperforming an extraction process on said cedar plant tissue as a substrate; andcollecting shikimic acid produced by said extraction process.
  • 88. The extract of claim 87 wherein water is used as a solvent in said extraction process.
  • 89. The extract of claim 87 wherein ethanol is used as a solvent in said extraction process.
  • 90. The extract of claim 87 wherein methanol is used as a solvent in said extraction process.
  • 91. The extract of claim 87 wherein an organic solvent is used as a solvent in said extraction process.
  • 92. The extract of claim 87 wherein solvents used in said extraction process consist essentially of water.
  • 93. The extract of claim 87 wherein said cedar plant tissue is harvested from a group consisting essentially of: Cedrus spp.;Cedrus deodara (Roxb.) Loud; andCedrus cultivars comprising: Cedrus atlantica ‘Albospica’Cedrus atlantica ‘Argentea Fast’Cedrus atlantica ‘Aurea’Cedrus atlantica ‘Cheltenham’Cedrus atlantica ‘Compacta’Cedrus atlantica ‘Fastigiata’Cedrus atlantica ‘Glauca’Cedrus atlantica ‘Glauca Pendula’Cedrus atlantica ‘Hillier's HB’Cedrus atlantica ‘Hillsboro’Cedrus atlantica ‘Horstmann’Cedrus atlantica ‘Lilliput’Cedrus atlantica ‘Mt.Saint Catherine’Cedrus atlantica ‘Pendula’Cedrus atlantica ‘Pyramidalis’Cedrus atlantica ‘Robusta’Cedrus atlantica ‘Rustic’Cedrus atlantica ‘Sapir Nymph’Cedrus atlantica ‘Silberspitz’Cedrus atlantica ‘Swan Island’Cedrus atlantica ‘Turkish Delight’Cedrus atlantica ‘Uwe’Cedrus brevifolia ‘Epsteinanum’Cedrus brevifolia ‘Hillier Compact’Cedrus brevifolia ‘Horizon’Cedrus brevifolia ‘Kenwith’Cedrus brevifolia ‘Trevoron’Cedrus deodara ‘Albo-Spica’Cedrus deodara ‘Aurea’Cedrus deodara ‘Aurea Pendula’Cedrus deodara ‘Aurea Well's Select’Cedrus deodara ‘Beaverton’Cedrus deodara ‘Blue Ball’Cedrus deodara ‘Blue Mountain WB’Cedrus deodara ‘Blue Snake’Cedrus deodara ‘Blue Triumph’Cedrus deodara ‘Creampuff’Cedrus deodara ‘Dawn Mist’Cedrus deodara ‘Deep Cove’Cedrus deodara ‘Descancio Dwarf’Cedrus deodara ‘Divinily Blue’Cedrus deodara ‘Eisregen’Cedrus deodara ‘Electra’Cedrus deodara ‘Emerald Spire’Cedrus deodara ‘Emerald Spreader’Cedrus deodara ‘Feelin Blue’Cedrus deodara ‘Gold Cascade’Cedrus deodara ‘Gold Cone’Cedrus deodara ‘Gold Gowa’Cedrus deodara ‘Gold Horizon’Cedrus deodara ‘Gold Mound’Cedrus deodara ‘Gold Nugget’Cedrus deodara ‘Harvest Gold’Cedrus deodara ‘Hollandia’Cedrus deodara ‘Kashimir’Cedrus deodara ‘Karl Fuchs’Cedrus deodara ‘Kelly Gold’Cedrus deodara ‘Klondike’Cedrus deodara ‘Lime Glow’Cedrus deodara ‘Little Fatso’Cedrus deodara ‘Mountain Beauty’Cedrus deodara ‘Mt. Buffalo’Cedrus deodara ‘Mylor’Cedrus deodara ‘Nana’Cedrus deodara ‘Nivea’Cedrus deodara ‘Pendula’Cedrus deodara ‘Polar Winter’Cedrus deodara ‘Prostrata’Cedrus deodara ‘Prostrate Beauty’Cedrus deodara ‘Pygmea’Cedrus deodara ‘Raywood's Contorted’Cedrus deodara ‘Raywoods Prost. DW’Cedrus deodara ‘Robusta’Cedrus deodara ‘Roman Candle’Cedrus deodara ‘Sampson’Cedrus deodara ‘Scoft’Cedrus deodara ‘Shalimar’Cedrus deodara ‘Silver Mist’Cedrus deodara ‘Silver Spring’Cedrus deodara ‘Snow Sprite’Cedrus deodara ‘Twisted Growth’Cedrus deodara ‘Verticullata Glauca’Cedrus deodara ‘Vink's Gold’Cedrus deodara ‘Waverly Ridge’Cedrus deodara ‘White Imp’Cedrus deodara ‘Wiesemannii’Cedrus libani ‘Aurea Robusta’Cedrus libani ‘Beacon Hill’Cedrus libani ‘Blue Angel’Cedrus libani ‘Brevifolia’Cedrus libani ‘Comp De John’Cedrus libani ‘Fontaine’Cedrus libani ‘Glauca Pendula’Cedrus libani ‘Green Knight’Cedrus libani ‘Green Prince’Cedrus libani ‘Hedgehog’Cedrus libani ‘Home Park’Cedrus libani ‘Katere’Cedrus libani ‘Nana’Cedrus libani ‘Pampisford’Cedrus libani ‘Pendula’Cedrus libani ‘Purdue Hardy’Cedrus libani ‘Saint Catherine’Cedrus libani ‘Sargentii’Cedrus libani ‘Stenacoma’Cedrus libani ‘Taurus’andCedrus libani ‘528 WRA’
  • 94. The extract of claim 87 wherein said cedar plant tissue comprises needles and stems.
  • 95. The extract of claim 87 wherein said cedar plant tissue consists essentially of needles and stems.