Method for the extraction and purification of shikimic acid

Information

  • Patent Application
  • 20070149805
  • Publication Number
    20070149805
  • Date Filed
    December 23, 2005
    19 years ago
  • Date Published
    June 28, 2007
    17 years ago
Abstract
Improved methods for producing shikimic acid and the use of sweetgum plant tissues in the production of shikimic acid.
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.


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 ‘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.
  • 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 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 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 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 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 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 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 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 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 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 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 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 chromatography with acetic acid elution.
  • 32. Shikimic acid 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 method of claim 32 wherein water is used as a solvent in said extraction process.
  • 34. The method of claim 32 wherein ethanol is used as a solvent in said extraction process.
  • 35. The method of claim 32 wherein methanol is used as a solvent in said extraction process.
  • 36. The method of claim 32 wherein an organic solvent is used as a solvent in said extraction process.
  • 37. The method of claim 32 wherein solvents used in said extraction process consist essentially of water.
  • 38. The method of claim 32 wherein said sweetgum plant tissue is selected substantially from a group consisting of sweetgum plant leaves and sweetgum fruit.
  • 39. The method 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 method 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 method 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 method 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 method 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 method of claim 32 further comprising the step, after said extraction, of purification of shikimic acid by adsorbent resin chromatography with water elution.
  • 45. The method of claim 32 further comprising the step, after said extraction, of purification of shikimic acid by chromatography with acetic acid elution.
  • 46. The method 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 chromatography with acetic acid elution.
  • 47. The method of claim 33 further comprising the step, after said extraction, of purification of shikimic acid by adsorbent resin chromatography with water elution.
  • 48. The method of claim 33 further comprising the step, after said extraction, of purification of shikimic acid by chromatography with acetic acid elution.
  • 49. The method 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 chromatography with acetic acid elution.
  • 50. The method of claim 36 further comprising the step, after said extraction, of purification of shikimic acid by adsorbent resin chromatography with water elution.
  • 51. The method of claim 36 further comprising the step, after said extraction, of purification of shikimic acid by chromatography with acetic acid elution.
  • 52. The method 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 chromatography with acetic acid elution.
  • 52. The method of claim 38 further comprising the step, after said extraction, of purification of shikimic acid by adsorbent resin chromatography with water elution.
  • 53. The method of claim 38 further comprising the step, after said extraction, of purification of shikimic acid by chromatography with acetic acid elution.
  • 54. The method 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 chromatography with acetic acid elution.
  • 55. The method of claim 39 further comprising the step, after said extraction, of purification of shikimic acid by adsorbent resin chromatography with water elution.
  • 56. The method of claim 39 further comprising the step, after said extraction, of purification of shikimic acid by chromatography with acetic acid elution.
  • 57. The method 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 chromatography with acetic acid elution.
  • 58. The method 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 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 chromatography with acetic acid elution.