US 9,809,564 B2
Thermal extraction method and product
David Boulard, Gloucester (CA); Robert G. Graham, Ottawa (CA); and Barry A. Freel, Ottawa (CA)
Assigned to Pharmatherm Chemicals, Inc., Ottawa, Ontario (CA)
Filed by Pharmatherm Chemicals, Inc., Ottawa, Ontario (CA)
Filed on Jul. 29, 2015, as Appl. No. 14/812,711.
Application 14/812,711 is a continuation of application No. 12/295,916, previously published as PCT/CA2007/000535, filed on Apr. 2, 2007.
Claims priority of provisional application 60/788,045, filed on Apr. 3, 2006.
Prior Publication US 2016/0024037 A1, Jan. 28, 2016
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 305/14 (2006.01); A61K 36/00 (2006.01); A61K 36/13 (2006.01); C10B 49/22 (2006.01); C10C 5/00 (2006.01); C10B 53/02 (2006.01)
CPC C07D 305/14 (2013.01) [A61K 36/00 (2013.01); A61K 36/13 (2013.01); C10B 49/22 (2013.01); C10B 53/02 (2013.01); C10C 5/00 (2013.01); Y02E 50/14 (2013.01)] 17 Claims
 
1. A thermal extraction method, comprising:
i) preparing a diterpenoid-containing biomass starting material comprising a species of the genus Taxus or Austrotaxus, wherein the biomass is reduced in size to an average diameter of less than about 2 cm in its smallest dimension;
ii) introducing the reduced size biomass starting material into a thermal extraction system comprising a contained vessel, a heat source, and at least one recovery unit;
iii) heating the reduced size biomass starting material in the thermal extraction system to a temperature of from about 250° C. to about 650° C. for a residence time of less than about 30 seconds; and
iv) collecting a condensed thermal extract comprising:
a) paclitaxel; and
b) 13-acetyl-9-dihydrobaccatin III, said 13-acetyl-9-dihydrobaccatin III present in an amount that is approximately 10 times greater than the amount of paclitaxel,
wherein the thermal extraction method is exclusive of a solvent extraction.
 
10. A thermal extraction method, comprising:
i) preparing a diterpenoid-containing biomass starting material comprising a species of the genus Taxus or Austrotaxus, wherein the biomass is reduced in size to an average diameter of less than about 2 cm in its smallest dimension;
ii) introducing the reduced size biomass starting material into a thermal extraction system comprising a contained vessel, a heat source, and at least one recovery unit;
iii) heating the reduced size biomass starting material in the thermal extraction system to a temperature of from about 250° C. to about 650° C. for a residence time of less than about 30 seconds; and
iv) collecting a thermal extract comprising:
a) paclitaxel; and
b) 7-epi-taxol, said 7-epi-taxol present in an amount that is approximately 10 times greater than the amount of paclitaxel,
wherein the thermal extraction method is exclusive of a solvent extraction.