IP Library Granted Patent US 9,809,564
Granted Patent B2
US 9,809,564 · App. 14/812,711 · Granted Nov 7, 2017

Thermal extraction method and product

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Quick Facts
Patent No.
US 9,809,564
App. No.
14/812,711
Granted
Nov 7, 2017
Kind
B2
Abstract

The present invention is related to a thermal extract of a plant material and methods of extraction thereof. The method of producing a thermal extract from a plant starting material by means of a thermal extraction of the starting material wherein the improvement consists in requiring smaller amounts of costly and/or toxic organic solvents for the extraction and partitioning steps.

Claims (31)

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.

2. The thermal extraction method of claim 1 , wherein said heating is sufficient to extract non-degraded 13-acetyl-9-dihydrobaccatin III.

3. The thermal extraction method of claim 1 , wherein the 13-acetyl-9-dihydrobaccatin III is concentrated 10-fold or more in the thermal extract relative to the starting biomass material.

4. The thermal extraction method of claim 1 , wherein said heating is sufficient to extract non-degraded paclitaxel.

5. The method of claim 1 , wherein said heating is to a temperature of from about 300° C. to about 550° C. for a residence time of less than about 2 seconds.

6. The method of claim 1 , wherein the at least one recovery unit comprises a device to collect the condensed thermal extract, and wherein the device is selected from the group consisting of a condenser, a demister, a fiber bed filter, and combinations thereof.

7. The thermal extraction method of claim 1 , wherein collecting the thermal extract comprises collecting a condensed vapor fraction and a liquid fraction.

8. The method of claim 1 , further comprising: treating the thermal extract with a partitioning solvent to selectively remove one or more taxanes.

9. The method of claim 1 , wherein the thermal extract further comprises: 7-epi-taxol, said 7-epi-taxol present in an amount that is approximately 10 times greater than the amount of paclitaxel.

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.

11. The thermal extraction method of claim 10 , wherein said heating is sufficient to extract non-degraded 7-epi-taxol.

12. The thermal extraction method of claim 10 , wherein the 7-epi-taxol is concentrated 10-fold or more in the thermal extract relative to the starting biomass material.

13. The thermal extraction method of claim 10 , wherein said heating is sufficient to extract non-degraded paclitaxel.

14. The method of claim 10 , wherein said heating is to a temperature of from about 300° C. to about 550° C. for a residence time of less than about 2 seconds.

15. The method of claim 10 , wherein the at least one recovery unit comprises a device to collect a liquid fraction from the vapor fraction, and wherein the device is selected from the group consisting of a condenser, a demister, a fiber bed filter, and combinations thereof.

16. The thermal extraction method of claim 10 , wherein collecting the thermal extract comprises collecting a condensed vapor fraction and a liquid fraction.

17. The method of claim 10 , further comprising: treating the thermal extract with a partitioning solvent to selectively remove one or more taxanes.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 5, 2021
From: PHARMATHERM CHEMICALS INC.
To: ENSYN RENEWABLES, INC.
Reel/Frame 057704/0092 →
RELEASE OF SECURITY INTEREST Recorded Sep 3, 2019
From: VENTURE LENDING & LEASING VII, INC.; VENTURE LENDING & LEASING VIII, INC.
To: ENSYN RENEWABLES, INC.
Reel/Frame 050257/0622 →
SECURITY INTEREST Recorded Jan 12, 2016
From: ENSYN RENEWABLES, INC.
To: VENTURE LENDING & LEASING VII, INC.; VENTURE LENDING & LEASING VIII, INC.
Reel/Frame 037470/0040 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 13, 2015
From: BOULARD, DAVID; GRAHAM, ROBERT G.; FREEL, BARRY A.
To: PHARMATHERM CHEMICALS INC.
Reel/Frame 036784/0388 →