# US 2019/0314432 A1 · Method for extraction of an agent from a plant source

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- Number: US 2019/0314432 A1
- Document ID: US20190314432A1
- Status: Published application
- Kind: A1
- Application number: 16/338,280
- Filed: 2017-09-28
- Published: 2019-10-17
- Earliest claimed: 2016-09-29
- Assignees: Yissum Research Development Company of the Hebrew University of Jerusalem
- Applicants: Yissum Research Development Company of the Hebrew University of Jerusalem Ltd.
- Inventors: Nissim GARTI; Sharon GARTI LEVI; Rotem EDRI
- Web page: https://patentgrep.com/patent/US20190314432A1

## CPC

- A61K 36/05: Chlorophycota or chlorophyta (green algae), e.g. Chlorella
- A23L 33/105: Plant extracts, their artificial duplicates or their derivatives
- A61K 9/0014: {Skin, i.e. galenical aspects of topical compositions (non-active ingredients are additionally classified in A61K47/00; A61K9/0009, A61K9/0021, A61K9/7015, A61K9/7023 take precedence; cosmetic preparations A61K8/00, A61Q; preparations for wound dressings or bandages A61L26/00)}
- A61K 9/0053: {Mouth and digestive tract, i.e. intraoral and peroral administration}
- A61K 31/122: having the oxygen directly attached to a ring, e.g. quinones, vitamin K1, anthralin
- A61K 47/46: Ingredients of undetermined constitution or reaction products thereof, e.g. skin, bone, milk, cotton fibre, eggshell, oxgall or plant extracts
- A61K 2236/00: Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K 2236/33: involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones
- A61K 2236/35: Extraction with lipophilic solvents, e.g. Hexane or petrol ether
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A23L: FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF (preservation thereof A23B)

## Abstract

Provided are methods for extraction of various agents, e.g. active agent, from a plant source, specifically with the use of extraction formulations which are based on micellar liquid systems.

## Claims

### Claim 1

A process for extraction of a lipophilic agent from a plant source, the process comprising:
(a) obtaining a first mixture comprising a first quantity of a plant source containing the lipophilic agent and a first quantity of an extraction medium, the extraction medium comprising at least one oil, at least one hydrophilic surfactant, at least co-surfactant and optionally at least one co-solvent;
(b) homogenizing the first mixture; and
(c) separating the homogenized mixture into a biomass slurry and an agent-loaded medium.

### Claim 2 (depends on 1)

The process of claim 1, wherein the agent-loaded medium comprises between about 0.02 and 20 wt % of the lipophilic agent.

### Claim 3 (depends on 1)

The process of claim 1, wherein the homogenization of step (b) is carried out in at least one condition selected from (i) a period of time of between about 1 minute and about 120 minutes, (ii) at a pressure of between about 500 and 6,000 psi, and (iii) at a temperature of between about 5 and about 70° C.

### Claim at position 4

-9. (canceled)

### Claim 10 (depends on 1)

The process of claim 1, wherein the weight ratio (wt/wt) of plant source to said first quantity of system is between 1:5 and 1:80.

### Claim 11 (depends on 1)

The process of claim 1, further comprising:
(d) mixing the biomass slurry with a second quantity of the extraction medium to obtain a second mixture;
(e) homogenizing the second mixture; and
(f) separating the second mixture into biomass slurry and agent-loaded medium.

### Claim 12

(canceled)

### Claim 13 (depends on 1)

The process of claim 1, further comprising:
(d′) mixing the agent-loaded medium with a second quantity of the plant source to obtain a second mixture;
(e′) homogenizing the second mixture; and
(f′) separating the second mixture into biomass slurry and highly agent-loaded medium.

### Claim 14

(canceled)

### Claim 15 (depends on 1)

The process of claim 1, wherein said at least one oil is selected from essential oils, D-limonene, mineral oil, paraffinic oils, phospholipids, polar lipids, squalenes, spingomelines, waxes, vegetable oils, glycerides, triglycerides, fatty acids and esters of fatty acids, and liquid hydrocarbons, wherein said at least one oil being present in the microemulsion at an amount of between about 0.5 and 20 wt %.

### Claim 16 (depends on 1)

The process of claim 1, wherein said at least one hydrophilic surfactant is selected from Solutol HS15, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monopalmitate, polyoxyethylene sorbitan monooleate, and polyoxyeyhylene esters of saturated and unsaturated castor oil, ethoxylated monglycerol esters, ethoxylated fatty acids, ethoxylated fatty acids of short, medium and long chain fatty acids, wherein said at least one hydrophilic surfactant being present in the microemulsion at an amount of between about 30 and 85 wt %.

### Claim 17 (depends on 1)

The process of claim 1, wherein said at least one co-surfactant is selected from polypropylene glycol, polyethylene glycol, sorbitol, xylitol, PEG 200, PEG 400 and PEG 600, wherein said at least one co-surfactant being present in the microemulsion at an amount of between about 1 and 50 wt %.

### Claim 18 (depends on 1)

The process of claim 1, wherein the extraction medium further comprises at least one phospholipid, in an amount of between about 1 and 10 wt % of phospholipids; and/or at least one solvent, wherein the extraction medium comprises between about 0.1 and 25 wt % of said solvent.

### Claim at position 14

-20. (canceled)

### Claim 21 (depends on 1)

The process of claim 1, wherein the extraction medium is essentially free of water.

### Claim at position 16

-25. (canceled)

### Claim 26 (depends on 1)

The process of claim 1, wherein the lipophilic agent to be extracted is selected from astaxanthin, lycopene, beta-carotene, lutein, eugenol, piperin, anthocyanins, betain, oleuropein, trimyristin, curcumin, capsaicin, gossipol, rosmanol, chlorogenig acid, cynamaldehyde, flavones, caffeine, isoflavone, tocopherol, omega fatty acids (including DHA and EPA), chlorogenic acid, caffeic acid, niacin, nicotinamide, falvanoids, cineole, borneol, thujone, carnosol, carnosic acid, fumaric acid, behenic acid; and any of their triglycerides, or esters of long chain fatty acids.

### Claim 27 (depends on 1)

The process of claim 1, wherein the plant source is an algae or a microalgae.

### Claim 28 (depends on 27)

The process of claim 27, wherein the microalgae is Haematococcus pluvialis and the lipophilic agent is astaxanthin.

### Claim 29

(canceled)

### Claim 30

An extraction medium for extraction of a lipophilic agent from a plant source containing said lipophilic agent, comprising at least one oil, at least one hydrophilic surfactant, and at least one co-surfactant, the microemulsion optionally further comprising at least one phospholipid and/or at least one solvent.

### Claim 31 (depends on 30)

The extraction medium of claim 30, being substantially devoid of water.

### Claim 32

(canceled)

### Claim 33 (depends on 30)

The extraction medium of claim 30, wherein said at least one oil is selected from essential oils, terpenes, D-limonene, mineral oil, paraffinic oils, phospholipids, polar lipids, squalenes, spingomelines, waxes, vegetable oils, glycerides, triglycerides, fatty acids and esters of fatty acids, and liquid hydrocarbons, wherein said at least one oil being present in the extraction medium at an amount of between about 0.5 and 20 wt %.

### Claim 34 (depends on 30)

The extraction medium of claim 30, wherein said at least one hydrophilic surfactant is selected from Solutol HS15, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monopalmitate, polyoxyethylene sorbitan monooleate, and polyoxyeyhylene esters of saturated and unsaturated castor oil, ethoxylated monglycerol esters, ethoxylated fatty acids, ethoxylated fatty acids of short, medium and long chain fatty acids, wherein said at least one hydrophilic surfactant being present in the extraction medium at an amount of between about 30 and 85 wt %.

### Claim 35 (depends on 30)

The extraction medium of claim 30, wherein said at least one co-surfactant is selected from polypropylene glycol, polyethylene glycol, sorbitol, xylitol, PEG 200, PEG 400 and PEG 600, wherein said at least one co-surfactant being present in the extraction medium at an amount of between about 1 and 50 wt %.

### Claim 36 (depends on 30)

The extraction medium of claim 30, wherein the extraction medium further comprises at least one phospholipid, in an amount of between about 1 and 10 wt % of phospholipids; and/or at least one solvent in an amount of between about 0.1 and 25 wt %.

### Claim at position 28

-39. (canceled)

### Claim 40 (depends on 30)

A lipophilic agent loaded medium comprising the extraction medium of claim 30 and at least 0.1 wt % of the lipophilic agent loaded into the extraction medium.

### Claim 41 (depends on 40)

A composition comprising the lipophilic agent loaded-medium of claim 40, the composition being selected from a food composition, a food supplement composition, a nutraceutical composition, a cosmetic composition and a pharmaceutical composition.

### Claim at position 31

-47. (canceled)
