Browse Prior Art Database

The process for extracting secoisolariciresinol diglucoside oligomer from flaxseed

IP.com Disclosure Number: IPCOM000006769D
Publication Date: 2002-Jan-30
Document File: 5 page(s) / 19K

Publishing Venue

The IP.com Prior Art Database

Related People

Takeshi Ikeda: INVENTOR

Abstract

This document is described for extraction and purification of secoisolariciresinol diglucoside (SDG) oligomer from flaxseed. The beneficial effect of SDG was well known. SDG and its mammalian lignan metabolites produced by the intestinal microflora were reported to enhance health by having phytoestrogenic, anticarcinogenic and antiatherosclerotic effects (Axelson et al., Nature 1982 Vol. 298, 659-660). The preventive effects of SDG for breast, prostate, and colon cancer were described elsewhere (Thompson et al., Nutr. Cancer 1996 Vol. 26, 159-165). It is exist that a patent, International Publication No. WO96/30468, described for base-catalysed hydrolysis of SDG oligomer of flaxseed and extracting SDG monomer therefrom. However, SDG oligomer is suitable for natural organic foods depending on avoidance of chemical reaction. Furthermore, SDG oligomer probably includes b-hydroxy-b-methylglutaric acid (HMG) and the joint bioavailability of the SDG and HMG in flaxseed may be preferable to SDG alone (Ford et al., J. Nat. Prod. 2001 Vol.64, 1388-1397). Effective and industrial extracting process for SDG oligomer has been desired. It is, therefore, the main object of the present description to provide an improved process for extracting SDG oligomer from flaxseed, in which water-soluble organic solvents, especially acetone, are used in extraction for not only in large quantities but also inexpensive . The process comprises contacting a substantially oil-free flaxseed meal with water-soluble organic solvents, e.g. a mixture of acetone with water, to extract SDG oligomer and other phenolic derivatives into the solvent and separating residual solids from the solvent containing SDG oligomer. The solvent is concentrated by removing solvent therefrom and the extract containing SDG oligomer is obtained. Thereafter, the extract is suspended a water-soluble organic solvent with water, e.g. about 20-30% acetone, and adsorbed by synthetic adsorb resin. The adsorbed substance are eluted with a water-soluble organic solvent, e.g. acetone, and obtained SDG oligomer at a purity about 28-30%.

This text was extracted from a PDF file.
This is the abbreviated version, containing approximately 100% of the total text.

Page 1 of 5

2002.1.30.

Page 2 of 5

(SDG)

SDG

SDG

National Cancer

Institute of USA

Thompson

       (Proc. 55th Flax Institute of the U.S.A. 1994, Fargo, ND, 46-50) (WO 96/30468) SDG SDG SDG SDG

ODS

SDG

SDG

SDG hydroxymethylglutaryl SDG

Ford (J. Nat. Prod. 2001, 64, 1388-1397)

SDG

SDG

SDG

SDG

SDG

Page 3 of 5

1 SDG *

SDG ( )

12.1

14.3

( )

11.8

12.0

1.42

12.2

11.7

SDG ( )

1.48

1.67

* 50 100

1. SDG SDG 20 80 50 100

                     60 90 70 80 5 30

50 100

                        10 30 60 90 10 20 70 90 2 : 1 40 : 1 5 : 1 20 : 1

1 12 1 7 1 3

2. SDG

20 80 50 100

60 90 70 80

5 30

50 100
10 30
60 90 15 25

70 90 2 : 1 40 : 1 5 : 1 20 : 1

1 12 1 7 1 3 SDG

Page 4 of 5

3. SDG

1 2

0.001mM 0.1M

50 100 50 100

60 90 60 90

70 90 70 90

1

200g 70 1L 3 70 80 20 400 30

   [ HP-20 400ml] 400ml/hr 800ml 1200ml 80 400ml/hr SDG

SDG 29.8 6.05g

2

200g 70 1L 3 70 80 20 400 30

   [ HP-20 200ml] 200ml/hr 400ml 600ml 80 200ml/hr SDG

SDG 31.6 6.11g

3

200g 70 1L 3 70 80 20 400 30

   [ SP-70 400ml] 200ml/hr 800ml 1200ml 80 800ml/hr SDG

Page 5 of 5

SDG 28.8 6.01g

4

200g 70 1L 3 70 80 20 400 30

  [ SP-825 200ml] 500ml/hr 400ml 600ml 80 200ml/hr SDG

SDG 28.1 6.10g

5

 200g 70 1L 3 70 80 20 400 30 [ HP-20 200ml] 500ml/hr 400ml 1500ml 90

200ml/hr SDG

SDG 25.1
5.80g

6

 200g 70 1L 3 70 80 400 30 [ HP-20 200ml] 500ml/hr

600ml 90

200ml/hr SDG

SDG 20.1 5.40g

SDG SDG SDG