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Q: soy isoflavones ( Answered,   1 Comment )
Question  
Subject: soy isoflavones
Category: Science > Chemistry
Asked by: dafna-ga
List Price: $100.00
Posted: 14 Jun 2002 12:35 PDT
Expires: 21 Jun 2002 12:35 PDT
Question ID: 26023
Extracting soy isoflavones before 1995

Request for Question Clarification by guillermo-ga on 16 Jun 2002 00:17 PDT
Hi, Dafna!!

I don’t seem to get the point of your question. Would you please be a
bit more explicit? What do you exactly want to know about soy
isoflavones?

Regards,

Guillermo
Answer  
Subject: Re: soy isoflavones
Answered By: aditya2k-ga on 16 Jun 2002 05:32 PDT
 
Hi dafna,


    I presume that you want to know if soy isoflavones have been
extracted before 1995. A bit of researching indicated that the first
extraction was more than 70 years ago.

    It has been known since 1931 that soybeans contain relatively high
concentrations of isoflavones (Walz 1931); genistein glycoside was
first isolated from soybeans almost 60 years ago (Walter 1941). An
appreciation of the hormonal potency of isoflavones became apparent
with the recognition in the mid-1940s that an infertility syndrome in
sheep was caused by the ingestion of clover containing high levels of
the related isoflavones formononetin and biochanin A (Bennetts et al.
1946). These two methoxylated isoflavones were metabolized by
intestinal bacteria to equol, a unique mammalian isoflavone that shows
much greater affinity for binding to estrogen receptors than do the
clover-derived isoflavones.
( Source :: http://www.soyfoods.com/3rdSoySymp/AbsorptionAndMet.html )

The above site has a lot of information on the subject you're looking
for.

Isoflavones occur predominantly as glycosides in plants and
consequently are highly polar (water-soluble) compounds (Walz 1931[]
). Comprehensive analyses of the isoflavone content of numerous soy
foods have been reported and generally indicate that most contain
0.1–3.0 mg/g of total isoflavone (Coward et al. 1993[] , Murphy 1982[]
). Soy germ products derived from the hypocotyledon provide one of the
most concentrated (>20 mg/g) sources of isoflavones.
( Source :: http://www.annieappleseedproject.org/sourofisab.html )


I hope this answer has been helpful. If not, please ask for a
clarification, and be a bit more specific. I'm not happy unless you
are. Thank you, and have a good day.

Cheers,
aditya2k.

Request for Answer Clarification by dafna-ga on 16 Jun 2002 10:48 PDT
Dear Adiay2k,

Thank you for the information. Since my position is a scientific
advisor to the company I am aware of the info you sent me. What I
really wanted to find out (and sorry about not being precise enough)
is alcohol extraction of soy isoflavones (all 12 isoflavones of
soy)before the year 1995. I need a scientifically based document as we
are going with this data to the court... (patent infringment by
another company).

BR and thank you,
Dafna

Clarification of Answer by aditya2k-ga on 17 Jun 2002 15:29 PDT
Hi dafna,


   Since you mentioned patent infringement, I browsed through the
patent database and found the following documents :


Process for obtaining genistin malonate and daidzin malonate 
http://patft.uspto.gov/netacgi/nph-Parser?Sect2=PTO1&Sect2=HITOFF&p=1&u=%2Fnetahtml%2Fsearch-bool.html&r=1&f=G&l=50&d=PALL&RefSrch=yes&Query=PN%2F5141746
Abstract
Genistin and daidzin malonates are obtained by extracting ground soya
bean with methanol or ethanol to obtain an extract. The extract is
buffered to a pH of 6 to 9 and then extracted with a water-immiscible
solvent. The aqueous phase is recovered, acidified to a pH of 2 to
5.4, and then extracted with a water-immiscible solvent. The organic
phase is recovered, neutralized to a pH of 6.8 to 7.2, and the
malonates are separated therefrom.


Aglucone isoflavone enriched vegetable protein fiber 
http://patft.uspto.gov/netacgi/nph-Parser?Sect1=PTO2&Sect2=HITOFF&u=/netahtml/search-adv.htm&r=62&f=G&l=50&d=PALL&s1=glycitein&p=2&OS=glycitein&RS=glycitein
Abstract
The present invention relates to an aglucone isoflavone enriched
vegetable protein fiber wherein a vegetable protein material is
extracted to form a slurry of protein, fiber and glucone isoflavones.
The pH of the slurry is adjusted to about 6 to 8 and the slurry
reacted with a beta glucosidase to convert the glucone isoflavones in
said slurry to aglucone isoflavones. The fiber fraction is then
recovered from the slurry by centrifugation or similar means to
provide an aglucone enriched fiber.


If you could provide me with the name of all the 12 isoflavones, I
could provide more information to you in a shorter period of time.
Comments  
Subject: Re: soy isoflavones
From: rogerman-ga on 01 Jul 2002 21:52 PDT
 
Hello dafna-ga
    The isoflavones in soyabean are usually present as the
glucosides(glucoside= a kind of sugar).The wellknown isoflavones
are genisteim,daidzein and their glucosides.The scientific document
relevant to the extraction of soyisoflavones is published in
  J.Agric.Food Chem  1993(year);41(vol);pp1961-67.The authors are
Coward,L,Barnes N.C et al.This paper talks about extraction of
isoflavones using alcohol and goes on to say that lower yields result
in using alcohol as the extractant.
 Some other papers are:  Anti thyroid isoflavones from the
soyabean---- Biochem.Pharmacol.54(vol);pp1087-1096;1997(year).
One more paper in ---Journal of the American Chemical
Society(JACS---63(vol);pp3273;1941(year)..
    The information on this was obtained from the following sites
www.westonaprice.org/soy/isoflavones.html
www.solbar.com/spe/health.htm

www.soyohio.org/health/diet/discovery.htm
www.thorne.com/altmedrev/soy3-5,html---
www.flax.com/newlibrary/FLAX.html
   I must mention that I was not able to obtain  any paper from the
last mentioned site,though I am sure it is there(gut feeling!)
 Best Luck

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