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Medical Forum / General / Nutrition / March 2008

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Level of Oxidized Cholesterol in Various Foods

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jay - 02 Feb 2008 01:01 GMT
From http://www.blackwell-synergy.com/doi/abs/10.1111/j.1365-2621.1985.tb10494.x

Following old abstract indicates some foods which have oxidized
cholesterols. Does anyone have reference to newer data?

A method was developed for the rapid, accurate analysis of C-7 oxdized
cholesterol derivatives (C-7 OCDs) in muscle and other foods. The
method avoids saponification. Total lipid extracts were fractionated
on silica gel columns to concentrate trace sterol oxides from
triglycerides, cholesterol, and phospholipids. Sterol oxides in
eluates were quantified by normal-phase high performance liquid
chromatography. Recoveries of C-7 OCDs added to beef approached 100%.
Pancake mix, French fries, and organ product "concentrates" sold in
health food stores contained from 1 to 70 ppm of C-7 OCDs (7-keto, 7α-
hydroxy and 7β-hydroxycholesterol), but none could be detected in raw
beef, fried chicken, cooked hamburger, beef jerky or liver sausage.
jay - 02 Feb 2008 01:39 GMT
From http://www.scielo.cl/scielo.php?pid=S0716-97602003000300002&script=sci_arttext

A newer report with levels of oxidized cholesterol:

OXYSTEROLS IN COMMONLY CONSUMED FOODS

It has been estimated that approximately 1% of the cholesterol
consumed in a mixed Western diet is oxidized cholesterol (van de
Bovenkamp et al., 1988). Dietary sources of oxysterols are cholesterol-
rich foods, such as dairy, processed eggs, and meat products.
Cholesterol containing foods, when subjected to high temperatures
during manufacture and/or processing may form variable amounts of
oxysterols, depending on the analytical method applied for their
identification, as was discussed above. The most commonly detected
oxysterols in foods are the major products of cholesterol oxidation: 7
a-hydroxycholesterol, 7 ß-hydroxycholesterol, a-epoxycholesterol, ß-
epoxycholesterol, and 7-ketocholesterol, which can be found in amounts
ranging from nano gr to mg/gr of sample (Sander et al., 1989;
Paniangvait, et al., 1995).

Eggs and egg-derived products
Foods that are naturally characterized by high cholesterol content are
major sources of oxysterols when processed, such as eggs and egg-
derived products. An average egg contains 200-220 mg cholesterol,
which is about twice the cholesterol content of butter and freeze-
dried meat products, and about 5-10 times more cholesterol than is
found in most dairy products. Dried whole egg or dried egg yolk, but
not fresh egg yolk, are significant sources of oxysterols when used in
the manufacture of convenience foods (Missler et al., 1985; Galobart
et al., 2002). Oxysterol content of eggs (dehydrated, dried) are in
the range of 0.05-1.50 ug/g, and for egg-yolk (dehydrated or dried)
amounts are 15-120 ug/g (Morgan & Armstrong, 1992). Irradiation
applied to the control of Salmonella considerably increases the amount
of oxysterols in egg yolk powder from 10 ug/g to 470 ug/g on average
(Du & Ahn, 2000).

Dairy products
Several dairy products and milk powder are reported to contain
oxidized cholesterol after processing (Dionisi et al., 1998). The
oxysterols found in these products are the same as those in processed
eggs. However, fresh milk contains 0 or only trace amounts of
cholesterol oxides, which means that processing (e.g high temperature)
is the main source of oxysterols (Angulo et al., 1997). Other milk-
derived products such as cheeses, yogurt, and evaporated milk, contain
very low amounts of cholesterol oxides. The oxysterol content of milk
powder is in the range 1.0-2.5 ug/g. Dehydrated cheese has 8-15 ug/g;
skimmed milk powder, 0.01-0.1 ug/g; and whole milk powder, 0.2-0.8 ug/
g (Paniangvait et al., 1995). The amount of oxysterols present in
these products depends on the processing temperature and the length of
the storage period (Nourooz-Zadeh & Appelqvist, 1988).

Meat and meat-derived products
The mean lipid content of lean meat is 10%, wet weight basis, of which
triglycerides and phospholipids are major components and cholesterol
is a lesser component, ranging from 50 to 89 mg. The main source of
oxysterols in meats (from bovine, poultry and porcine origin) is heat
processing, mainly over-heating. Fresh meat and fresh meat products
contain 0 or trace amounts of cholesterol oxides. Oxysterols contained
in cooked meat range from 180-1900 ug/g (Paniangvait et al., 1995).

Other food products
It has been proposed that frying in animal/vegetable oils is an major
source of oxysterol in the Western diet. The primary target are French
fried potatoes, which together to other deep-fried foods cooked in
animal/vegetable fat are considered the main source of oxysterols in
the U.S. and Latin America. The oxysterol content of potatoes fried in
tallow or vegetable/animal oil may be in the range of 1.4 mg/g to 16.7
mg/g, depending on the origin and/or the animal fat content of the
frying oil (Paniangvait et al., 1995).
monty1945@lycos.com - 03 Feb 2008 05:49 GMT
Keep in mind that small amounts are not likely a problem - the bigger
problem is eating biochemically unstable foods, which lead to
oxidation inside your body.  So if you have some cheese, for example,
and it's very slowly oxidizing, that's not nearly as big a problem as
cooked meat that is rapidly undergoing oxidation (relative to the
cheese).  You can leave food out on your counter over the course of a
few days to see how it "spoils."  The rancidity should be easy to
detect - the experiments of others may not be as illuminating.
Marshall Price - 17 Mar 2008 09:49 GMT
> From http://www.scielo.cl/scielo.php?pid=S0716-97602003000300002&script=sci_arttext
>
> A newer report with levels of oxidized cholesterol:
>
> OXYSTEROLS IN COMMONLY CONSUMED FOODS

snip

> Eggs and egg-derived products

> Foods that are naturally characterized by high cholesterol content are
> major sources of oxysterols when processed, such as eggs and egg-
[quoted text clipped - 10 lines]
> of oxysterols in egg yolk powder from 10 ug/g to 470 ug/g on average
> (Du & Ahn, 2000).

At the risk of going off on a tangent, I'd like to focus on the last
sentence quoted above -- the one about irradiation.

I've long wondered why even in Europe, where genetic modification has
people quite upset, food irradiation is hardly mentioned.

And process which bombards our food with energy, causing random
disruptions to its molecular make-up sufficient to kill germs seems
disturbingly unpredictable, to my way of thinking.

A century ago, meat packers thought we could eat any sort of despicable
garbage, as long as they sterilized it!

That's obviously wrong, but what isn't so obvious is that any process at
all which kills or slows down germs is very likely to be abused,
including refrigeration, canning, freezing, pasteurization,
vacuum-packing, nitrogen-packing, and yes indeed, food irradiation.
They are all invitations to avoid freshness.

But the especially chaotic effects of irradiation have me worried.  The
federal government prohibits candor in the labeling of foods with
respect to irradiation.  Un-irradiated foods cannot even mention it!

Keeping "fresh" eggs in cold storage for up to six months at a time was
common thirty years ago.  Who knows how old they might be now that
irradiation is cheap and secret?  I've heard that half of all the eggs
in America are contaminated with Salmonella!

Does nobody care that raw egg consumption has suddenly been ruled
hazardous on this side of the Atlantic?  Doesn't anybody miss all the
marvelous foods we used to make from raw eggs, their yolks, and their
whites?  Don't body-builders miss them?  Doesn't anybody miss homemade
eggnog?

Is the poultry industry utterly unconcerned with this level of disease
among its livestock, relying on home cooking and radioactive cobalt to
deal with it?

Here's what I really want to know.

What REASONS are there for believing that food irradiation is utterly
harmless?  If it can cause a fifty-fold increase in cholesterol
oxidation, what else can it do -- and why does nobody care?

And WHY must it be as shrouded in secrecy as covert operations in
[*censored*]?  Is the survival of our American way of life at stake?

According to a report on "The NewsHour" recently, one out of four
teenaged American girls has a sexually-transmitted disease.

It's time to wake up!  Letting diseases run rampant is surely the road
to ruin.

Signature

Marshall Price of Miami
Known to Yahoo as d021317c

jay - 08 Feb 2008 05:14 GMT
Oxidation of Cholesterol in Mayonnaise During Storage
Department of Foods and Experimental Nutrition,
University of São Paulo, May 2004.

The oxidative stability of cholesterol in commercial mayonnaise under
different storage conditions was evaluated by measuring cholesterol
oxides (COs), 7-ketocholesterol (7-Keto), 25-hydroxycholesterol (25-
OH), 7α-hydroxycholesterol (7α-OH) and 7β-hydroxycholesterol (7β-OH)
using HPLC. Oxidation of cholesterol was indicated within about 15
days after manufacture by the presence of 7-Keto. Oxidation increased
during storage at 4 and 25 °C (being greater at 25 °C) for 165 days in
darkness, as indicated by the presence of 7-Keto, 25-OH, 7α-OH and 7β-
OH. There was a strong correlation between COs and PV (peroxide value)
[r2=0.95 (4 °C) and r2=0.96 (25 °C)] during the process of oxidation.
The pattern of fatty acids was not affected during the period of the
experiment. Temperature and time were important factors in the
oxidative stability of cholesterol. Total formation of COs during 165
days was 20.3 μg/g at 4 °C and 30.2 μg/g at 25 °C.
jay - 08 Feb 2008 05:18 GMT
Fatty acid contents evolution and cholesterol oxides formation in
Brazilian sardines (Sardinella brasiliensis) as a result of frozen
storage followed by grilling. Sept 2007.

Brazilian sardines (Sardinella brasiliensis) are the main fishery
resource commercialized in Brazil. The traditional forms of storage
and cooking (frozen and grilling) and its relation to changes of the
fatty acids, cholesterol and cholesterol oxidation products (COP)
formation were evaluated. Fresh sardines presented an important
content of PUFA n-3 fatty acids (11.4±0.5 of eicosapentaenoic acid
(EPA) and 16.7±0.3 of docosahexaenoic acid (DHA), g/100 g of the oil),
that decreased significantly during processing, as well as the total
cholesterol amount, with concomitant formation of cholesterol oxides.
The cholesterol oxides determined in sardine samples were 19-
hydroxycholesterol, 22(S)-hydroxycholesterol, 24(S)-
hydroxycholesterol, 25-hydroxycholesterol, 25(R)-hydroxycholesterol
and 7-ketocholesterol, being the main product the 19-
hydroxycholesterol. High variations of the total COP contents
(19.4±0.4-177.9±1.2 μg/g) was found during the experiment. Cholesterol
oxides levels showed a negative correlation (r0.84) with cholesterol,
DHA and EPA content by principal components analysis, whereas
cholesterol oxides levels increased while cholesterol, EPA and DHA
values decreased in sardines grilled or storage for 120 days.
trigonometry1972@gmail.com | - 08 Feb 2008 10:36 GMT
Freezing only slows fats going rancid, it doesn't stop it.
And grilling is a harsh way of cooking that has high localized
spots of heat degradation. Further, I'd suspect cooking with
antioxidant bearing herbs and spices might reduce some
of the adverse changes resulting from cooking the fish.
Does rosemary or thyme go with fish? I've forgotten if
tarragon or parsley have antioxidant properties. And if
you are not afraid of covering your fish with aluminum foil,
it might thus be possible to reduce heat and oxygen derived changes
of cooking. And yes the operative word is "might.".

> Fatty acid contents evolution and cholesterol oxides formation in
> Brazilian sardines (Sardinella brasiliensis) as a result of frozen
[quoted text clipped - 19 lines]
> cholesterol oxides levels increased while cholesterol, EPA and DHA
> values decreased in sardines grilled or storage for 120 days.
jay - 08 Feb 2008 15:47 GMT
> ... Does rosemary or thyme go with fish? I've forgotten if
> tarragon or parsley have antioxidant properties. And if
> you are not afraid of covering your fish with aluminum foil,
> it might thus be possible to reduce heat
> and oxygen derived changes of cooking.

Cholesterol oxidized products in foods:
Potential health hazards and the role of antioxidants in prevention.

... Efforts to prevent or to reduce cholesterol oxidation are directed
to the application of antioxidants of either synthetic or natural
origin. Antioxidants cannot only inhibit triglyceride oxidation, but
some of them can also inhibit cholesterol oxidation. Among synthetic
antioxidants, 2,6-di-tertiarybutyl-4-methylphenol (BHT) and tertiary
butylhydroquinone (TBHQ), can efficiently inhibit the thermal-induced
oxidation of cholesterol. Among natural antioxidants, α- and γ-
tocopherol, rosemary extracts, and flavonoid quercetin, show the
strongest inhibitory action against cholesterol oxidation.
jay - 08 Feb 2008 15:43 GMT
Effect of anhydrous milk fat on lymphocytes in rats
October 2001

Lymphocytes are important components of the immune system. Dietary
lipids affect the functioning of the immune system. Changes in the
lipid composition of the lymphocyte membrane is a case in point.
Membrane structural changes are reflected in the altered function of
the cell. Lymphocyte proliferation and lymphocyte rosetting are
membrane associated phenomena. Ghee, is a clarified butter product,
commonly used in the Indian diet. It is rich in saturated fatty acids
and also contain oxysterols which are generated on prolonged heating
of ghee. Male weanling rats were fed 2.5% (of the total fat levels) of
fresh or thermally oxidized ghee for a period of 8 weeks. The control
rats were fed groundnut oil. Lipid composition of lymphocytes in ghee
fed rats showed changes. In vitro lipid peroxidation of lymphocyte
membranes increased by 26% in oxidized ghee fed rats. Na+K+ ATPase
activity was decreased in oxidized ghee fed rats (18%). Lymphocyte
proliferation was reduced in ghee fed rats (32%), compared to the
controls, irrespective of the mitogens used (Con-A or PHA), or the
tissue (splenocytes or peripheral blood lymphocytes). Oxysterols
present in oxidized ghee are the likely agents inhibiting
lymphoproliferation. Rosetting of lymphocytes decreased in the fresh
ghee fed rats by 16% and in oxidized ghee fed rats by 25%. Membrane
fluidity declined in the oxidized ghee fed rats. It is concluded that
feeding ghee results in decreased proliferation of lymphocytes. Also,
feeding oxidised ghee results in decreased proliferation of
lymphocytes through alterations in the structure of the lymphocyte
membranes in the rat.
 
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