With a base of water and dehulled hempseeds, The Cool Hemp Company Inc. (Killaloe, Ont., Canada) is able to promote one 125ml-serving of its frozen dessert as providing one half the daily requirement of EFAs omega 3, 6 and GLA.
The following article is derived from Chapter 8, written by Andrew Sinclair and colleagues, Lipids for Functional Foods and Nutraceuticals, 2003, Frank Gunstone, ed., with full permission from Peter J. Barnes, Publisher at The Oily Press. See article end for more information.

The food and dietary supplement industries have promoted an increased consumption of omega fats. In developed countries such as the U.S. and Canada, intakes of long-chain n-3 PUFA (polyunsaturated fatty acids) are below recommended levels for optimal health. The UK Department of Health sets this at 1.5g per week and the British Nutrition Foundation at 1.25g per day.

 

So, what are these fats, where do they come from and what are their benefits?
 

Sourcing Fatty Acids

The main omega-3 (also referred to as w-3 or n-3) fatty acids in food are a-linolenic acid (ALA or 18:3n-3), docosahexaenoic acid (DHA or 22:6n-3), eicosapentaenoic acid (EPA or 20:5n-3) and docosapentaenoic acid (DPA or 22:5n-3).

 

ALA, an essential fatty acid, is present in high levels in certain plant oils. Our bodies metabolize ALA into DHA, EPA and DPA, which are longer-chained omega-3 poly-unsaturated fatty acids (PUFAs). DHA and EPA can also be consumed in the diet. They are present in fish and other marine organisms. (See chart.) Similarly, an omega-6 fatty acid, linoleic acid (LA or 18:2n-6) can be metabolized into the longer chain arachidonic acid (AA or 20:4n-6).

In the past, it has been debated as to whether ALA and LA are essential in the diet, or if it is more important to consume directly the longer chain AA, EPA and DHA into which they are metabolized.1 It has been shown that LA itself is required for normal skin functioning such as the prevention of water loss and epidermal integrity.2 Specific functions of ALA have not been confirmed other than its benefits to animal fur.

However, more recently, it has been learned that ALA is metabolized by several other pathways, which may mean it has other important roles than just serving as a precursor for the longer chain PUFAs. ALA is deposed in skin and fur.3 Some studies show its importance for healthy skin.
 

ALA or DHA

Calling Names

The name "omega fatty acids" is based on the structure of these molecules.

The number of carbon atoms and unsaturated bonds and the location of the first unsaturated bond in a fatty acid are simply designated.

For example, 22:6n-3 describes DHA (docosahexaenoic acid). The fatty acid is 22 carbons long, has six unsaturated (double) bonds with the first one appearing after carbon 3 (counting from the methyl group), making it an "omega-3" fatty acid.

Studies show that, on a gram-for-gram basis, dietary DHA is a more effective source of DHA in the body than consuming ALA. In one study with baboons, dietary DHA was found to be seven times more effective than dietary ALA as a substrate for neural DHA.4 Also, diets high in ALA do not necessarily lead to high levels of DHA in various body tissues; neither do levels of DHA in the blood (plasma) correlate to DHA levels in various tissues. For example, high levels of DHA tend to concentrate in the retina and brain.5

Generally, studies do suggest that dietary ALA converts to adequate levels of DHA in the body, especially if LA in the diet is reduced. This is an especially important concept for vegans. However, the conversion process of ALA to EPA and DHA is slow and not nearly as effective as consuming EPA- and DHA-containing fish or fish oils.

There are several reasons why ALA conversion rates are so low. First, dietary ALA is "sidetracked" to be deposited in adipose tissue, skin and, at least in animals, fur. ALA also is diverted to b-oxidation.

However, of particular importance is the omega-6 LA. It is the major dietary PUFA and, by several mechanisms, inhibits the metabolism of ALA to DHA. For example, LA uses a desaturase enzyme that also is required for ALA's metabolism to DHA. On this point, it has been shown that a good way to increase long-chain omega-3s in the body is through consumption of blackcurrant or alpine currant seed oil. These are high in the omega-3 fatty acid (18:4n-3), which also converts to DHA, but, being one step further along in the metabolic pathway toward DHA than ALA, do not require the use of the rate-limiting enzyme. Again, this is important for vegetarians with diets low in fish.
 

Health from the Sun/Arkopharma (Newport, N.H.) offers perilla seed oil as a liquid and pill supplement. Perilla seed (Perilla frutecsens) contains unusually high levels of a-linolenic acid.

Helping Health

A great many studies support the benefits of omega-3 PUFAs in human health. Here is just a small sampling.

Blood pressure. In a 1999 study, DHA significantly reduced both sleeping and waking systolic and diastolic blood pressures in humans.6 A rat study showed n-3 deficiency early in life resulted in high blood pressure later.

Lipoprotein lipids. Both LA and plant ALA reduce LDL and total cholesterol levels. And, • -3 PUFA, especially from marine sources, decrease triglyceride levels.7

Thrombosis. A 14-year study with over 79,000 nurses showed that those with higher intakes of long-chain n-3 PUFA from fish had a lower risk of total strokes.8

Cardiovascular disease, secondary prevention. The GISSI-Prevention Trial conducted in Italy with 11,324 patients with known coronary heart disease provides strong evidence that marine n-3 fatty acids help in the prevention of acute coronary syndromes. One theorized mechanism is the ability of n-3 fatty acids to prevent cellular damage during periods of ischemic stress.9

Cancer. Much research supports the ability of long-chain n-3 PUFA to reduce cancer rates in animal models. However, there are few human studies. One Swedish study of 6,272 men correlated consumption of fatty fish with high levels of these fatty acids and lower prostate cancer rates.10

Inflammation. Both long chain n-3 PUFAs and GLA appear to have an anti-inflammatory effect. For example, studies show that marine n-3 oils decreased the production of pro-inflammatory mediators such as interleukin-1, LTB4, platelet-activating factor and TNF-a in rheumatoid arthritis patients.11 Benefits also have been realized in patients with chronic renal insufficiency and Crohn's disease.

Neuropsychiatric disorders. Some proposed mechanisms as to the benefits of n-3 PUFA in disorders such as depression, schizophrenia and other neuropsychiatric disorders is through their impact on neurotransmitter receptors and G-proteins.12

Obesity. Reduction in body weight and visceral fat has been shown with the consumption of diacylglycerides (DAGs) with high ratios of ALA.13



Two waffles of Van's International Foods (Torrance, Calif.) provide 1,200mg of omega-3s, a fact called out on the product's front label.

If You Don't Like Fish

Consuming about a 100g can of tuna every day would provide adequate intakes of omega-3s, as would slightly lower intakes of salmon or sardines. This is not a typical North American diet, however. For this reason, the addition of omega-3 fatty acids in the form of dietary supplements or fortified foods may be advised.

 

Sources of the long-chain fatty acids include fish and microbial fermentation. For example, DHA-rich oils are commercially obtained from Crypthecodinium cohnii and Schizochytrium. The oil can be isolated for food fortification, or the algae can be used in feed for omega-3 rich eggs or meats.

The big challenge is that, being highly unsaturated fats, the omegas have a tendency to contribute off-flavors due to rancidity. Tactics taken to minimize or avoid this problem in food include the use of antioxidants, the elimination of oxygen in the product and package, or microencapsulation.

Microencapsulation can be at the molecular level, such as with inclusion within a b-cyclodextrin molecule, to spray drying, creating liposomes, coacervation and carrageenan entrapment (among other methods).

Commercial products introduced into the world market include cheese (130mg EPA+DHA/100g) in Canada, bread (39mg long-chain n-3 PUFA/100g) in Australia and eggs (over 200mg DHA/100g) in many countries.
 

This article was derived from Lipids for Functional Foods and Nutraceuticals, Frank D. Gunstone, ed., 2003, with full permission from Peter J. Barnes, publisher at The Oily Press.

PJ Barnes & Assoc., Bridgwater, England. The 10 chapters, written by a team of 20 authors, provides a well-referenced overview of nutritional lipids including carotenoids, the vitamin Es, phytosterols, conjugated linolenic acids and more. www.pjbarnes.co.uk, sales@pjbarnes.co.uk, +44 1823 698 973.



References:

1 Gerster, H, 1998. Can adults adequately convert a-linolenic acid to eicosapentaenoic acid and docosahexaenoic acid? Int. J. Vit. Nutr. Res.; 68:159-173
2 Hansen, HS and Jensen, B, 1985. Essential function of linolenic acid esterified in acylglucosylceramide and acylceramide in maintaining the epidermal water permeability barrier. Evidence from feeding studies with oleate, linoleate, arachidonate, columbinate and a-linolenate. Biochim. Biophys. Acta.; 834: 357-363
3 Fu, Z and Sinclair, AJ, 2000. Increased alpha-linolenic acid intake increases tissue alpha-linolenic acid content and apparent oxidation with little effect on tissue docosahexaenoic acid in the guinea pig. Lipid; 35:395-400
4 Greiner RC, et al., 1997. Brain docosahexaenoate accretion in fetal baboons: bioequivalence of dietary alpha-linolenic and doco- sahexaenoic acids. Ped. Res., 42: 826-834
5 Abedin, L, et al., 1999. The effects of dietary a-linolenic acid compared with docosahexaenoic acid on brain, retina, liver, and heart in the guinea pig. Lipids; 34:475-482
6 Mori, TA, et al., 1999. Docosahexanenoic acid but not eicosapentaenoic acid lowers ambulatory blood pressure and heart rate in humans. Hypertention, 34:253-260
7 Zampelas, A, et al., 1994. Polyunsaturated fatty acids of the n-6 and n-3 series: effects on postprandial lipid and apolipoprotein levels in healthy men. Eur. J. Clin. Nutr. 48:842-848
8 Iso, H, et al., 2001. 2001. Intake of fish and omega-3 fatty acids and risk of stroke in women. JAMA; 285:304-312
9 GISSI-Prevention Investigators, 1999. Dietary supplementation with n-3 polyunsaturated fatty acids and vitamin E after myocardial infarction: results of the GISSI-Prevenzione trial. Lancet; 354:447-455
10 Terry, P, et al., 2001. Fatty fish consumption and the risk of prostate cancer. Lancet; 357:1764-1766
11 James, MJ and Cleland, LG, 1997. Dietary n-3 fatty acids and therapy for rheumatoid arthritis. Sem. Arthr. Rheum.; 27:85-97
12 Edwards, RH and Peet, M, 1999. Essential fatty acid intake in relation to depression. Phospholipid Spectrum Disorder in Psychiatry, Marius Press, Carnforth, U.K., pp. 211-221
13 Katsuragi, Y, et al., 2001. Effect of dietary a-linolenic acid-rich diacylglycerol on body fat in man (2): Effects on resting metabolism and fat metabolism. J. Oleo. Sci.; 50:747-752



On the Web: OMEGAS

www.pjbarnes.co.uk/opbooks.htm#lffn – Lipids for Functional Foods and Nutraceuticals
www.crnusa.org/benpdfs/CRN0101benefits_omega3.pdf – Summary of omega-3 benefits
www.rochenutrafacts.com/supplements/nutsci/pufa_pdf/omega_3.pdf
– Omega -3 benefits