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Pennington Nutrition Series
Healthier lives through education in nutrition and preventive medicine           No. 5


                            Cocoa Polyphenols
Flavonoids are a group of polyphenolic compounds that occur
widely in fruit, vegetables, tea, red wine, and chocolate. Cocoa and
chocolate products have the highest concentration of flavonoids
among commonly consumed food items. Over 10% of the weight of
cocoa powder consists of flavonoids, catechin and epicatechin.

    Flavonoid-Content

As with most plants, genetic and agronomic factors can markedly influence the contents of
phytochemicals available at the time of harvest. Postharvest handling also plays a critical
role, because most cocoas undergo fermentation steps, which subject flavonoids in the
cocoa to heat and acidic conditions. Subsequent processing steps, such as roasting and
alkali treatment, can also reduce the flavonoid content. Lastly, the actual recipe for the
finished food or beverage product determines the amount of a given cocoa (and flavonoid)
added. In addition, many sources of cocoa polyphenols are foods high in fat and calories.


                                                   Antioxidants value of foods



Interestingly, cocoa powder and cocoa extracts have been shown to exhibit greater
antioxidant capacity than many other flavanol-rich foods and food extracts, such as green
and black tea, red wine, blueberry, garlic and strawberry in vitro.

   Antioxidant Capacity

A method to quantify the antioxidant capacity of foods is called Oxygen Radical
Absorbance Capacity or "ORAC." The technique, developed by the National Institute
of Aging and standardized by the USDA, measures how well a sample inhibits an
oxidizing agent (or in other words, disarms free radicals) and how long it takes to do
so. The agent used as a standard control for antioxidant activity is a non-commercial,
water-soluble derivative of tocopherol called Trolox. The units of an ORAC value are
expressed as micromoles Trolox equivalents per gram of a substance (mmole TE/g).
ORAC value of foods and chocolate:


      Food                                       mmole TE/100 grams
      Strawberry                                         ~1,600
      Blueberry                                          ~2,200
      Prunes                                             ~5,700
      Milk chocolate                                     ~6,800
      Dark chocolate                                    ~13,000


               Numerous dietary intervention studies in humans and animals
               indicate that flavanol-rich foods and beverages might exert cardioprotective
               effects with respect to vascular function and platelet reactivity.

                                 Research Studies


Phenolic antioxidants have been shown to inhibit the oxidation of low-density lipoprotein
(LDL) cholesterol, and mounting evidence suggests that it is the oxidized form of LDL that
leads to the buildup of fatty plaques in arteries. Extracts of cocoa powder have shown to
significantly inhibit LDL oxidation in vitro. One study suggested that LDL oxidation was
inhibited by 75% through cocoa phenols, whereas, red wine inhibited LDL oxidation by
37-65%.

                    However, no long-term studies have evaluated the effects
                    of cocoa polyphenol compounds on the oxidative
                    modifications of LDL in humans.

Because there is six to seven times more epicatechin than catechin
in cocoa and chocolate, most studies have focused on epicatechin.
Consistent with in vitro studies, human studies indicate that small doses
of epicatechin are effective antioxidants. There is a statistically significant
increase in plasma antioxidant capacity and reduction in lipid peroxides
following cocoa and chocolate consumption.
Benefits

Epicatechin and other flavonoids not only have a direct antioxidant
effect, but they may also have a sparing effect on other antioxidants
such as Vitamin C and E.


Although flavanol-rich cocoa and chocolate have the potential to augment an individual’s
antioxidant defense system, there are other cellular mechanisms through which these
flavanol-rich foods can affect cardiovascular health.

                                                 Other Mechanisms:
                                         Inflammation, Platelets, Endothelium


    Inflammation

                          Atherosclerosis, heart failure, hypertension and
                          hypercholes terolemia can activate several proinflammatory
                          enzyme systems, such as xanthine oxidase, NADH/NADPH
                          oxidase, and myeloperoxidase. Once activated, these enzymes
                          produce reactive oxygen species and other radicals that, can
                          modify nitric oxide (NO) availability and LDL and contribute to
                          endothelial dysfunction.

Flavanol-rich cocoa has been shown to stimulate NO production and
to significantly reduce the activities of xanthine oxidase and
myeloperoxidase after ethanol-induced oxidative stress. In addition,
cocoa flavanols and procyanidins may modulate other mediators of
inflammation.

                        Platelets

Platelets have a prominent role in the development and manifestation of acute
myocardial infarction, stroke, and venous thromboembolism. Polyphenols seem to
benefit cardiovascular health through regulation of platelet reactivity. Cacao inhibits platelet
adhesion. Even a modest decrease in platelet reactivity can be of value because it reduces
the probability of clotting.
Endothelium
Sheer stress, ischemia and reperfusion, inflammation, and disease states, such as
atherosclerosis, diabetes mellitus, and hypertension, can disrupt endothelial function.
This then leads to an inability to regulate vascular tone, and an overall shift toward the
prothrombotic state. Antioxidant compounds such as flavanols improve endothelial
function through the prevention and possible reduction of oxidative damage by
prostacyclin and leukotriene.




                                                               The Pennington Biomedical Research Center is a world-renowned
                                                               nutrition research center.

                                                               Mission:
                                                               To promote healthier lives through research and edu-
Although many emerging risk factors are                        cation in nutrition and preventive medicine.

favorably affected by cocoa polyphenols,                       The Pennington Center has several research areas, including:
as yet, there are no trials demonstrating a                        Clinical Obesity Research
protective effect of cocoa polyphenols                             Experimental Obesity
                                                                   Functional Foods
on cardiovascular disease.                                         Health and Performance Enhancement
                                                                   Nutrition and Chronic Diseases
                                                                   Nutrition and the Brain
                                                                   Dementia, Alzheimer’s and healthy aging
                                                                   Diet, exercise, weight loss and weight loss maintenance
Pennington Nutrition Series, Pub No 5
                                                               The research fostered in these areas can have a profound impact on
                                                               healthy living and on the prevention of common chronic diseases,
Authors:                                                       such as heart disease, cancer, diabetes, hypertension and osteoporosis.
Heli Roy PhD, RD
Shanna Lundy, BS                                               The Division of Education provides education and information to the
Beth Kalicki                                                   scientific community and the public about research findings, training
                                                               programs and research areas, and coordinates educational events for
                                                               the public on various health issues.
Division of Education
Phillip Brantley PhD, Director                                 We invite people of all ages and backgrounds to participate in the
Pennington Biomedical Research Center                          exciting research studies being conducted at the Pennington Center in
Claude Bouchard PhD, Executive Director                        Baton Rouge, Louisiana. If you would like to take part, visit the clini-
Edited: October 2009                                           cal trials web page at www.pbrc.edu or call (225) 763-3000.

                                                                            Visit our Web Site: www.pbrc.edu
References:

Ryan MA. Today's Chemist (1999)8:7;57-62
Lee R, Balick MJ. Alternative Therapies, (2001) 7:5;120-122.

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Health benefits of cocoa polyphenols

  • 1. Pennington Nutrition Series Healthier lives through education in nutrition and preventive medicine No. 5 Cocoa Polyphenols Flavonoids are a group of polyphenolic compounds that occur widely in fruit, vegetables, tea, red wine, and chocolate. Cocoa and chocolate products have the highest concentration of flavonoids among commonly consumed food items. Over 10% of the weight of cocoa powder consists of flavonoids, catechin and epicatechin. Flavonoid-Content As with most plants, genetic and agronomic factors can markedly influence the contents of phytochemicals available at the time of harvest. Postharvest handling also plays a critical role, because most cocoas undergo fermentation steps, which subject flavonoids in the cocoa to heat and acidic conditions. Subsequent processing steps, such as roasting and alkali treatment, can also reduce the flavonoid content. Lastly, the actual recipe for the finished food or beverage product determines the amount of a given cocoa (and flavonoid) added. In addition, many sources of cocoa polyphenols are foods high in fat and calories. Antioxidants value of foods Interestingly, cocoa powder and cocoa extracts have been shown to exhibit greater antioxidant capacity than many other flavanol-rich foods and food extracts, such as green and black tea, red wine, blueberry, garlic and strawberry in vitro. Antioxidant Capacity A method to quantify the antioxidant capacity of foods is called Oxygen Radical Absorbance Capacity or "ORAC." The technique, developed by the National Institute of Aging and standardized by the USDA, measures how well a sample inhibits an oxidizing agent (or in other words, disarms free radicals) and how long it takes to do so. The agent used as a standard control for antioxidant activity is a non-commercial, water-soluble derivative of tocopherol called Trolox. The units of an ORAC value are expressed as micromoles Trolox equivalents per gram of a substance (mmole TE/g).
  • 2. ORAC value of foods and chocolate: Food mmole TE/100 grams Strawberry ~1,600 Blueberry ~2,200 Prunes ~5,700 Milk chocolate ~6,800 Dark chocolate ~13,000 Numerous dietary intervention studies in humans and animals indicate that flavanol-rich foods and beverages might exert cardioprotective effects with respect to vascular function and platelet reactivity. Research Studies Phenolic antioxidants have been shown to inhibit the oxidation of low-density lipoprotein (LDL) cholesterol, and mounting evidence suggests that it is the oxidized form of LDL that leads to the buildup of fatty plaques in arteries. Extracts of cocoa powder have shown to significantly inhibit LDL oxidation in vitro. One study suggested that LDL oxidation was inhibited by 75% through cocoa phenols, whereas, red wine inhibited LDL oxidation by 37-65%. However, no long-term studies have evaluated the effects of cocoa polyphenol compounds on the oxidative modifications of LDL in humans. Because there is six to seven times more epicatechin than catechin in cocoa and chocolate, most studies have focused on epicatechin. Consistent with in vitro studies, human studies indicate that small doses of epicatechin are effective antioxidants. There is a statistically significant increase in plasma antioxidant capacity and reduction in lipid peroxides following cocoa and chocolate consumption.
  • 3. Benefits Epicatechin and other flavonoids not only have a direct antioxidant effect, but they may also have a sparing effect on other antioxidants such as Vitamin C and E. Although flavanol-rich cocoa and chocolate have the potential to augment an individual’s antioxidant defense system, there are other cellular mechanisms through which these flavanol-rich foods can affect cardiovascular health. Other Mechanisms: Inflammation, Platelets, Endothelium Inflammation Atherosclerosis, heart failure, hypertension and hypercholes terolemia can activate several proinflammatory enzyme systems, such as xanthine oxidase, NADH/NADPH oxidase, and myeloperoxidase. Once activated, these enzymes produce reactive oxygen species and other radicals that, can modify nitric oxide (NO) availability and LDL and contribute to endothelial dysfunction. Flavanol-rich cocoa has been shown to stimulate NO production and to significantly reduce the activities of xanthine oxidase and myeloperoxidase after ethanol-induced oxidative stress. In addition, cocoa flavanols and procyanidins may modulate other mediators of inflammation. Platelets Platelets have a prominent role in the development and manifestation of acute myocardial infarction, stroke, and venous thromboembolism. Polyphenols seem to benefit cardiovascular health through regulation of platelet reactivity. Cacao inhibits platelet adhesion. Even a modest decrease in platelet reactivity can be of value because it reduces the probability of clotting.
  • 4. Endothelium Sheer stress, ischemia and reperfusion, inflammation, and disease states, such as atherosclerosis, diabetes mellitus, and hypertension, can disrupt endothelial function. This then leads to an inability to regulate vascular tone, and an overall shift toward the prothrombotic state. Antioxidant compounds such as flavanols improve endothelial function through the prevention and possible reduction of oxidative damage by prostacyclin and leukotriene. The Pennington Biomedical Research Center is a world-renowned nutrition research center. Mission: To promote healthier lives through research and edu- Although many emerging risk factors are cation in nutrition and preventive medicine. favorably affected by cocoa polyphenols, The Pennington Center has several research areas, including: as yet, there are no trials demonstrating a Clinical Obesity Research protective effect of cocoa polyphenols Experimental Obesity Functional Foods on cardiovascular disease. Health and Performance Enhancement Nutrition and Chronic Diseases Nutrition and the Brain Dementia, Alzheimer’s and healthy aging Diet, exercise, weight loss and weight loss maintenance Pennington Nutrition Series, Pub No 5 The research fostered in these areas can have a profound impact on healthy living and on the prevention of common chronic diseases, Authors: such as heart disease, cancer, diabetes, hypertension and osteoporosis. Heli Roy PhD, RD Shanna Lundy, BS The Division of Education provides education and information to the Beth Kalicki scientific community and the public about research findings, training programs and research areas, and coordinates educational events for the public on various health issues. Division of Education Phillip Brantley PhD, Director We invite people of all ages and backgrounds to participate in the Pennington Biomedical Research Center exciting research studies being conducted at the Pennington Center in Claude Bouchard PhD, Executive Director Baton Rouge, Louisiana. If you would like to take part, visit the clini- Edited: October 2009 cal trials web page at www.pbrc.edu or call (225) 763-3000. Visit our Web Site: www.pbrc.edu References: Ryan MA. Today's Chemist (1999)8:7;57-62 Lee R, Balick MJ. Alternative Therapies, (2001) 7:5;120-122.