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- Cocoa (Theobroma cacao, Malvaceae)
- Flavanols
- Absorption, Distribution, Metabolism, and Excretion
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Date:
10-15-2015 | HC# 041533-530
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Re: Absorption, Distribution, Metabolism, and Excretion of Cocoa Flavanols Depend on Numerous Factors
Cifuentes-Gomez
T, Rodriguez-Mateos A, Gonzalez-Salvador I, Alañon ME, Spencer JPE. Factors
affecting the absorption, metabolism, and excretion of cocoa flavanols in
humans. J Agric Food Chem. September 9, 2015;63(35):7615-7623. The
beneficial effect of flavanols on cardiovascular health has been the subject of
extensive research. In this review, the authors examine the current literature
on the absorption, distribution, metabolism, and excretion (ADME) of cocoa (Theobroma cacao, Malvaceae) flavanols in humans and
the extent to which factors such as food matrix and nutrient-nutrient
interaction influence flavanol ADME in
order to better understand how
dietary flavanols affect cardiovascular health.
Flavanols are a
specific class of flavonoids found in various foods, with tea (Camellia sinensis, Theaceae) and cocoa being among the
richest sources. The primary flavanols in cocoa beans are (−)-epicatechin (EC), ranging in
content from 0.1 to 13.5 mg/g, and oligomeric and polymeric procyanidins, with
contents ranging from 18 to 27 mg/g and from 9 to 16 mg/g, respectively. In
milk and dark chocolates, the EC content ranges from 0.18 to 1.25 mg/g, oligomeric
procyanidin content ranges from 1.1 to 11.2 mg/g, and polymeric procyanidin
content ranges from 0.8 to 7.0 mg/g.
Many factors, such as the structure of the food
matrix, processing, and the interaction of flavanols with other nutrient and
non-nutrient components, can influence the extent to which EC is absorbed or metabolized
from cocoa and other flavanol-rich foods in the small intestine, yielding
structurally related EC metabolites. The amount consumed and individual genetic
polymorphisms in relevant metabolic enzymes can also influence their
absorption. Flavanols are typically consumed in complex matrices, as natural or
formulated and manufactured products. Most studies investigating the absorption
and metabolism of EC after cocoa or chocolate consumption report that it takes
between one and two hours for maximum plasma flavanol concentrations.
Reviewing studies comparing the effect of matrix
delivery on EC bioavailability, one study compared solid and liquid chocolate
consumption in five subjects, which revealed no significant effect of delivery
on the appearance of circulating EC metabolites after two hours.1 In
another study, total flavanol and maximum concentration were significantly
higher following intake of a cocoa drink compared with that of solid chocolate.2
Along with two other studies (one reporting a maximum concentration of two
hours after intake of a cocoa drink and the other reporting a maximum
concentration of 3.2 to 3.8 hours after solid chocolate consumption), the data
"suggest faster absorption rates and earlier peak plasma concentrations of
EC from liquid food matrices relative to solid chocolate, probably due to a
rapid digestive release and rapid stomach-emptying from liquids compared to
solids," write the authors.
The effects of carbohydrates, largely the
addition of sugar, on flavanol absorption and metabolism have been well studied
and, based on the data from available studies, the authors suggest "it
seems plausible that carbohydrate-rich meals may act to enhance flavanol
absorption without influencing metabolism, although further research is
required to confirm such initial observations." The authors identified
only one study investigating the effect of lipid (butter; 28.6 g of fat)
co-consumption,3 which found no lipid-flavanol interaction on total
flavanol absorption.
Other studies suggest that the interaction of
dietary flavanols with proteins does alter the bioavailability and bioefficacy
of the flavanols. Milk is the commonly investigated protein, but the fat
composition in milk is a confounding factor in determining the specific effects
of milk protein on flavanol absorption. In recent studies, investigators
suggest that neither whole nor skimmed milk influence flavanol absorption. Other
studies evaluating the effects of milk on the flavanol metabolite excretion
profile in urine report contradictory results. The authors conclude that milk
does not have an overall effect on the absorption of cocoa flavanols, but it
might have a small impact on the profile of metabolites produced and their
excretion.
Some evidence, although scarce, suggests that
monomeric flavanols and procyanidins significantly decrease during
fermentation, drying, roasting, and alkalization. Specifically, fermentation
ranging from four to ten days reduced EC levels by about 80% when compared to unfermented
cocoa beans.4,5 Drying cocoa beans produces losses in EC levels of
around 14%.6 The effects of roasting cocoa beans vary, with one
study showing that EC degradation occurs at roast temperatures above 70°C, and only
18% of EC remaining after roasting at 120°C.5 Less significant
losses at 140-150°C were reported in another study.6 Analyzing
commercially available cocoa powders with various degrees of alkali processing
revealed a 40% reduction in total flavanols for those lightly alkalized, a 22%
reduction for medium alkalized powders, and an 11% decrease for heavily
alkalized cocoa powders.7 Update
June 20, 2018: It has been brought to our attention that the article reviewed in this HerbClip
incorrectly reflects what the original article stated (link to original article provided below) - “Compared to natural cocoas, which averaged 34.6 mg/g ±
6.8 total flavanols, the light alkali-processed cocoas had 39.8% as much total
flavanols (13.8 ± 7.3 mg/g), the medium alkali processed cocoa had 22.5% as
much total flavanols (7.8 ± 4.0 mg/g), and the heavily alkali processed cocoa
had 11.2% as much total flavanols (3.9 ± 1.8 mg/g).” So, the heavily
alkali-processed cocoa had the least amount of flavanols with the lightly alkali-processed
having 40% total flavanols compared to natural cocoas. (http://www.worldcocoafoundation.org/wp-content/uploads/files_mf/miller2008.pdf)
Available data suggest a good correlation between
the intake level of cocoa and plasma EC levels, which increased in an
intake-dependent fashion.8 According to the authors, further studies
are needed to fully establish how the absorption, metabolism, and excretion of
cocoa flavanols in humans are affected by intake level, food processing
techniques, drugs, and genetic polymorphisms, as well as the influence of age,
sex, reproductive status, and dietary habits on flavanol intake and health
markers. "Such data will help to define a minimum amount of flavanols
necessary to achieve population-based health benefits and thus contribute to
the creation of flavanol-specific dietary guidelines and recommendations."
—Shari Henson
References
1Baba S, Osakabe N,
Yasuda A, et al. Bioavailability of (-)-epicatechin upon intake of chocolate
and cocoa in human volunteers. Free Radic
Res. 2000;33(5):635-641.
2Neilson AP, George JC,
Janle EM, et al. Influence of chocolate matrix composition on cocoa flavan-3-ol
bioaccessibility in vitro and bioavailability in humans. J Agric Food Chem. 2009;57(20):9418-9426.
3Schramm DD, Karim M,
Schrader HR, et al. Food effects on the absorption and pharmacokinetics of
cocoa flavanols. Life Sci.
2003;73(7):857-869.
4Hurst WJ, Krake SH,
Bergmeier SC, Payne MJ, Miller KB, Stuart DA. Impact of fermentation, drying,
roasting and Dutch processing on flavan-3-ol stereochemistry in cacao beans and
cocoa ingredients. Chem Cent J.
2011;5:53. doi: 10.1186/1752-153X-5-53.
5Payne MJ, Hurst WJ,
Miller KB, Rank C, Stuart DA. Impact of fermentation, drying, roasting, and
Dutch processing on epicatechin and catechin content of cacao beans and cocoa
ingredients. J Agric Food Chem.
2010;58(19):10518-10527.
6Mazor Jolić S,
Radojčić Redovniković I, Marković K, Ivanec Šipušić Đ, Delonga K. Changes of
phenolic compounds and antioxidant capacity in cocoa beans processing. Int J Food Sci Technol.
2011;46(9):1793-1800.
7Miller KB, Hurst WJ,
Payne MJ, et al. Impact of alkalization on the antioxidant and flavanol content
of commercial cocoa powders. J Agric Food
Chem. 2008;56(18):8527-8533.
8Wang JF, Schramm DD,
Holt RR, et al. A dose-response effect from chocolate consumption on plasma
epicatechin and oxidative damage. J Nutr.
2000;130(8S Suppl):2115S-2119S.
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