Structure elucidation of catechins for modulation of starch digestion

Miao, Ming; Jiang, Huan; Jiang, Bo; Li, Yungao; Cui, Steve W.; Zhang, Tao

doi:10.1016/j.lwt.2014.01.005

Cited by 52 publications

(31 citation statements)

References 25 publications

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“…It was shown that tannins may decrease trypsin (Gonçalves et al, 2007), amylase (Miao et al, 2014) and lipase activities (Wang et al, 2014), which was not documented in the present study. It is difficult compare the results of the current study with those obtained under in vitro conditions.…”

Section: Discussioncontrasting

confidence: 91%

The effect of lingonberry leaves and oak cortex addition to sheep diets on pancreatic enzymes activity

Majewska¹,

Pająk²,

Skomiał³

et al. 2017

J. Anim. Feed Sci.

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Section: Discussioncontrasting

confidence: 91%

The effect of lingonberry leaves and oak cortex addition to sheep diets on pancreatic enzymes activity

Majewska¹,

Pająk²,

Skomiał³

et al. 2017

J. Anim. Feed Sci.

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“…Like EGCG, the 4 flavanols C, CG, EC, and ECG are competitive inhibitors of amylose hydrolysis by PPA with a K i comprised between 7 and 23 μM, whereas GCG displays a mixed noncompetitive inhibition profile with a K i of 34 μM and a K' i of 88 μM. The presence of a galloyl group led to only a moderate decrease in K i , at least if compared to the more pronounced effect previously reported (Hara & Honda, 1990;Miao et al, 2014;Sun, Warren, Netzel, & Gidley, 2016 (see Table 1)). Also, when looking at PPA inhibition, the cis-flavanols EC, ECG, and EGCG and the trans-flavanols C, CG, and GCG were not distinct from each other, which is in contradiction with previous reports (Xiao et al, 2013).…”

Section: Resultsmentioning

confidence: 64%

The Mechanisms of Alpha‐Amylase Inhibition by Flavan‐3‐Ols and the Possible Impacts of Drinking Green Tea on Starch Digestion

Desseaux

Stocker

Brouant

et al. 2018

Journal of Food Science

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Many studies have shown that flavan‐3‐ols inhibit mammalian alpha‐amylases but the published IC50 and Ki values vary up to a thousand times. We therefore tested the effects of 6 pure flavan‐3‐ols—abundant in green tea—on the activity of pure porcine pancreatic alpha‐amylase (PPA) under steady‐state kinetic conditions. We used both amylose and maltopentaose as substrates, along with spectrophotometry and chromatography as analytical tools, respectively. A Docking approach was also used to probe the interaction between PPA and each flavan‐3‐ol. The results showed that the 6 flavan‐3‐ols inhibit amylose hydrolysis with Ki comprised between 7 and 34 μM, according to a mixed inhibition profile for gallocatechin gallate, and a competitive inhibition profile for the 5 other flavanols. Only the galloyl‐containing flavan‐3‐ols inhibited the maltopentaose hydrolysis with a Ki of about 30 μM according to a noncompetitive profile. We conclude that dietary flavan‐3‐ols could inhibit starch digestion nonnegligibly. The results of the docking trials were concordant with the kinetic data and have noticeably revealed that the cis‐flavan‐3‐ols epigallocatechin gallate and epicatechin gallate bind similarly to PPA, involving π‐stacking with Trp59.

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“…(5) Galloylcatechins have a higher inhibition than nongalloylated catechins, and catechins are influenced by the presence of hydroxyl moieties in the C3 and C5 positions of the A-C ring, number of hydroxyl groups in the B ring or C ring and the 2,3-cis/trans isomerism (Miao et al, 2014). (6) Increased inhibitory activity has been observed for flavonoids having the B ring attached to the C-2 position rather than to the C3-position (in the case of isoflavones) (Lo Piparo et al, 2008;Tadera et al, 2006).…”

Section: Upper Gastrointestinal Tractmentioning

confidence: 99%

Flavonoid interactions during digestion, absorption, distribution and metabolism: a sequential structure–activity/property relationship-based approach in the study of bioavailability and bioactivity

Gonzales

Smagghe

Grootaert

et al. 2015

Drug Metabolism Reviews

199

133

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Flavonoids are a group of polyphenols that provide health-promoting benefits upon consumption. However, poor bioavailability has been a major hurdle in their use as drugs or nutraceuticals. Low bioavailability has been associated with flavonoid interactions at various stages of the digestion, absorption and distribution process, which is strongly affected by their molecular structure. In this review, we use structure-activity/property relationship to discuss various flavonoid interactions with food matrices, digestive enzymes, intestinal transporters and blood proteins. This approach reveals specific bioactive properties of flavonoids in the gastrointestinal tract as well as various barriers for their bioavailability. In the last part of this review, we use these insights to determine the effect of different structural characteristics on the overall bioavailability of flavonoids. Such information is crucial when flavonoid or flavonoid derivatives are used as active ingredients in foods or drugs.

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Structure elucidation of catechins for modulation of starch digestion

Cited by 52 publications

References 25 publications

The effect of lingonberry leaves and oak cortex addition to sheep diets on pancreatic enzymes activity

The effect of lingonberry leaves and oak cortex addition to sheep diets on pancreatic enzymes activity

The Mechanisms of Alpha‐Amylase Inhibition by Flavan‐3‐Ols and the Possible Impacts of Drinking Green Tea on Starch Digestion

Flavonoid interactions during digestion, absorption, distribution and metabolism: a sequential structure–activity/property relationship-based approach in the study of bioavailability and bioactivity

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