2018
DOI: 10.3390/molecules23092123
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Relationships between Structures of Condensed Tannins from Texas Legumes and Methane Production During In Vitro Rumen Digestion

Abstract: Previous studies showed that a series of purified condensed tannins (CTs) from warm-season perennial legumes exhibited high variability in their modulation of methane production during in vitro rumen digestion. The molecular weight differences between these CTs did not provide correlation with either the in vitro CH4 production or the ability to precipitate bovine serum albumin. In an effort to delineate other structure-activity relationships from these methane abatement experiments, the structures of purified… Show more

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Cited by 26 publications
(44 citation statements)
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References 64 publications
(97 reference statements)
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“…1), catechin and epicatechin, which give rise to procyanidin (PC) tannins, and gallocatechin and epigallocatechin, possessing an additional hydroxyl group at C5 of the B-ring (see red arrows, Fig. Some forage CTs are further modified to contain galloyl groups, such as those in some warm-season forage legumes (Naumann et al, 2018). Catechin and epicatechin differ only in their stereochemistry (spatial orientation) of the hydroxyl (OH) group at the C3 carbon.…”
Section: Flavan-3-ol Subunit Structuresmentioning
confidence: 99%
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“…1), catechin and epicatechin, which give rise to procyanidin (PC) tannins, and gallocatechin and epigallocatechin, possessing an additional hydroxyl group at C5 of the B-ring (see red arrows, Fig. Some forage CTs are further modified to contain galloyl groups, such as those in some warm-season forage legumes (Naumann et al, 2018). Catechin and epicatechin differ only in their stereochemistry (spatial orientation) of the hydroxyl (OH) group at the C3 carbon.…”
Section: Flavan-3-ol Subunit Structuresmentioning
confidence: 99%
“…To avoid presentation of overly complicated chemical structures later in this perspective, we will abbreviate the structures of flavan-3-ol subunits as color-coded hexagons. Some forage CTs are further modified to contain galloyl groups, such as those in some warm-season forage legumes (Naumann et al, 2018). In addition, galloylated CTs, such as those from grape seed (Vitis vinifera L.), have been added as amendments in ruminant protein degradation studies (Bruno-Soares et al, 2011).…”
Section: Flavan-3-ol Subunit Structuresmentioning
confidence: 99%
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“…For instance, isolated CT from a natural plant source is estimated to contain about 22 billion distinct chemical entities when the subunits and linkages of CT are taken into consideration [14]. This complexity may account for the inconsistent effects of CT on enteric CH 4 production [15]. Since HT have low MW and are less structurally variable than CT, they appear to result in a more consistent CH 4 reduction effect.…”
Section: Introductionmentioning
confidence: 99%
“…(2011a , b) reported that in vitro ruminal gas and CH 4 production were highly related to the specific chemical structure of tannins, such as type of tannins (i.e., CT vs. HT), solubility, and cis–trans configuration. Several earlier studies have noted that procyanidin (PC) and prodelphinidin (PD)-types of CT may disrupt methanogenesis ( Min et al., 2015a ; Naumann et al., 2018 ).…”
Section: Plant Tannins and Methanogenesismentioning
confidence: 99%