The composition of potentially bioactive triterpenoid glycosides in red raspberry is influenced by tissue, extraction procedure and genotype.

G.J McDougall, JW Allwood, Gemma Pereira-Caro, Emma Brown, Cheryl Latimer, Gary Dibson, Derek Stewart, Nigel G Ternan, Roger Lawther, Gloria O'Connor, Ian Rowland, Alan Crozier, Chris IR Gill

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

The beneficial effects of consumption of berry fruits on a range of chronic diseases has been attributed (at least in part) to the presence of unique phytochemicals. Recently, we identified novel ursolic acid-based triterpenoid glycosides (TTPNs) in raspberry fruit and demonstrated their survival in human ileal fluids after feeding which confirmed their colon-availability in vivo. In this paper, in vitro digestion studies demonstrated that certain TTPNs were stable under gastrointestinal conditions and confirmed that these components may have been responsible for bioactivity noted in previous studies. Sequential extractions of raspberry puree, isolated seeds and unseeded puree showed that certain TTPN components (e.g. peak T1 m/z 679, and T2 m/z 1358) had different extractabilities in water/solvent mixes and were differentially associated with the seeds. Purified seed TTPNs (mainly T1 and T2) were shown to be anti-genotoxic in HT29 and CCD841 cell based in vitro colonocyte models. Further work confirmed that the seeds contained a wider range of TTPN-like components which were also deferentially extractable in water/solvent mixes. This differential extractability could influence the TTPN composition and potential bioactivity of the extracts. There was considerable variation in total content of TTPNs (∼3-fold) and TTPN composition across 13 Rubus genotypes. Thus, TTPNs are likely to be present in raspberry juices and common extracts used for bioactivity studies and substantial variation exists in both content and composition due to genetics, tissue source or extraction conditions, which may all affect observed bioactivity.
LanguageEnglish
Pages3469-3479
JournalFood and Function
Early online date29 Aug 2017
DOIs
Publication statusPublished - 18 Oct 2017

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Rubus idaeus
triterpenoids
glycosides
raspberries
genotype
seeds
ursolic acid
in vitro digestion
Rubus
extracts
chronic diseases
phytopharmaceuticals
colon
small fruits
juices
water
fruits
tissues
cells

Cite this

McDougall, G.J ; Allwood, JW ; Pereira-Caro, Gemma ; Brown, Emma ; Latimer, Cheryl ; Dibson, Gary ; Stewart, Derek ; Ternan, Nigel G ; Lawther, Roger ; O'Connor, Gloria ; Rowland, Ian ; Crozier, Alan ; Gill, Chris IR. / The composition of potentially bioactive triterpenoid glycosides in red raspberry is influenced by tissue, extraction procedure and genotype. In: Food and Function. 2017 ; pp. 3469-3479.
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abstract = "The beneficial effects of consumption of berry fruits on a range of chronic diseases has been attributed (at least in part) to the presence of unique phytochemicals. Recently, we identified novel ursolic acid-based triterpenoid glycosides (TTPNs) in raspberry fruit and demonstrated their survival in human ileal fluids after feeding which confirmed their colon-availability in vivo. In this paper, in vitro digestion studies demonstrated that certain TTPNs were stable under gastrointestinal conditions and confirmed that these components may have been responsible for bioactivity noted in previous studies. Sequential extractions of raspberry puree, isolated seeds and unseeded puree showed that certain TTPN components (e.g. peak T1 m/z 679, and T2 m/z 1358) had different extractabilities in water/solvent mixes and were differentially associated with the seeds. Purified seed TTPNs (mainly T1 and T2) were shown to be anti-genotoxic in HT29 and CCD841 cell based in vitro colonocyte models. Further work confirmed that the seeds contained a wider range of TTPN-like components which were also deferentially extractable in water/solvent mixes. This differential extractability could influence the TTPN composition and potential bioactivity of the extracts. There was considerable variation in total content of TTPNs (∼3-fold) and TTPN composition across 13 Rubus genotypes. Thus, TTPNs are likely to be present in raspberry juices and common extracts used for bioactivity studies and substantial variation exists in both content and composition due to genetics, tissue source or extraction conditions, which may all affect observed bioactivity.",
author = "G.J McDougall and JW Allwood and Gemma Pereira-Caro and Emma Brown and Cheryl Latimer and Gary Dibson and Derek Stewart and Ternan, {Nigel G} and Roger Lawther and Gloria O'Connor and Ian Rowland and Alan Crozier and Gill, {Chris IR}",
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McDougall, GJ, Allwood, JW, Pereira-Caro, G, Brown, E, Latimer, C, Dibson, G, Stewart, D, Ternan, NG, Lawther, R, O'Connor, G, Rowland, I, Crozier, A & Gill, CIR 2017, 'The composition of potentially bioactive triterpenoid glycosides in red raspberry is influenced by tissue, extraction procedure and genotype.', Food and Function, pp. 3469-3479. https://doi.org/10.1039/C7FO00846E

The composition of potentially bioactive triterpenoid glycosides in red raspberry is influenced by tissue, extraction procedure and genotype. / McDougall, G.J; Allwood, JW; Pereira-Caro, Gemma; Brown, Emma; Latimer, Cheryl; Dibson, Gary; Stewart, Derek; Ternan, Nigel G; Lawther, Roger; O'Connor, Gloria; Rowland, Ian ; Crozier, Alan; Gill, Chris IR.

In: Food and Function, 18.10.2017, p. 3469-3479.

Research output: Contribution to journalArticle

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T1 - The composition of potentially bioactive triterpenoid glycosides in red raspberry is influenced by tissue, extraction procedure and genotype.

AU - McDougall, G.J

AU - Allwood, JW

AU - Pereira-Caro, Gemma

AU - Brown, Emma

AU - Latimer, Cheryl

AU - Dibson, Gary

AU - Stewart, Derek

AU - Ternan, Nigel G

AU - Lawther, Roger

AU - O'Connor, Gloria

AU - Rowland, Ian

AU - Crozier, Alan

AU - Gill, Chris IR

PY - 2017/10/18

Y1 - 2017/10/18

N2 - The beneficial effects of consumption of berry fruits on a range of chronic diseases has been attributed (at least in part) to the presence of unique phytochemicals. Recently, we identified novel ursolic acid-based triterpenoid glycosides (TTPNs) in raspberry fruit and demonstrated their survival in human ileal fluids after feeding which confirmed their colon-availability in vivo. In this paper, in vitro digestion studies demonstrated that certain TTPNs were stable under gastrointestinal conditions and confirmed that these components may have been responsible for bioactivity noted in previous studies. Sequential extractions of raspberry puree, isolated seeds and unseeded puree showed that certain TTPN components (e.g. peak T1 m/z 679, and T2 m/z 1358) had different extractabilities in water/solvent mixes and were differentially associated with the seeds. Purified seed TTPNs (mainly T1 and T2) were shown to be anti-genotoxic in HT29 and CCD841 cell based in vitro colonocyte models. Further work confirmed that the seeds contained a wider range of TTPN-like components which were also deferentially extractable in water/solvent mixes. This differential extractability could influence the TTPN composition and potential bioactivity of the extracts. There was considerable variation in total content of TTPNs (∼3-fold) and TTPN composition across 13 Rubus genotypes. Thus, TTPNs are likely to be present in raspberry juices and common extracts used for bioactivity studies and substantial variation exists in both content and composition due to genetics, tissue source or extraction conditions, which may all affect observed bioactivity.

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