Extraction, structural characterisation and evaluation of hydroxycinnamate esters of orchard grass (Dactylis glomerata) as substrates for polyphenol oxidase

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Extraction, structural characterisation and evaluation of hydroxycinnamate esters of orchard grass (Dactylis glomerata) as substrates for polyphenol oxidase. / Parveen, I.; Winters, A.; Threadgill, Michael D.; Hauck, B. D.; Morris, Phillip.

In: Phytochemistry, Vol. 69, No. 16, 01.11.2008, p. 2799-2806.

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@article{469e50dcc9b14e05b9f6ef692c6166d5,
title = "Extraction, structural characterisation and evaluation of hydroxycinnamate esters of orchard grass (Dactylis glomerata) as substrates for polyphenol oxidase",
abstract = "Polyphenol oxidase (PPO) activity has been reported in orchard grass (Dactylis glomerata); however, to date, no endogenous substrates have been identified. In the present study, we report the isolation and structural elucidation of PPO substrates in this species. The free phenol fraction was extracted, separated by reverse-phase chromatography and six potential substrates, including two hydroxycinnamate esters, were identified by UV spectrometry, electrospray ionisation-tandem mass spectrometry (LC?ESI-MSn) and 1D and 2D NMR analyses (1H NMR, 13C NMR, DEPT, COSY, HMQC and HMBC). Furthermore, three caffeoylquinic acids (3-CQA, 4-CQA and 5-CQA) were identified by comparison of their spectral data (ESI-MS) with those of known compounds and literature data. Five of these compounds were demonstrated to be substrates for orchard grass PPO.",
keywords = "Dactylis glomerata, orchard grass, polyphenol oxidase, hydroxycinnamate esters, isocitric acid, hydroxycitric acid, threomic acid",
author = "I. Parveen and A. Winters and Threadgill, {Michael D.} and Hauck, {B. D.} and Phillip Morris",
note = "Parveen, I., Winters, A., Threadgill, M. D., Hauck, B. D., Morris, P. (2008). Extraction, structural characterisation and evaluation of hydroxycinnamate esters of orchard grass (Dactylis glomerata) as substrates for polyphenol oxidase.  Phytochemistry, 69, (16), 2799-2806. IMPF: 02.95 RONO: 1910 3007",
year = "2008",
month = "11",
day = "1",
doi = "10.1016/j.phytochem.2008.08.019",
language = "English",
volume = "69",
pages = "2799--2806",
journal = "Phytochemistry",
issn = "0031-9422",
publisher = "Elsevier",
number = "16",

}

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TY - JOUR

T1 - Extraction, structural characterisation and evaluation of hydroxycinnamate esters of orchard grass (Dactylis glomerata) as substrates for polyphenol oxidase

AU - Parveen, I.

AU - Winters, A.

AU - Threadgill, Michael D.

AU - Hauck, B. D.

AU - Morris, Phillip

N1 - Parveen, I., Winters, A., Threadgill, M. D., Hauck, B. D., Morris, P. (2008). Extraction, structural characterisation and evaluation of hydroxycinnamate esters of orchard grass (Dactylis glomerata) as substrates for polyphenol oxidase.  Phytochemistry, 69, (16), 2799-2806. IMPF: 02.95 RONO: 1910 3007

PY - 2008/11/1

Y1 - 2008/11/1

N2 - Polyphenol oxidase (PPO) activity has been reported in orchard grass (Dactylis glomerata); however, to date, no endogenous substrates have been identified. In the present study, we report the isolation and structural elucidation of PPO substrates in this species. The free phenol fraction was extracted, separated by reverse-phase chromatography and six potential substrates, including two hydroxycinnamate esters, were identified by UV spectrometry, electrospray ionisation-tandem mass spectrometry (LC?ESI-MSn) and 1D and 2D NMR analyses (1H NMR, 13C NMR, DEPT, COSY, HMQC and HMBC). Furthermore, three caffeoylquinic acids (3-CQA, 4-CQA and 5-CQA) were identified by comparison of their spectral data (ESI-MS) with those of known compounds and literature data. Five of these compounds were demonstrated to be substrates for orchard grass PPO.

AB - Polyphenol oxidase (PPO) activity has been reported in orchard grass (Dactylis glomerata); however, to date, no endogenous substrates have been identified. In the present study, we report the isolation and structural elucidation of PPO substrates in this species. The free phenol fraction was extracted, separated by reverse-phase chromatography and six potential substrates, including two hydroxycinnamate esters, were identified by UV spectrometry, electrospray ionisation-tandem mass spectrometry (LC?ESI-MSn) and 1D and 2D NMR analyses (1H NMR, 13C NMR, DEPT, COSY, HMQC and HMBC). Furthermore, three caffeoylquinic acids (3-CQA, 4-CQA and 5-CQA) were identified by comparison of their spectral data (ESI-MS) with those of known compounds and literature data. Five of these compounds were demonstrated to be substrates for orchard grass PPO.

KW - Dactylis glomerata

KW - orchard grass

KW - polyphenol oxidase

KW - hydroxycinnamate esters

KW - isocitric acid

KW - hydroxycitric acid

KW - threomic acid

U2 - 10.1016/j.phytochem.2008.08.019

DO - 10.1016/j.phytochem.2008.08.019

M3 - Article

VL - 69

SP - 2799

EP - 2806

JO - Phytochemistry

JF - Phytochemistry

SN - 0031-9422

IS - 16

ER -

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