Targeted and untargeted characterisation of free and glycosylated simple phenols in cocoa beans using high resolution-tandem mass spectrometry (Q-Orbitrap)

Barnaba, C.; Nardin, T.; Pierotti, A; Malacarne, M.; Larcher, R.

doi:10.1016/j.chroma.2016.12.022

Cited by 24 publications

(18 citation statements)

References 25 publications

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“…In addition, peak 28 was characterized as aesculetin, a lactone that derives from a cinnamic acid derivative. This compound as well as the previous mentioned ones have been previously found in Theobroma cacao extracts [21].…”

Section: Phenolic Acid Derivativessupporting

confidence: 80%

LC-MS and Spectrophotometric Approaches for Evaluation of Bioactive Compounds from Peru Cocoa By-Products for Commercial Applications

et al. 2020

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Peru is one of the main areas where there are large cocoa crops with special relevance to the economy of this country. In fact, cocoa is a major, economically important, international crop which has been linked to several benefits, such as anti-allergenic, anti-atherogenic, anti-inflammatory, anti-microbial, anti-oxidant, anti-thrombotic, cardioprotective and vasodilatory properties, relating to its bioactive compound content. However, in cocoa industrial processing, several residues or wastes, which are commonly discarded generating a negative impact on the environment, are produced in large amounts. Some of the cocoa by-products, which go underutilized, could be a good source of bioactive compounds with high utility for the development of innovative products in nutraceutical, medical or pharmaceutical industries. For this reason, the aim of this study is to qualitatively determine the phytochemical composition of husk and bean extracts from different cocoa-growing areas and processes from Peru by high performance liquid chromatography coupled to mass spectrometry. Furthermore, we aim to evaluate their phenolic and flavan-3-ol contents and antioxidant capacities for the purpose of highlighting the potential of cocoa by-products from these cultivars as functional ingredients. In total, 49 chemical compounds were detected in the analyzed extracts. Comparing both husks and beans, bean extracts were characterized by high content in flavonoids whereas husk extracts had a higher content of phenolic acids. The presence of these compounds together with the bioactivity results suggest that these matrices may be further studied for their revaluation in the development of high added-value products in nutraceutical, medical, and pharmaceutical industries.

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Section: Phenolic Acid Derivativessupporting

confidence: 80%

LC-MS and Spectrophotometric Approaches for Evaluation of Bioactive Compounds from Peru Cocoa By-Products for Commercial Applications

et al. 2020

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“…Nucleosides consist of four common nitrogenous bases and deoxyriboses, which can be filtered by seven DPIs at m/z 136.0618 (C 5 H 6 N 5 + ), 152.0567 (C 5 H 6 N 5 O + ), 112.0505 (C 4 H 6 N 3 O + ), and m/z 110.0122 (C 4 H 2 N 2 O 2 – ) . Basic structures of phenolic compounds were summarized in the literature , including protocatechuic acid, 3,4‐dihydroxy benzoic acid, and so on. The phenolics can be recognized by 11 DPIs (Supporting information Table S1).…”

Section: Resultsmentioning

confidence: 99%

“…In total, 39 phenols were characterized. Based on the relevant literature , peaks 8 , 21 , 41 , 59 , 70 , 72 , and 144 were identified. Peaks 16 , 28 , 31 , 33 , 37 , 48 , 56 , 59 , 64 , 71 , 81 , 97 , and 113 were tentatively assigned based on the online database retrieval (Chemspider) and the fragment pattern, and they were identified in DCXD for the first time.…”

Section: Resultsmentioning

confidence: 99%

Profiling the constituents of Dachuanxiong decoction by liquid chromatography with high‐resolution tandem mass spectrometry using target and nontarget data mining

Liu

Wang

Chen

et al. 2019

J of Separation Science

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Comprehensive characterization of the large number of compounds existing in traditional Chinese medicines is still a great challenge. In this study, a strategy of precursor ion selected acquisition coupled with target and nontarget data mining was established to systematically characterize the chemical constituents of traditional Chinese medicines. This strategy consisted of four steps: (1) precursor ion selected acquisition was developed to trigger additional tandem mass spectrometry fragmentation reactions, especially for trace constituents; (2) in-house database of compounds was established and diagnostic characteristics were summarized; (3) compounds were identified by target and nontarget data mining; and (4) compound structures were elucidated based on accurate mass matching and comparison of fragment ions, and isomers were discriminated by the intensity of fragment ions, fragmentation pattern analysis, and calculated log P values. This strategy was successfully applied to comprehensively identify the constituents in Dachuanxiong decoction. Finally, a total of 218 compounds assigned to six categories were characterized, and 107 compounds were characterized by nontarget analysis for the first time. In addition, three new diagnostic characteristics of esters of citric acids were elucidated. This research enriched the material basis of Dachuanxiong decoction and provided a new strategy for identifying the chemical constituents of other traditional Chinese medicines. K E Y W O R D Schemical constituents, high-resolution tandem mass spectrometry, nontarget data mining, target data mining, traditional Chinese medicine Article Related Abbreviations: CGA, chlorogenic acid; DCXD, Dachuanxiong decoction; DPI, diagnostic product ion; ECA, ester of citric acid; MIs, molecular ions; NL, neutral loss; PIS, precursor ions selected; TCM, Traditional Chinese medicine.for combinatorial drug discovery [2]. Comprehensive identification of a large number of compounds present in TCMs is still a great challenge because TCMs contain a large number of constituents with diverse structures [3] and a wide range of concentrations [4]. High-resolution MS, particularly MS/MS or MS n , coupled with UHPLC has become the workhorse in the qualitative and quantitative analyses of TCMs because of its high selectivity, good sensitivity, and universality.Recent solutions to annotate the chemical constituents in TCMs can be mainly embodied in full data acquisition and 2202

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“…Over the last decade, several authors have defined the chemical profile of cocoa beans and related products mainly based on the polyphenol and methylxanthine fingerprint. For this, several methodologies based on reversed-phase highperformance liquid chromatography (RP-HPLC) coupled to a diode-array detector (DAD) and mass spectrometry (MS) or tandem MS (MS/MS) have been proposed [3,15,[18][19][20][21][22][23][24]. Due to the complexity of cocoa extracts and the lack of commercial standards, a sample purification process using solid-phase extraction (SPE) has also been recommended [25,26].…”

Section: Introductionmentioning

confidence: 99%

Characterization and Classification of Cocoa Bean Shells from Different Regions of Venezuela Using HPLC-PDA-MS/MS and Spectrophotometric Techniques Coupled to Chemometric Analysis

Barbosa-Pereira

Belviso

Ferrocino

et al. 2021

Foods

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The cocoa bean shell (CBS) is one of the main cocoa byproducts with a prospective to be used as a functional food ingredient due to its nutritional and sensory properties. This study aims to define the chemical fingerprint of CBSs obtained from cocoa beans of diverse cultivars and collected in different geographical areas of Venezuela assessed using high-performance liquid chromatography coupled to photodiodes array and mass spectrometry (HPLC-PDA-MS/MS) and spectrophotometric assays combined with multivariate analysis for classification purposes. The study provides a comprehensive fingerprint and quantitative data for 39 compounds, including methylxanthines and several polyphenols, such as flavan-3-ols, procyanidins, and N-phenylpropenoyl amino acids. Several key cocoa markers, such as theobromine, epicatechin, quercetin-3-O-glucoside, procyanidin_A pentoside_3, and N-coumaroyl-l-aspartate_2, were found suitable for the classification of CBS according to their cultivar and origin. Despite the screening methods required a previous purification of the sample, both methodologies appear to be suitable for the classification of CBS with a high correlation between datasets. Finally, preliminary findings on the identification of potential contributors for the radical scavenging activity of CBS were also accomplished to support the valorization of this byproduct as a bioactive ingredient in the production of functional foods.

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Targeted and untargeted characterisation of free and glycosylated simple phenols in cocoa beans using high resolution-tandem mass spectrometry (Q-Orbitrap)

Cited by 24 publications

References 25 publications

LC-MS and Spectrophotometric Approaches for Evaluation of Bioactive Compounds from Peru Cocoa By-Products for Commercial Applications

LC-MS and Spectrophotometric Approaches for Evaluation of Bioactive Compounds from Peru Cocoa By-Products for Commercial Applications

Profiling the constituents of Dachuanxiong decoction by liquid chromatography with high‐resolution tandem mass spectrometry using target and nontarget data mining

Characterization and Classification of Cocoa Bean Shells from Different Regions of Venezuela Using HPLC-PDA-MS/MS and Spectrophotometric Techniques Coupled to Chemometric Analysis

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