Copper(II)-mediated biomimetic oxidation of quercetin: generation of a naturally occurring oxidation product and evaluation of its in vitro antioxidant properties View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2006-08-01

AUTHORS

Aytaç Gülşen, Burcu Turan, Dimitris P. Makris, Panagiotis Kefalas

ABSTRACT

Quercetin was oxidized with CuSO4 in aqueous acetonitrile, a reaction that has been previously shown to generate products that were detected in polyphenol oxidase and peroxidase-catalysed oxidation of quercetin. The major oxidation product was isolated and characterized by means of 1H-NMR and LC-MS, as 2-(3,4-dihydroxybenzoyl)-2,4,6-trihydroxybenzofuran-3(2H)-one. This compound is a natural polyphenol reported to occur in the outer dry layers of onion bulbs. Its in vitro antioxidant properties were evaluated in comparison with the parent molecule and other natural polyphenols, employing three representative tests and the alterations in the activity observed were discussed on the basis of structure–activity relationships. More... »

PAGES

435

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s00217-006-0437-3

DOI

http://dx.doi.org/10.1007/s00217-006-0437-3

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1034901488


Indexing Status Check whether this publication has been indexed by Scopus and Web Of Science using the SN Indexing Status Tool
Incoming Citations Browse incoming citations for this publication using opencitations.net

JSON-LD is the canonical representation for SciGraph data.

TIP: You can open this SciGraph record using an external JSON-LD service: JSON-LD Playground Google SDTT

[
  {
    "@context": "https://springernature.github.io/scigraph/jsonld/sgcontext.json", 
    "about": [
      {
        "id": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/03", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Chemical Sciences", 
        "type": "DefinedTerm"
      }, 
      {
        "id": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/0306", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Physical Chemistry (incl. Structural)", 
        "type": "DefinedTerm"
      }
    ], 
    "author": [
      {
        "affiliation": {
          "alternateName": "Department of Food Quality Management & Chemistry of Natural Products, Mediterranean Agronomic Institute of Chania (M. A. I. Ch.), P. O. Box 85, 73100, Chania, Greece", 
          "id": "http://www.grid.ac/institutes/grid.419661.d", 
          "name": [
            "Department of Food Quality Management & Chemistry of Natural Products, Mediterranean Agronomic Institute of Chania (M. A. I. Ch.), P. O. Box 85, 73100, Chania, Greece"
          ], 
          "type": "Organization"
        }, 
        "familyName": "G\u00fcl\u015fen", 
        "givenName": "Ayta\u00e7", 
        "id": "sg:person.014053377351.33", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.014053377351.33"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Department of Food Quality Management & Chemistry of Natural Products, Mediterranean Agronomic Institute of Chania (M. A. I. Ch.), P. O. Box 85, 73100, Chania, Greece", 
          "id": "http://www.grid.ac/institutes/grid.419661.d", 
          "name": [
            "Department of Food Quality Management & Chemistry of Natural Products, Mediterranean Agronomic Institute of Chania (M. A. I. Ch.), P. O. Box 85, 73100, Chania, Greece"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Turan", 
        "givenName": "Burcu", 
        "id": "sg:person.012501425375.14", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.012501425375.14"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Department of Food Quality Management & Chemistry of Natural Products, Mediterranean Agronomic Institute of Chania (M. A. I. Ch.), P. O. Box 85, 73100, Chania, Greece", 
          "id": "http://www.grid.ac/institutes/grid.419661.d", 
          "name": [
            "Department of Food Quality Management & Chemistry of Natural Products, Mediterranean Agronomic Institute of Chania (M. A. I. Ch.), P. O. Box 85, 73100, Chania, Greece"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Makris", 
        "givenName": "Dimitris P.", 
        "id": "sg:person.01331534672.29", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01331534672.29"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Department of Food Quality Management & Chemistry of Natural Products, Mediterranean Agronomic Institute of Chania (M. A. I. Ch.), P. O. Box 85, 73100, Chania, Greece", 
          "id": "http://www.grid.ac/institutes/grid.419661.d", 
          "name": [
            "Department of Food Quality Management & Chemistry of Natural Products, Mediterranean Agronomic Institute of Chania (M. A. I. Ch.), P. O. Box 85, 73100, Chania, Greece"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Kefalas", 
        "givenName": "Panagiotis", 
        "id": "sg:person.016515726665.55", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.016515726665.55"
        ], 
        "type": "Person"
      }
    ], 
    "citation": [
      {
        "id": "sg:pub.10.1023/b:rugc.0000042436.62526.80", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1056312180", 
          "https://doi.org/10.1023/b:rugc.0000042436.62526.80"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "sg:pub.10.2116/analsci.20.1333", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1051759292", 
          "https://doi.org/10.2116/analsci.20.1333"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "sg:pub.10.2116/analsci.17.987", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1033655475", 
          "https://doi.org/10.2116/analsci.17.987"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "sg:pub.10.1007/pl00013933", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1013287373", 
          "https://doi.org/10.1007/pl00013933"
        ], 
        "type": "CreativeWork"
      }
    ], 
    "datePublished": "2006-08-01", 
    "datePublishedReg": "2006-08-01", 
    "description": "Quercetin was oxidized with CuSO4 in aqueous acetonitrile, a reaction that has been previously shown to generate products that were detected in polyphenol oxidase and peroxidase-catalysed oxidation of quercetin. The major oxidation product was isolated and characterized by means of 1H-NMR and LC-MS, as 2-(3,4-dihydroxybenzoyl)-2,4,6-trihydroxybenzofuran-3(2H)-one. This compound is a natural polyphenol reported to occur in the outer dry layers of onion bulbs. Its in vitro antioxidant properties were evaluated in comparison with the parent molecule and other natural polyphenols, employing three representative tests and the alterations in the activity observed were discussed on the basis of structure\u2013activity relationships.", 
    "genre": "article", 
    "id": "sg:pub.10.1007/s00217-006-0437-3", 
    "isAccessibleForFree": false, 
    "isPartOf": [
      {
        "id": "sg:journal.1312167", 
        "issn": [
          "0044-3026", 
          "1438-2385"
        ], 
        "name": "European Food Research and Technology", 
        "publisher": "Springer Nature", 
        "type": "Periodical"
      }, 
      {
        "issueNumber": "3-4", 
        "type": "PublicationIssue"
      }, 
      {
        "type": "PublicationVolume", 
        "volumeNumber": "225"
      }
    ], 
    "keywords": [
      "oxidation products", 
      "major oxidation products", 
      "peroxidase-catalyzed oxidation", 
      "structure-activity relationships", 
      "biomimetic oxidation", 
      "outer dry layers", 
      "natural polyphenol", 
      "aqueous acetonitrile", 
      "parent molecule", 
      "antioxidant properties", 
      "LC-MS", 
      "oxidation", 
      "trihydroxybenzofuran", 
      "acetonitrile", 
      "products", 
      "properties", 
      "quercetin", 
      "compounds", 
      "molecules", 
      "reaction", 
      "CuSO4", 
      "polyphenol oxidase", 
      "polyphenols", 
      "dry layer", 
      "oxidase", 
      "layer", 
      "activity", 
      "means", 
      "generation", 
      "basis", 
      "comparison", 
      "onion bulbs", 
      "representative tests", 
      "evaluation", 
      "test", 
      "relationship", 
      "alterations", 
      "bulb"
    ], 
    "name": "Copper(II)-mediated biomimetic oxidation of quercetin: generation of a naturally occurring oxidation product and evaluation of its in vitro antioxidant properties", 
    "pagination": "435", 
    "productId": [
      {
        "name": "dimensions_id", 
        "type": "PropertyValue", 
        "value": [
          "pub.1034901488"
        ]
      }, 
      {
        "name": "doi", 
        "type": "PropertyValue", 
        "value": [
          "10.1007/s00217-006-0437-3"
        ]
      }
    ], 
    "sameAs": [
      "https://doi.org/10.1007/s00217-006-0437-3", 
      "https://app.dimensions.ai/details/publication/pub.1034901488"
    ], 
    "sdDataset": "articles", 
    "sdDatePublished": "2022-09-02T15:52", 
    "sdLicense": "https://scigraph.springernature.com/explorer/license/", 
    "sdPublisher": {
      "name": "Springer Nature - SN SciGraph project", 
      "type": "Organization"
    }, 
    "sdSource": "s3://com-springernature-scigraph/baseset/20220902/entities/gbq_results/article/article_414.jsonl", 
    "type": "ScholarlyArticle", 
    "url": "https://doi.org/10.1007/s00217-006-0437-3"
  }
]
 

Download the RDF metadata as:  json-ld nt turtle xml License info

HOW TO GET THIS DATA PROGRAMMATICALLY:

JSON-LD is a popular format for linked data which is fully compatible with JSON.

curl -H 'Accept: application/ld+json' 'https://scigraph.springernature.com/pub.10.1007/s00217-006-0437-3'

N-Triples is a line-based linked data format ideal for batch operations.

curl -H 'Accept: application/n-triples' 'https://scigraph.springernature.com/pub.10.1007/s00217-006-0437-3'

Turtle is a human-readable linked data format.

curl -H 'Accept: text/turtle' 'https://scigraph.springernature.com/pub.10.1007/s00217-006-0437-3'

RDF/XML is a standard XML format for linked data.

curl -H 'Accept: application/rdf+xml' 'https://scigraph.springernature.com/pub.10.1007/s00217-006-0437-3'


 

This table displays all metadata directly associated to this object as RDF triples.

132 TRIPLES      21 PREDICATES      66 URIs      54 LITERALS      6 BLANK NODES

Subject Predicate Object
1 sg:pub.10.1007/s00217-006-0437-3 schema:about anzsrc-for:03
2 anzsrc-for:0306
3 schema:author Nc22b5395c68d4c048274faebfee1fc10
4 schema:citation sg:pub.10.1007/pl00013933
5 sg:pub.10.1023/b:rugc.0000042436.62526.80
6 sg:pub.10.2116/analsci.17.987
7 sg:pub.10.2116/analsci.20.1333
8 schema:datePublished 2006-08-01
9 schema:datePublishedReg 2006-08-01
10 schema:description Quercetin was oxidized with CuSO4 in aqueous acetonitrile, a reaction that has been previously shown to generate products that were detected in polyphenol oxidase and peroxidase-catalysed oxidation of quercetin. The major oxidation product was isolated and characterized by means of 1H-NMR and LC-MS, as 2-(3,4-dihydroxybenzoyl)-2,4,6-trihydroxybenzofuran-3(2H)-one. This compound is a natural polyphenol reported to occur in the outer dry layers of onion bulbs. Its in vitro antioxidant properties were evaluated in comparison with the parent molecule and other natural polyphenols, employing three representative tests and the alterations in the activity observed were discussed on the basis of structure–activity relationships.
11 schema:genre article
12 schema:isAccessibleForFree false
13 schema:isPartOf N49401227619a4ffb9a37079c948ea680
14 Nbc854346400d4ec899d6a932b8d32623
15 sg:journal.1312167
16 schema:keywords CuSO4
17 LC-MS
18 acetonitrile
19 activity
20 alterations
21 antioxidant properties
22 aqueous acetonitrile
23 basis
24 biomimetic oxidation
25 bulb
26 comparison
27 compounds
28 dry layer
29 evaluation
30 generation
31 layer
32 major oxidation products
33 means
34 molecules
35 natural polyphenol
36 onion bulbs
37 outer dry layers
38 oxidase
39 oxidation
40 oxidation products
41 parent molecule
42 peroxidase-catalyzed oxidation
43 polyphenol oxidase
44 polyphenols
45 products
46 properties
47 quercetin
48 reaction
49 relationship
50 representative tests
51 structure-activity relationships
52 test
53 trihydroxybenzofuran
54 schema:name Copper(II)-mediated biomimetic oxidation of quercetin: generation of a naturally occurring oxidation product and evaluation of its in vitro antioxidant properties
55 schema:pagination 435
56 schema:productId N929b7a1be49640e7bcb11eb5840ca5f5
57 Nb9e55164777242eb9e831084b2a20adf
58 schema:sameAs https://app.dimensions.ai/details/publication/pub.1034901488
59 https://doi.org/10.1007/s00217-006-0437-3
60 schema:sdDatePublished 2022-09-02T15:52
61 schema:sdLicense https://scigraph.springernature.com/explorer/license/
62 schema:sdPublisher N74d1f93592b446f2b160c23131db06a9
63 schema:url https://doi.org/10.1007/s00217-006-0437-3
64 sgo:license sg:explorer/license/
65 sgo:sdDataset articles
66 rdf:type schema:ScholarlyArticle
67 N49401227619a4ffb9a37079c948ea680 schema:issueNumber 3-4
68 rdf:type schema:PublicationIssue
69 N6758d09f7d9a46ceabf7131e26b415db rdf:first sg:person.01331534672.29
70 rdf:rest Nc302a33fe2404665962e832d4f187e6c
71 N74d1f93592b446f2b160c23131db06a9 schema:name Springer Nature - SN SciGraph project
72 rdf:type schema:Organization
73 N929b7a1be49640e7bcb11eb5840ca5f5 schema:name dimensions_id
74 schema:value pub.1034901488
75 rdf:type schema:PropertyValue
76 Nb9e55164777242eb9e831084b2a20adf schema:name doi
77 schema:value 10.1007/s00217-006-0437-3
78 rdf:type schema:PropertyValue
79 Nbc854346400d4ec899d6a932b8d32623 schema:volumeNumber 225
80 rdf:type schema:PublicationVolume
81 Nc22b5395c68d4c048274faebfee1fc10 rdf:first sg:person.014053377351.33
82 rdf:rest Nf545b093be46462aa7bac51a3a5e96bf
83 Nc302a33fe2404665962e832d4f187e6c rdf:first sg:person.016515726665.55
84 rdf:rest rdf:nil
85 Nf545b093be46462aa7bac51a3a5e96bf rdf:first sg:person.012501425375.14
86 rdf:rest N6758d09f7d9a46ceabf7131e26b415db
87 anzsrc-for:03 schema:inDefinedTermSet anzsrc-for:
88 schema:name Chemical Sciences
89 rdf:type schema:DefinedTerm
90 anzsrc-for:0306 schema:inDefinedTermSet anzsrc-for:
91 schema:name Physical Chemistry (incl. Structural)
92 rdf:type schema:DefinedTerm
93 sg:journal.1312167 schema:issn 0044-3026
94 1438-2385
95 schema:name European Food Research and Technology
96 schema:publisher Springer Nature
97 rdf:type schema:Periodical
98 sg:person.012501425375.14 schema:affiliation grid-institutes:grid.419661.d
99 schema:familyName Turan
100 schema:givenName Burcu
101 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.012501425375.14
102 rdf:type schema:Person
103 sg:person.01331534672.29 schema:affiliation grid-institutes:grid.419661.d
104 schema:familyName Makris
105 schema:givenName Dimitris P.
106 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01331534672.29
107 rdf:type schema:Person
108 sg:person.014053377351.33 schema:affiliation grid-institutes:grid.419661.d
109 schema:familyName Gülşen
110 schema:givenName Aytaç
111 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.014053377351.33
112 rdf:type schema:Person
113 sg:person.016515726665.55 schema:affiliation grid-institutes:grid.419661.d
114 schema:familyName Kefalas
115 schema:givenName Panagiotis
116 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.016515726665.55
117 rdf:type schema:Person
118 sg:pub.10.1007/pl00013933 schema:sameAs https://app.dimensions.ai/details/publication/pub.1013287373
119 https://doi.org/10.1007/pl00013933
120 rdf:type schema:CreativeWork
121 sg:pub.10.1023/b:rugc.0000042436.62526.80 schema:sameAs https://app.dimensions.ai/details/publication/pub.1056312180
122 https://doi.org/10.1023/b:rugc.0000042436.62526.80
123 rdf:type schema:CreativeWork
124 sg:pub.10.2116/analsci.17.987 schema:sameAs https://app.dimensions.ai/details/publication/pub.1033655475
125 https://doi.org/10.2116/analsci.17.987
126 rdf:type schema:CreativeWork
127 sg:pub.10.2116/analsci.20.1333 schema:sameAs https://app.dimensions.ai/details/publication/pub.1051759292
128 https://doi.org/10.2116/analsci.20.1333
129 rdf:type schema:CreativeWork
130 grid-institutes:grid.419661.d schema:alternateName Department of Food Quality Management & Chemistry of Natural Products, Mediterranean Agronomic Institute of Chania (M. A. I. Ch.), P. O. Box 85, 73100, Chania, Greece
131 schema:name Department of Food Quality Management & Chemistry of Natural Products, Mediterranean Agronomic Institute of Chania (M. A. I. Ch.), P. O. Box 85, 73100, Chania, Greece
132 rdf:type schema:Organization
 




Preview window. Press ESC to close (or click here)


...