Delayed release singlet oxygen sensitizers based on pyridone-appended porphyrins View Full Text


Ontology type: schema:ScholarlyArticle      Open Access: True


Article Info

DATE

2017-09-13

AUTHORS

Susan Callaghan, Mikhail A. Filatov, Elisabeth Sitte, Huguette Savoie, Ross W. Boyle, Keith J. Flanagan, Mathias O. Senge

ABSTRACT

A new type of porphyrin photosensitizer capable of generating singlet oxygen upon irradiation, storing it through binding to pyridone subunits, followed by slow release at 20–40 °C, is reported. The timescale of singlet oxygen release can be varied depending on the pyridone group substitution pattern, forming endoperoxides of different stabilities. Modified tetra- and octa-substituted pyridone-porphyrins showed solubility in water, allowing for straightforward delivery into cells. The effect of delayed singlet oxygen formation due to endoperoxide decomposition was demonstrated on cancer cells in vitro. More... »

PAGES

1371-1374

Identifiers

URI

http://scigraph.springernature.com/pub.10.1039/c7pp00244k

DOI

http://dx.doi.org/10.1039/c7pp00244k

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1091286765

PUBMED

https://www.ncbi.nlm.nih.gov/pubmed/28868558


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/2008/0303", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Macromolecular and Materials Chemistry", 
        "type": "DefinedTerm"
      }
    ], 
    "author": [
      {
        "affiliation": {
          "alternateName": "School of Chemistry, SFI Tetrapyrrole Laboratory, Trinity Biomedical Sciences Institute, Trinity College Dublin, The University of Dublin, 152-160 Pearse Street, Dublin 2, Ireland", 
          "id": "http://www.grid.ac/institutes/grid.8217.c", 
          "name": [
            "School of Chemistry, SFI Tetrapyrrole Laboratory, Trinity Biomedical Sciences Institute, Trinity College Dublin, The University of Dublin, 152-160 Pearse Street, Dublin 2, Ireland"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Callaghan", 
        "givenName": "Susan", 
        "id": "sg:person.015760261011.89", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.015760261011.89"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "School of Chemistry, SFI Tetrapyrrole Laboratory, Trinity Biomedical Sciences Institute, Trinity College Dublin, The University of Dublin, 152-160 Pearse Street, Dublin 2, Ireland", 
          "id": "http://www.grid.ac/institutes/grid.8217.c", 
          "name": [
            "School of Chemistry, SFI Tetrapyrrole Laboratory, Trinity Biomedical Sciences Institute, Trinity College Dublin, The University of Dublin, 152-160 Pearse Street, Dublin 2, Ireland"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Filatov", 
        "givenName": "Mikhail A.", 
        "id": "sg:person.0676372763.89", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.0676372763.89"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "School of Chemistry, SFI Tetrapyrrole Laboratory, Trinity Biomedical Sciences Institute, Trinity College Dublin, The University of Dublin, 152-160 Pearse Street, Dublin 2, Ireland", 
          "id": "http://www.grid.ac/institutes/grid.8217.c", 
          "name": [
            "School of Chemistry, SFI Tetrapyrrole Laboratory, Trinity Biomedical Sciences Institute, Trinity College Dublin, The University of Dublin, 152-160 Pearse Street, Dublin 2, Ireland"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Sitte", 
        "givenName": "Elisabeth", 
        "id": "sg:person.013222650133.58", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013222650133.58"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Department of Chemistry, University of Hull, Cottingham Road, HU6 7RX, Kingston-upon-Hull, UK", 
          "id": "http://www.grid.ac/institutes/grid.9481.4", 
          "name": [
            "Department of Chemistry, University of Hull, Cottingham Road, HU6 7RX, Kingston-upon-Hull, UK"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Savoie", 
        "givenName": "Huguette", 
        "id": "sg:person.01154124213.03", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01154124213.03"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Department of Chemistry, University of Hull, Cottingham Road, HU6 7RX, Kingston-upon-Hull, UK", 
          "id": "http://www.grid.ac/institutes/grid.9481.4", 
          "name": [
            "Department of Chemistry, University of Hull, Cottingham Road, HU6 7RX, Kingston-upon-Hull, UK"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Boyle", 
        "givenName": "Ross W.", 
        "id": "sg:person.01270352613.45", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01270352613.45"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "School of Chemistry, SFI Tetrapyrrole Laboratory, Trinity Biomedical Sciences Institute, Trinity College Dublin, The University of Dublin, 152-160 Pearse Street, Dublin 2, Ireland", 
          "id": "http://www.grid.ac/institutes/grid.8217.c", 
          "name": [
            "School of Chemistry, SFI Tetrapyrrole Laboratory, Trinity Biomedical Sciences Institute, Trinity College Dublin, The University of Dublin, 152-160 Pearse Street, Dublin 2, Ireland"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Flanagan", 
        "givenName": "Keith J.", 
        "id": "sg:person.0661173657.09", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.0661173657.09"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Medicinal Chemistry, Trinity Translational Medicine Institute, Trinity Centre for Health Sciences, Trinity College Dublin, The University of Dublin, St. James\u2019s Hospital, Dublin 8, Ireland", 
          "id": "http://www.grid.ac/institutes/grid.8217.c", 
          "name": [
            "School of Chemistry, SFI Tetrapyrrole Laboratory, Trinity Biomedical Sciences Institute, Trinity College Dublin, The University of Dublin, 152-160 Pearse Street, Dublin 2, Ireland", 
            "Medicinal Chemistry, Trinity Translational Medicine Institute, Trinity Centre for Health Sciences, Trinity College Dublin, The University of Dublin, St. James\u2019s Hospital, Dublin 8, Ireland"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Senge", 
        "givenName": "Mathias O.", 
        "id": "sg:person.0672020052.24", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.0672020052.24"
        ], 
        "type": "Person"
      }
    ], 
    "datePublished": "2017-09-13", 
    "datePublishedReg": "2017-09-13", 
    "description": "A new type of porphyrin photosensitizer capable of generating singlet oxygen upon irradiation, storing it through binding to pyridone subunits, followed by slow release at 20\u201340 \u00b0C, is reported. The timescale of singlet oxygen release can be varied depending on the pyridone group substitution pattern, forming endoperoxides of different stabilities. Modified tetra- and octa-substituted pyridone-porphyrins showed solubility in water, allowing for straightforward delivery into cells. The effect of delayed singlet oxygen formation due to endoperoxide decomposition was demonstrated on cancer cells in vitro.", 
    "genre": "article", 
    "id": "sg:pub.10.1039/c7pp00244k", 
    "inLanguage": "en", 
    "isAccessibleForFree": true, 
    "isFundedItemOf": [
      {
        "id": "sg:grant.3939812", 
        "type": "MonetaryGrant"
      }
    ], 
    "isPartOf": [
      {
        "id": "sg:journal.1029729", 
        "issn": [
          "1474-905X", 
          "1474-9092"
        ], 
        "name": "Photochemical & Photobiological Sciences", 
        "publisher": "Springer Nature", 
        "type": "Periodical"
      }, 
      {
        "issueNumber": "9", 
        "type": "PublicationIssue"
      }, 
      {
        "type": "PublicationVolume", 
        "volumeNumber": "16"
      }
    ], 
    "keywords": [
      "cancer cells", 
      "straightforward delivery", 
      "cells", 
      "release", 
      "slow release", 
      "delivery", 
      "endoperoxides", 
      "effect", 
      "porphyrin photosensitizers", 
      "sensitizers", 
      "subunits", 
      "patterns", 
      "irradiation", 
      "types", 
      "photosensitizer", 
      "oxygen release", 
      "singlet oxygen", 
      "singlet oxygen release", 
      "oxygen formation", 
      "formation", 
      "oxygen", 
      "substitution pattern", 
      "singlet oxygen formation", 
      "singlet oxygen sensitizers", 
      "new type", 
      "oxygen sensitizers", 
      "porphyrins", 
      "stability", 
      "different stabilities", 
      "water", 
      "solubility", 
      "tetra", 
      "decomposition", 
      "timescales", 
      "pyridone group substitution pattern", 
      "group substitution pattern", 
      "endoperoxide decomposition", 
      "release singlet oxygen sensitizers", 
      "pyridone-appended porphyrins"
    ], 
    "name": "Delayed release singlet oxygen sensitizers based on pyridone-appended porphyrins", 
    "pagination": "1371-1374", 
    "productId": [
      {
        "name": "dimensions_id", 
        "type": "PropertyValue", 
        "value": [
          "pub.1091286765"
        ]
      }, 
      {
        "name": "doi", 
        "type": "PropertyValue", 
        "value": [
          "10.1039/c7pp00244k"
        ]
      }, 
      {
        "name": "pubmed_id", 
        "type": "PropertyValue", 
        "value": [
          "28868558"
        ]
      }
    ], 
    "sameAs": [
      "https://doi.org/10.1039/c7pp00244k", 
      "https://app.dimensions.ai/details/publication/pub.1091286765"
    ], 
    "sdDataset": "articles", 
    "sdDatePublished": "2022-01-01T18:42", 
    "sdLicense": "https://scigraph.springernature.com/explorer/license/", 
    "sdPublisher": {
      "name": "Springer Nature - SN SciGraph project", 
      "type": "Organization"
    }, 
    "sdSource": "s3://com-springernature-scigraph/baseset/20220101/entities/gbq_results/article/article_727.jsonl", 
    "type": "ScholarlyArticle", 
    "url": "https://doi.org/10.1039/c7pp00244k"
  }
]
 

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.10.1039/c7pp00244k'

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

curl -H 'Accept: application/n-triples' 'https://scigraph.springernature.com/pub.10.1039/c7pp00244k'

Turtle is a human-readable linked data format.

curl -H 'Accept: text/turtle' 'https://scigraph.springernature.com/pub.10.1039/c7pp00244k'

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

curl -H 'Accept: application/rdf+xml' 'https://scigraph.springernature.com/pub.10.1039/c7pp00244k'


 

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

150 TRIPLES      21 PREDICATES      65 URIs      57 LITERALS      7 BLANK NODES

Subject Predicate Object
1 sg:pub.10.1039/c7pp00244k schema:about anzsrc-for:03
2 anzsrc-for:0303
3 schema:author N8985164082d944d5be2b55119d4d9650
4 schema:datePublished 2017-09-13
5 schema:datePublishedReg 2017-09-13
6 schema:description A new type of porphyrin photosensitizer capable of generating singlet oxygen upon irradiation, storing it through binding to pyridone subunits, followed by slow release at 20–40 °C, is reported. The timescale of singlet oxygen release can be varied depending on the pyridone group substitution pattern, forming endoperoxides of different stabilities. Modified tetra- and octa-substituted pyridone-porphyrins showed solubility in water, allowing for straightforward delivery into cells. The effect of delayed singlet oxygen formation due to endoperoxide decomposition was demonstrated on cancer cells in vitro.
7 schema:genre article
8 schema:inLanguage en
9 schema:isAccessibleForFree true
10 schema:isPartOf N8655bc0470b5490180e39291883444de
11 Nc054d7069d1d49508cadace7dea7605a
12 sg:journal.1029729
13 schema:keywords cancer cells
14 cells
15 decomposition
16 delivery
17 different stabilities
18 effect
19 endoperoxide decomposition
20 endoperoxides
21 formation
22 group substitution pattern
23 irradiation
24 new type
25 oxygen
26 oxygen formation
27 oxygen release
28 oxygen sensitizers
29 patterns
30 photosensitizer
31 porphyrin photosensitizers
32 porphyrins
33 pyridone group substitution pattern
34 pyridone-appended porphyrins
35 release
36 release singlet oxygen sensitizers
37 sensitizers
38 singlet oxygen
39 singlet oxygen formation
40 singlet oxygen release
41 singlet oxygen sensitizers
42 slow release
43 solubility
44 stability
45 straightforward delivery
46 substitution pattern
47 subunits
48 tetra
49 timescales
50 types
51 water
52 schema:name Delayed release singlet oxygen sensitizers based on pyridone-appended porphyrins
53 schema:pagination 1371-1374
54 schema:productId N2cfa5591c13840d2b6206b90e63b3e7d
55 N4907cb89b2fd440eb59277efff92e734
56 N9791b956637348188270a7ab3c54d07f
57 schema:sameAs https://app.dimensions.ai/details/publication/pub.1091286765
58 https://doi.org/10.1039/c7pp00244k
59 schema:sdDatePublished 2022-01-01T18:42
60 schema:sdLicense https://scigraph.springernature.com/explorer/license/
61 schema:sdPublisher Ne4b2a225c2624074ac631f8bda8bdf20
62 schema:url https://doi.org/10.1039/c7pp00244k
63 sgo:license sg:explorer/license/
64 sgo:sdDataset articles
65 rdf:type schema:ScholarlyArticle
66 N2cfa5591c13840d2b6206b90e63b3e7d schema:name pubmed_id
67 schema:value 28868558
68 rdf:type schema:PropertyValue
69 N4907cb89b2fd440eb59277efff92e734 schema:name dimensions_id
70 schema:value pub.1091286765
71 rdf:type schema:PropertyValue
72 N4f1611bf33134992a4cda023f99ea038 rdf:first sg:person.01270352613.45
73 rdf:rest N66879de102394c53984e2e7f62de901d
74 N66879de102394c53984e2e7f62de901d rdf:first sg:person.0661173657.09
75 rdf:rest Na2f4125e24ee428c95094ecf0b0a94aa
76 N8655bc0470b5490180e39291883444de schema:volumeNumber 16
77 rdf:type schema:PublicationVolume
78 N8985164082d944d5be2b55119d4d9650 rdf:first sg:person.015760261011.89
79 rdf:rest Nc4b19f0896914de88f15d6b627595000
80 N9791b956637348188270a7ab3c54d07f schema:name doi
81 schema:value 10.1039/c7pp00244k
82 rdf:type schema:PropertyValue
83 Na2f4125e24ee428c95094ecf0b0a94aa rdf:first sg:person.0672020052.24
84 rdf:rest rdf:nil
85 Na4009d3deea7405e81e2ae58b4f5be71 rdf:first sg:person.01154124213.03
86 rdf:rest N4f1611bf33134992a4cda023f99ea038
87 Nad33d09922da4a06840af7aa2ad968b5 rdf:first sg:person.013222650133.58
88 rdf:rest Na4009d3deea7405e81e2ae58b4f5be71
89 Nc054d7069d1d49508cadace7dea7605a schema:issueNumber 9
90 rdf:type schema:PublicationIssue
91 Nc4b19f0896914de88f15d6b627595000 rdf:first sg:person.0676372763.89
92 rdf:rest Nad33d09922da4a06840af7aa2ad968b5
93 Ne4b2a225c2624074ac631f8bda8bdf20 schema:name Springer Nature - SN SciGraph project
94 rdf:type schema:Organization
95 anzsrc-for:03 schema:inDefinedTermSet anzsrc-for:
96 schema:name Chemical Sciences
97 rdf:type schema:DefinedTerm
98 anzsrc-for:0303 schema:inDefinedTermSet anzsrc-for:
99 schema:name Macromolecular and Materials Chemistry
100 rdf:type schema:DefinedTerm
101 sg:grant.3939812 http://pending.schema.org/fundedItem sg:pub.10.1039/c7pp00244k
102 rdf:type schema:MonetaryGrant
103 sg:journal.1029729 schema:issn 1474-905X
104 1474-9092
105 schema:name Photochemical & Photobiological Sciences
106 schema:publisher Springer Nature
107 rdf:type schema:Periodical
108 sg:person.01154124213.03 schema:affiliation grid-institutes:grid.9481.4
109 schema:familyName Savoie
110 schema:givenName Huguette
111 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01154124213.03
112 rdf:type schema:Person
113 sg:person.01270352613.45 schema:affiliation grid-institutes:grid.9481.4
114 schema:familyName Boyle
115 schema:givenName Ross W.
116 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01270352613.45
117 rdf:type schema:Person
118 sg:person.013222650133.58 schema:affiliation grid-institutes:grid.8217.c
119 schema:familyName Sitte
120 schema:givenName Elisabeth
121 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013222650133.58
122 rdf:type schema:Person
123 sg:person.015760261011.89 schema:affiliation grid-institutes:grid.8217.c
124 schema:familyName Callaghan
125 schema:givenName Susan
126 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.015760261011.89
127 rdf:type schema:Person
128 sg:person.0661173657.09 schema:affiliation grid-institutes:grid.8217.c
129 schema:familyName Flanagan
130 schema:givenName Keith J.
131 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.0661173657.09
132 rdf:type schema:Person
133 sg:person.0672020052.24 schema:affiliation grid-institutes:grid.8217.c
134 schema:familyName Senge
135 schema:givenName Mathias O.
136 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.0672020052.24
137 rdf:type schema:Person
138 sg:person.0676372763.89 schema:affiliation grid-institutes:grid.8217.c
139 schema:familyName Filatov
140 schema:givenName Mikhail A.
141 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.0676372763.89
142 rdf:type schema:Person
143 grid-institutes:grid.8217.c schema:alternateName Medicinal Chemistry, Trinity Translational Medicine Institute, Trinity Centre for Health Sciences, Trinity College Dublin, The University of Dublin, St. James’s Hospital, Dublin 8, Ireland
144 School of Chemistry, SFI Tetrapyrrole Laboratory, Trinity Biomedical Sciences Institute, Trinity College Dublin, The University of Dublin, 152-160 Pearse Street, Dublin 2, Ireland
145 schema:name Medicinal Chemistry, Trinity Translational Medicine Institute, Trinity Centre for Health Sciences, Trinity College Dublin, The University of Dublin, St. James’s Hospital, Dublin 8, Ireland
146 School of Chemistry, SFI Tetrapyrrole Laboratory, Trinity Biomedical Sciences Institute, Trinity College Dublin, The University of Dublin, 152-160 Pearse Street, Dublin 2, Ireland
147 rdf:type schema:Organization
148 grid-institutes:grid.9481.4 schema:alternateName Department of Chemistry, University of Hull, Cottingham Road, HU6 7RX, Kingston-upon-Hull, UK
149 schema:name Department of Chemistry, University of Hull, Cottingham Road, HU6 7RX, Kingston-upon-Hull, UK
150 rdf:type schema:Organization
 




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


...