Synthesis and Cytotoxic Activity of Fluorine-Containing 6,7-Dihydroindazolone and 6,7-Dihydrobenzisoxazolone Derivatives View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2020-10-17

AUTHORS

T. S. Khlebnikova, Yu. A. Piven’, V. G. Zinovich, A. V. Baranovskii, É. B. Rusanov, O. V. Panibrat, S. É. Ogurtsova, F. A. Lakhvich

ABSTRACT

The oximes of fluorine-containing 6,7-dihydroindazole-4,5-diones and 6,7-dihydrobenzisoxazole-4-5-diones, 5-[3-fluorobenzoyloxy)imino)]-6,6-dimethyl-3-(3-fluorophenyl)-6,7-dihydrobenz[d]]isoxazol-4(5H)-one, and 5,5-dimethyl-7-phenyl-9-(4-fluorophenyl)-3,5,6,7-tetrahydro-2H-pyrazolo[4,3-f]quinoxaline were synthesized. The cytotoxic activity of these compounds against cell lines MCF-7 (human breast carcinoma) and HepG2 (human hepatocellular carcinoma) was determined. The fluorine-containing 6,7-dihydroindazolone derivatives synthesized here included substances with marked antiproliferative activity, the mechanism of which may be linked with induction of apoptosis due to impairment of the regular cell cycle, i.e., delayed of tumor cells in the G2/M phase. More... »

PAGES

700-706

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s11094-020-02258-z

DOI

http://dx.doi.org/10.1007/s11094-020-02258-z

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1131861024


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/2008/11", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Medical and Health Sciences", 
        "type": "DefinedTerm"
      }, 
      {
        "id": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/1112", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Oncology and Carcinogenesis", 
        "type": "DefinedTerm"
      }
    ], 
    "author": [
      {
        "affiliation": {
          "alternateName": "Institute of Bioorganic Chemistry, Belarus National Academy of Sciences, 5/2 Kuprevich Street, 22 \u2013141, Minsk, Belarus", 
          "id": "http://www.grid.ac/institutes/grid.482816.1", 
          "name": [
            "Institute of Bioorganic Chemistry, Belarus National Academy of Sciences, 5/2 Kuprevich Street, 22 \u2013141, Minsk, Belarus"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Khlebnikova", 
        "givenName": "T. S.", 
        "id": "sg:person.016577052565.99", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.016577052565.99"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Bioorganic Chemistry, Belarus National Academy of Sciences, 5/2 Kuprevich Street, 22 \u2013141, Minsk, Belarus", 
          "id": "http://www.grid.ac/institutes/grid.482816.1", 
          "name": [
            "Institute of Bioorganic Chemistry, Belarus National Academy of Sciences, 5/2 Kuprevich Street, 22 \u2013141, Minsk, Belarus"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Piven\u2019", 
        "givenName": "Yu. A.", 
        "id": "sg:person.015564006507.89", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.015564006507.89"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Bioorganic Chemistry, Belarus National Academy of Sciences, 5/2 Kuprevich Street, 22 \u2013141, Minsk, Belarus", 
          "id": "http://www.grid.ac/institutes/grid.482816.1", 
          "name": [
            "Institute of Bioorganic Chemistry, Belarus National Academy of Sciences, 5/2 Kuprevich Street, 22 \u2013141, Minsk, Belarus"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Zinovich", 
        "givenName": "V. G.", 
        "id": "sg:person.015272045563.73", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.015272045563.73"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Bioorganic Chemistry, Belarus National Academy of Sciences, 5/2 Kuprevich Street, 22 \u2013141, Minsk, Belarus", 
          "id": "http://www.grid.ac/institutes/grid.482816.1", 
          "name": [
            "Institute of Bioorganic Chemistry, Belarus National Academy of Sciences, 5/2 Kuprevich Street, 22 \u2013141, Minsk, Belarus"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Baranovskii", 
        "givenName": "A. V.", 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Organic Chemistry, Ukrainian National Academy of Sciences, 5 Murmanskaya Street, 02660, Kiev, Ukraine", 
          "id": "http://www.grid.ac/institutes/grid.464621.3", 
          "name": [
            "Institute of Organic Chemistry, Ukrainian National Academy of Sciences, 5 Murmanskaya Street, 02660, Kiev, Ukraine"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Rusanov", 
        "givenName": "\u00c9. B.", 
        "id": "sg:person.01247600537.28", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01247600537.28"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Bioorganic Chemistry, Belarus National Academy of Sciences, 5/2 Kuprevich Street, 22 \u2013141, Minsk, Belarus", 
          "id": "http://www.grid.ac/institutes/grid.482816.1", 
          "name": [
            "Institute of Bioorganic Chemistry, Belarus National Academy of Sciences, 5/2 Kuprevich Street, 22 \u2013141, Minsk, Belarus"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Panibrat", 
        "givenName": "O. V.", 
        "id": "sg:person.011031272263.33", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.011031272263.33"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Bioorganic Chemistry, Belarus National Academy of Sciences, 5/2 Kuprevich Street, 22 \u2013141, Minsk, Belarus", 
          "id": "http://www.grid.ac/institutes/grid.482816.1", 
          "name": [
            "Institute of Bioorganic Chemistry, Belarus National Academy of Sciences, 5/2 Kuprevich Street, 22 \u2013141, Minsk, Belarus"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Ogurtsova", 
        "givenName": "S. \u00c9.", 
        "id": "sg:person.010772762700.32", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.010772762700.32"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Bioorganic Chemistry, Belarus National Academy of Sciences, 5/2 Kuprevich Street, 22 \u2013141, Minsk, Belarus", 
          "id": "http://www.grid.ac/institutes/grid.482816.1", 
          "name": [
            "Institute of Bioorganic Chemistry, Belarus National Academy of Sciences, 5/2 Kuprevich Street, 22 \u2013141, Minsk, Belarus"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Lakhvich", 
        "givenName": "F. A.", 
        "id": "sg:person.016626003307.33", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.016626003307.33"
        ], 
        "type": "Person"
      }
    ], 
    "citation": [
      {
        "id": "sg:pub.10.1134/s1070363208100241", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1033905232", 
          "https://doi.org/10.1134/s1070363208100241"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "sg:pub.10.1007/s10593-018-2198-x", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1100240401", 
          "https://doi.org/10.1007/s10593-018-2198-x"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "sg:pub.10.1007/978-1-61779-080-5_20", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1030206214", 
          "https://doi.org/10.1007/978-1-61779-080-5_20"
        ], 
        "type": "CreativeWork"
      }
    ], 
    "datePublished": "2020-10-17", 
    "datePublishedReg": "2020-10-17", 
    "description": "The oximes of fluorine-containing 6,7-dihydroindazole-4,5-diones and 6,7-dihydrobenzisoxazole-4-5-diones, 5-[3-fluorobenzoyloxy)imino)]-6,6-dimethyl-3-(3-fluorophenyl)-6,7-dihydrobenz[d]]isoxazol-4(5H)-one, and 5,5-dimethyl-7-phenyl-9-(4-fluorophenyl)-3,5,6,7-tetrahydro-2H-pyrazolo[4,3-f]quinoxaline were synthesized. The cytotoxic activity of these compounds against cell lines MCF-7 (human breast carcinoma) and HepG2 (human hepatocellular carcinoma) was determined. The fluorine-containing 6,7-dihydroindazolone derivatives synthesized here included substances with marked antiproliferative activity, the mechanism of which may be linked with induction of apoptosis due to impairment of the regular cell cycle, i.e., delayed of tumor cells in the G2/M phase.", 
    "genre": "article", 
    "id": "sg:pub.10.1007/s11094-020-02258-z", 
    "isAccessibleForFree": false, 
    "isPartOf": [
      {
        "id": "sg:journal.1371981", 
        "issn": [
          "0091-150X", 
          "1573-9031"
        ], 
        "name": "Pharmaceutical Chemistry Journal", 
        "publisher": "Springer Nature", 
        "type": "Periodical"
      }, 
      {
        "issueNumber": "7", 
        "type": "PublicationIssue"
      }, 
      {
        "type": "PublicationVolume", 
        "volumeNumber": "54"
      }
    ], 
    "keywords": [
      "cell line MCF-7", 
      "cytotoxic activity", 
      "G2/M phase", 
      "induction of apoptosis", 
      "tumor cells", 
      "marked antiproliferative activity", 
      "MCF-7", 
      "antiproliferative activity", 
      "regular cell cycle", 
      "M phase", 
      "cell cycle", 
      "activity", 
      "impairment", 
      "apoptosis", 
      "induction", 
      "HepG2", 
      "cells", 
      "substances", 
      "mechanism", 
      "derivatives", 
      "oxime", 
      "dimethyl-3", 
      "dione", 
      "compounds", 
      "cycle", 
      "tetrahydro-2H", 
      "synthesis", 
      "phase", 
      "Fluorine-Containing", 
      "dihydroindazoles"
    ], 
    "name": "Synthesis and Cytotoxic Activity of Fluorine-Containing 6,7-Dihydroindazolone and 6,7-Dihydrobenzisoxazolone Derivatives", 
    "pagination": "700-706", 
    "productId": [
      {
        "name": "dimensions_id", 
        "type": "PropertyValue", 
        "value": [
          "pub.1131861024"
        ]
      }, 
      {
        "name": "doi", 
        "type": "PropertyValue", 
        "value": [
          "10.1007/s11094-020-02258-z"
        ]
      }
    ], 
    "sameAs": [
      "https://doi.org/10.1007/s11094-020-02258-z", 
      "https://app.dimensions.ai/details/publication/pub.1131861024"
    ], 
    "sdDataset": "articles", 
    "sdDatePublished": "2022-10-01T06:48", 
    "sdLicense": "https://scigraph.springernature.com/explorer/license/", 
    "sdPublisher": {
      "name": "Springer Nature - SN SciGraph project", 
      "type": "Organization"
    }, 
    "sdSource": "s3://com-springernature-scigraph/baseset/20221001/entities/gbq_results/article/article_872.jsonl", 
    "type": "ScholarlyArticle", 
    "url": "https://doi.org/10.1007/s11094-020-02258-z"
  }
]
 

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/s11094-020-02258-z'

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/s11094-020-02258-z'

Turtle is a human-readable linked data format.

curl -H 'Accept: text/turtle' 'https://scigraph.springernature.com/pub.10.1007/s11094-020-02258-z'

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

curl -H 'Accept: application/rdf+xml' 'https://scigraph.springernature.com/pub.10.1007/s11094-020-02258-z'


 

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

150 TRIPLES      21 PREDICATES      57 URIs      46 LITERALS      6 BLANK NODES

Subject Predicate Object
1 sg:pub.10.1007/s11094-020-02258-z schema:about anzsrc-for:11
2 anzsrc-for:1112
3 schema:author N0864fbef88b0405494bcb9ff361d24f3
4 schema:citation sg:pub.10.1007/978-1-61779-080-5_20
5 sg:pub.10.1007/s10593-018-2198-x
6 sg:pub.10.1134/s1070363208100241
7 schema:datePublished 2020-10-17
8 schema:datePublishedReg 2020-10-17
9 schema:description The oximes of fluorine-containing 6,7-dihydroindazole-4,5-diones and 6,7-dihydrobenzisoxazole-4-5-diones, 5-[3-fluorobenzoyloxy)imino)]-6,6-dimethyl-3-(3-fluorophenyl)-6,7-dihydrobenz[d]]isoxazol-4(5H)-one, and 5,5-dimethyl-7-phenyl-9-(4-fluorophenyl)-3,5,6,7-tetrahydro-2H-pyrazolo[4,3-f]quinoxaline were synthesized. The cytotoxic activity of these compounds against cell lines MCF-7 (human breast carcinoma) and HepG2 (human hepatocellular carcinoma) was determined. The fluorine-containing 6,7-dihydroindazolone derivatives synthesized here included substances with marked antiproliferative activity, the mechanism of which may be linked with induction of apoptosis due to impairment of the regular cell cycle, i.e., delayed of tumor cells in the G2/M phase.
10 schema:genre article
11 schema:isAccessibleForFree false
12 schema:isPartOf N8aaa5ea0d6224b8781e353420ec70fdc
13 Nec3da7607df4437c8a4ff02703d4cbb2
14 sg:journal.1371981
15 schema:keywords Fluorine-Containing
16 G2/M phase
17 HepG2
18 M phase
19 MCF-7
20 activity
21 antiproliferative activity
22 apoptosis
23 cell cycle
24 cell line MCF-7
25 cells
26 compounds
27 cycle
28 cytotoxic activity
29 derivatives
30 dihydroindazoles
31 dimethyl-3
32 dione
33 impairment
34 induction
35 induction of apoptosis
36 marked antiproliferative activity
37 mechanism
38 oxime
39 phase
40 regular cell cycle
41 substances
42 synthesis
43 tetrahydro-2H
44 tumor cells
45 schema:name Synthesis and Cytotoxic Activity of Fluorine-Containing 6,7-Dihydroindazolone and 6,7-Dihydrobenzisoxazolone Derivatives
46 schema:pagination 700-706
47 schema:productId N3ffe38590b1045e5a6baa1387d28613d
48 N7657bb8b970d4bd390beae23286582d4
49 schema:sameAs https://app.dimensions.ai/details/publication/pub.1131861024
50 https://doi.org/10.1007/s11094-020-02258-z
51 schema:sdDatePublished 2022-10-01T06:48
52 schema:sdLicense https://scigraph.springernature.com/explorer/license/
53 schema:sdPublisher N9cde488a3e1f410da6483a5a61008b9a
54 schema:url https://doi.org/10.1007/s11094-020-02258-z
55 sgo:license sg:explorer/license/
56 sgo:sdDataset articles
57 rdf:type schema:ScholarlyArticle
58 N06cac8cee6e74f8899df5b6ca3dca2e0 rdf:first sg:person.010772762700.32
59 rdf:rest Nf410ee7bd8084514925070bd01c83587
60 N0864fbef88b0405494bcb9ff361d24f3 rdf:first sg:person.016577052565.99
61 rdf:rest N7d7cecaf1e01449f9e65121058796efc
62 N349376b763ee409eba554196efd82276 rdf:first sg:person.01247600537.28
63 rdf:rest N8fdbcb77ddca4581a07aeb5b92cda01b
64 N3ffe38590b1045e5a6baa1387d28613d schema:name dimensions_id
65 schema:value pub.1131861024
66 rdf:type schema:PropertyValue
67 N7657bb8b970d4bd390beae23286582d4 schema:name doi
68 schema:value 10.1007/s11094-020-02258-z
69 rdf:type schema:PropertyValue
70 N7d7cecaf1e01449f9e65121058796efc rdf:first sg:person.015564006507.89
71 rdf:rest N840b46e5237c415b83a9b1406df58ec0
72 N840b46e5237c415b83a9b1406df58ec0 rdf:first sg:person.015272045563.73
73 rdf:rest Nd5861d691f2a44258d738bd3d4d8927e
74 N8aaa5ea0d6224b8781e353420ec70fdc schema:volumeNumber 54
75 rdf:type schema:PublicationVolume
76 N8fdbcb77ddca4581a07aeb5b92cda01b rdf:first sg:person.011031272263.33
77 rdf:rest N06cac8cee6e74f8899df5b6ca3dca2e0
78 N9cde488a3e1f410da6483a5a61008b9a schema:name Springer Nature - SN SciGraph project
79 rdf:type schema:Organization
80 Naa82d2e82b204448a58186350c1fa14f schema:affiliation grid-institutes:grid.482816.1
81 schema:familyName Baranovskii
82 schema:givenName A. V.
83 rdf:type schema:Person
84 Nd5861d691f2a44258d738bd3d4d8927e rdf:first Naa82d2e82b204448a58186350c1fa14f
85 rdf:rest N349376b763ee409eba554196efd82276
86 Nec3da7607df4437c8a4ff02703d4cbb2 schema:issueNumber 7
87 rdf:type schema:PublicationIssue
88 Nf410ee7bd8084514925070bd01c83587 rdf:first sg:person.016626003307.33
89 rdf:rest rdf:nil
90 anzsrc-for:11 schema:inDefinedTermSet anzsrc-for:
91 schema:name Medical and Health Sciences
92 rdf:type schema:DefinedTerm
93 anzsrc-for:1112 schema:inDefinedTermSet anzsrc-for:
94 schema:name Oncology and Carcinogenesis
95 rdf:type schema:DefinedTerm
96 sg:journal.1371981 schema:issn 0091-150X
97 1573-9031
98 schema:name Pharmaceutical Chemistry Journal
99 schema:publisher Springer Nature
100 rdf:type schema:Periodical
101 sg:person.010772762700.32 schema:affiliation grid-institutes:grid.482816.1
102 schema:familyName Ogurtsova
103 schema:givenName S. É.
104 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.010772762700.32
105 rdf:type schema:Person
106 sg:person.011031272263.33 schema:affiliation grid-institutes:grid.482816.1
107 schema:familyName Panibrat
108 schema:givenName O. V.
109 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.011031272263.33
110 rdf:type schema:Person
111 sg:person.01247600537.28 schema:affiliation grid-institutes:grid.464621.3
112 schema:familyName Rusanov
113 schema:givenName É. B.
114 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01247600537.28
115 rdf:type schema:Person
116 sg:person.015272045563.73 schema:affiliation grid-institutes:grid.482816.1
117 schema:familyName Zinovich
118 schema:givenName V. G.
119 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.015272045563.73
120 rdf:type schema:Person
121 sg:person.015564006507.89 schema:affiliation grid-institutes:grid.482816.1
122 schema:familyName Piven’
123 schema:givenName Yu. A.
124 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.015564006507.89
125 rdf:type schema:Person
126 sg:person.016577052565.99 schema:affiliation grid-institutes:grid.482816.1
127 schema:familyName Khlebnikova
128 schema:givenName T. S.
129 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.016577052565.99
130 rdf:type schema:Person
131 sg:person.016626003307.33 schema:affiliation grid-institutes:grid.482816.1
132 schema:familyName Lakhvich
133 schema:givenName F. A.
134 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.016626003307.33
135 rdf:type schema:Person
136 sg:pub.10.1007/978-1-61779-080-5_20 schema:sameAs https://app.dimensions.ai/details/publication/pub.1030206214
137 https://doi.org/10.1007/978-1-61779-080-5_20
138 rdf:type schema:CreativeWork
139 sg:pub.10.1007/s10593-018-2198-x schema:sameAs https://app.dimensions.ai/details/publication/pub.1100240401
140 https://doi.org/10.1007/s10593-018-2198-x
141 rdf:type schema:CreativeWork
142 sg:pub.10.1134/s1070363208100241 schema:sameAs https://app.dimensions.ai/details/publication/pub.1033905232
143 https://doi.org/10.1134/s1070363208100241
144 rdf:type schema:CreativeWork
145 grid-institutes:grid.464621.3 schema:alternateName Institute of Organic Chemistry, Ukrainian National Academy of Sciences, 5 Murmanskaya Street, 02660, Kiev, Ukraine
146 schema:name Institute of Organic Chemistry, Ukrainian National Academy of Sciences, 5 Murmanskaya Street, 02660, Kiev, Ukraine
147 rdf:type schema:Organization
148 grid-institutes:grid.482816.1 schema:alternateName Institute of Bioorganic Chemistry, Belarus National Academy of Sciences, 5/2 Kuprevich Street, 22 –141, Minsk, Belarus
149 schema:name Institute of Bioorganic Chemistry, Belarus National Academy of Sciences, 5/2 Kuprevich Street, 22 –141, Minsk, Belarus
150 rdf:type schema:Organization
 




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


...