About: Antitumor and antiviral activities of 4-substituted 1,2,3-triazolyl-2,3-dibenzyl-L-ascorbic acid derivatives

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About: Antitumor and antiviral activities of 4-substituted 1,2,3-triazolyl-2,3-dibenzyl-L-ascorbic acid derivatives Goto Sponge NotDistinct Permalink

An Entity of Type : schema:ScholarlyArticle, within Data Space : wasabi.inria.fr associated with source document(s)

Attributes	Values
type	Academic Article research paper schema:ScholarlyArticle
isDefinedBy	Covid-on-the-Web dataset
has title	Antitumor and antiviral activities of 4-substituted 1,2,3-triazolyl-2,3-dibenzyl-L-ascorbic acid derivatives
Creator	Schols, Dominique Andrei, Graciela Snoeck, Robert Cazin, Ines Harej, Anja Ci C Macan, Klobu, Marko Kraljevi C Paveli C B, Sandra Me, Andrijana Rai C-Mali, Silvana Simir Paveli C D, Kre Snja Stepani C C, Vi
Source	Elsevier; Medline; PMC
abstract	Abstract Two series of 6-(1,2,3-triazolyl)-2,3-dibenzyl-l-ascorbic acid derivatives with the hydroxyethylene (8a−8u) and ethylidene linkers (10c−10p) were synthesized and evaluated for their antiproliferative activity against seven malignant tumor cell lines and antiviral activity against a broad range of viruses. Conformationally unrestricted spacer between the lactone and 1,2,3-triazole units in 8a−8u series had a profound effect on antitumor activity. Besides, the introduction of a long side chain at C-4 of 1,2,3-triazole that led to the synthesis of decyl-substituted 2,3-dibenzyl-l-ascorbic acid 8m accounted for a selective and potent antiproliferative activity on breast cancer MCF-7 cells cells in the nM range. Further analysis showed that compound 8m strongly enhanced expression of hypoxia inducible transcription factor 1 α (HIF-1α) and to some extent decreased expression of nitric oxide synthase 2 (NOS2) suggesting its role in regulating HIF-1α signalling pathway. The p-methoxyphenyl-substituted derivative 10g displayed specific anti-cytomegalovirus (CMV) potential, whereas aliphatic-substituted derivatives 8l and 8m had the most potent, yet relatively non-specific, anti-varicella-zoster (VZV) activity.
has issue date	2019-12-15(xsd:dateTime)
bibo:doi	10.1016/j.ejmech.2019.111739
bibo:pmid	31586832
has license	els-covid
sha1sum (hex)	23288b8c9fa1e91b2617ec589fdaf1902463ff3e
schema:url	https://doi.org/10.1016/j.ejmech.2019.111739
resource representing a document's title	Antitumor and antiviral activities of 4-substituted 1,2,3-triazolyl-2,3-dibenzyl-L-ascorbic acid derivatives
has PubMed Central identifier	PMC7115614
has PubMed identifier	31586832
schema:publication	European Journal of Medicinal Chemistry
resource representing a document's body	covid:23288b8c9fa1e91b2617ec589fdaf1902463ff3e#body_text
is schema:about of	named entity 'ACTIVITIES' named entity 'POTENTIAL' named entity 'ZOSTER' named entity 'SELECTIVE' named entity 'NON-SPECIFIC' named entity 'ACTIVITY' named entity 'COMPOUND' named entity 'SIGNALLING PATHWAY' named entity 'NITRIC OXIDE SYNTHASE 2' named entity 'UNRESTRICTED' named entity 'SIDE CHAIN' named entity 'ITS' named entity 'RANGE' named entity 'ASCORBIC ACID DERIVATIVES' named entity 'HYPOXIA' named entity 'TRANSCRIPTION FACTOR 1' named entity 'REGULATING' named entity 'SERIES' named entity 'BREAST CANCER' named entity 'LACTONE' named entity 'LONG' named entity 'PROFOUND' named entity 'UNITS' named entity 'SPACER' named entity 'EVALUATED' named entity 'HIF-1A' named entity 'EXPRESSION' named entity 'SYNTHESIZED' named entity 'DIBENZYL' named entity 'CELLS' named entity 'ANTIVIRAL ACTIVITY' named entity 'L-ASCORBIC ACID' named entity 'ANTITUMOR' named entity 'ANTIVIRAL' named entity 'SYNTHESIS' named entity 'ROLE' named entity 'DIBENZYL' named entity 'ASCORBIC ACID DERIVATIVES' named entity 'VIRUSES' named entity 'LED' named entity 'BROAD' named entity 'HYDROXYETHYLENE' named entity 'VARICELLA' named entity 'DISPLAYED' named entity 'TUMOR CELL LINES' named entity 'CYTOMEGALOVIRUS' named entity 'MALIGNANT TUMOR ' named entity 'DERIVATIVE' named entity 'ENHANCED' named entity 'THEIR' named entity 'INTRODUCTION' named entity 'MCF-7 CELLS' named entity 'TO SOME EXTENT' named entity 'EFFECT' named entity 'DECREASED EXPRESSION' named entity 'TRIAZOLE' named entity 'ALIPHATIC' named entity 'ANTITUMOR ACTIVITY' named entity 'INDUCIBLE' named entity 'DECYL' named entity 'SPECIFIC' named entity 'L-ASCORBIC ACID' named entity 'ANTIPROLIFERATIVE ACTIVITY' named entity 'ETHYLIDENE' named entity 'ANALYSIS' named entity 'SEVEN' named entity '10G' covid:arg/23288b8c9fa1e91b2617ec589fdaf1902463ff3e named entity 'tumor cell lines' named entity 'MCF-7 cells'

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