About: Synthesis, cytostatic and anti-HIV evaluations of the new unsaturated acyclic C-5 pyrimidine nucleoside analogues

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About: Synthesis, cytostatic and anti-HIV evaluations of the new unsaturated acyclic C-5 pyrimidine nucleoside analogues Goto Sponge NotDistinct Permalink

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

Attributes	Values
type	Academic Article research paper schema:ScholarlyArticle
isDefinedBy	Covid-on-the-Web dataset
has title	Synthesis, cytostatic and anti-HIV evaluations of the new unsaturated acyclic C-5 pyrimidine nucleoside analogues
Creator	Balzarini, Jan Andrei, Graciela Snoeck, Robert Naesens, Lieve Pavelić, Krešimir Raić-Malić, Silvana Bratulić, Siniša Gazivoda, Tatjana Kraljević-Pavelić, Sandra Krištafor, Vedran Makuc, Damjan Mintas, Mladen Plavec, Janez
Source	Elsevier; Medline; PMC
abstract	Abstract A series of the novel C-5 alkynyl pyrimidine nucleoside analogues (1–14) in which the sugar moiety was replaced by the conformationally restricted Z- and E-2-butenyl spacer between the phthalimido and pyrimidine ring were synthesized by using Sonogashira cross-coupling reaction. Cytostatic activity evaluation of the novel compounds showed that E-isomers exhibited, in general, better cytostatic activities than the corresponding Z-isomers. E-isomer 14 exhibited the best cytostatic effect against all evaluated malignant cell lines, particularly against hepatocellular carcinoma (Hep G2, IC50 =4.3μM). However, this compound was also cytotoxic to human normal fibroblasts (WI 38). Its Z-isomer 7 showed highly specific antiproliferative activity against Hep G2 (IC50 =18μM) and no cytotoxicity to WI 38. Moreover, compounds 3, 4 and 14 expressed some marginal inhibitory activity against HIV-1 and HIV-2.
has issue date	2008-05-15(xsd:dateTime)
bibo:doi	10.1016/j.bmc.2008.03.074
bibo:pmid	18424155
has license	els-covid
sha1sum (hex)	83ea5f7ec8111775eca183f97073fb98b71a6122
schema:url	https://doi.org/10.1016/j.bmc.2008.03.074
resource representing a document's title	Synthesis, cytostatic and anti-HIV evaluations of the new unsaturated acyclic C-5 pyrimidine nucleoside analogues
has PubMed Central identifier	PMC7127491
has PubMed identifier	18424155
schema:publication	Bioorganic & Medicinal Chemistry
resource representing a document's body	covid:83ea5f7ec8111775eca183f97073fb98b71a6122#body_text
is schema:about of	named entity 'lines' named entity 'pyrimidine' named entity 'cross-coupling reaction' named entity 'evaluations' named entity 'NOVEL' named entity 'FIBROBLASTS' named entity '282' named entity 'ACTIVITY' named entity 'HIV-2' named entity 'COMPOUND' named entity 'SYNTHESIZED' covid:arg/83ea5f7ec8111775eca183f97073fb98b71a6122 named entity 'HIV-1' named entity 'HEP G2' named entity 'CYTOTOXICITY' named entity 'CELL LINES' named entity 'PYRIMIDINE' named entity 'ITS' named entity '287' named entity 'BEST' named entity 'CYTOTOXIC' named entity 'RESTRICTED' named entity 'CYTOSTATIC' named entity 'SERIES' named entity 'SPECIFIC' named entity 'BETTER' named entity 'SYNTHESIS' named entity 'ANTI-HIV' named entity 'RING' named entity 'MALIGNANT CELL' named entity 'REPLACED BY' named entity 'MOIETY' named entity 'SUGAR' named entity 'WI 38' named entity 'PYRIMIDINE NUCLEOSIDE' named entity 'UNSATURATED' named entity 'NEW' named entity 'EVALUATIONS' named entity 'INHIBITORY ACTIVITY' named entity 'USING' named entity '288' named entity 'EXPRESSED' named entity 'CYTOSTATIC' named entity 'MARGINAL' named entity 'EFFECT' named entity 'ANTIPROLIFERATIVE ACTIVITY' named entity 'COUPLING REACTION' named entity 'NORMAL' named entity 'HUMAN' named entity 'HEPATOCELLULAR CARCINOMA' named entity 'ACTIVITIES' named entity 'ISOMER' named entity '4.3' named entity 'SONOGASHIRA CROSS-COUPLING' named entity 'PYRIMIDINE NUCLEOSIDE' named entity 'EVALUATION' named entity '283' named entity 'SPACER' named entity 'HIGHLY' named entity 'GENERAL' named entity 'NUCLEOSIDE ANALOGUES' named entity 'NUCLEOSIDE ANALOGUES' named entity 'ACYCLIC' named entity 'ISOMERS' named entity 'synthesized' named entity 'activity' named entity 'activities' named entity 'pyrimidine' named entity 'compounds'

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