About: Structure-activity relationship studies of lipophilic teicoplanin pseudoaglycon derivatives as new anti-influenza virus agents

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About: Structure-activity relationship studies of lipophilic teicoplanin pseudoaglycon derivatives as new anti-influenza virus agents 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	Structure-activity relationship studies of lipophilic teicoplanin pseudoaglycon derivatives as new anti-influenza virus agents
Creator	Naesens, Lieve Vanderlinden, Evelien Batta, Gyula Kelemen, Viktor Le Thai, Son Stevaert, Annelies Al Herczegh, P Anik O Borb As, Cs Av, Magdolna Ebet, Erzs Oth, R Sz, Zsolt
Source	Elsevier; Medline; PMC
abstract	Six series of semisynthetic lipophilic glycopeptide antibiotic derivatives were evaluated for in vitro activity against influenza A and B viruses. The new teicoplanin pseudoaglycon-derived lipoglycopeptides were prepared by coupling one or two side chains to the N-terminus of the glycopeptide core, using various conjugation methods. Three series of derivatives bearing two lipophilic groups were synthesized by attaching bis-alkylthio maleimides directly or through linkers of different lengths to the glycopeptide. Access to the fourth and fifth series of compounds was achieved by click chemistry, introducing single alkyl/aryl chains directly or through a tetraethylene glycol linker to the same position. A sixth group of semisynthetic derivatives was obtained by sulfonylation of the N-terminus. Of the 42 lipophilic teicoplanin pseudoaglycon derivatives tested, about half showed broad activity against influenza A and B viruses, with some of them having reasonable or no cytotoxicity. Minor differences in the side chain length as well as lipophilicity appeared to have significant impact on antiviral activity and cytotoxicity. Several lipoglycopeptides were also found to be active against human coronavirus.
has issue date	2018-09-05(xsd:dateTime)
bibo:doi	10.1016/j.ejmech.2018.08.058
bibo:pmid	30170320
has license	no-cc
sha1sum (hex)	4acc5054d65504fdfcb5958b64b20f47e4d70308
schema:url	https://doi.org/10.1016/j.ejmech.2018.08.058
resource representing a document's title	Structure-activity relationship studies of lipophilic teicoplanin pseudoaglycon derivatives as new anti-influenza virus agents
has PubMed Central identifier	PMC7115582
has PubMed identifier	30170320
schema:publication	Eur J Med Chem
resource representing a document's body	covid:4acc5054d65504fdfcb5958b64b20f47e4d70308#body_text
is schema:about of	named entity 'click chemistry' named entity 'cytotoxicity' named entity 'compounds' named entity 'tetraethylene glycol' named entity 'glycopeptide' named entity 'single' named entity 'teicoplanin' named entity 'BIS' named entity 'MINOR' named entity 'DIFFERENT' named entity 'LIPOGLYCOPEPTIDES' named entity 'CYTOTOXICITY' named entity 'CHAINS' named entity 'FIFTH' named entity 'ACTIVE' named entity 'ANTIVIRAL ACTIVITY' named entity 'CORE' named entity 'SYNTHESIZED' named entity 'BEARING' named entity 'SIDE CHAIN' named entity 'EVALUATED' named entity 'SEMISYNTHETIC DERIVATIVES' named entity 'N-TERMINUS' covid:arg/4acc5054d65504fdfcb5958b64b20f47e4d70308 named entity 'LIPOPHILIC' named entity 'CLICK CHEMISTRY' named entity 'SERIES' named entity 'POSITION' named entity 'TEICOPLANIN' named entity 'ALKYL' named entity 'TEICOPLANIN' named entity 'STRUCTURE-ACTIVITY RELATIONSHIP' named entity 'INFLUENZA VIRUS' named entity 'STUDIES' named entity 'DIRECTLY' named entity 'COUPLING' named entity 'FOUND' named entity 'NEW' named entity 'ACTIVITY' named entity 'SINGLE' named entity 'LINKER' named entity 'VIRUSES' named entity 'SULFONYLATION' named entity 'DERIVED' named entity 'GROUP' named entity 'ABOUT' named entity 'TESTED' named entity 'GLYCOPEPTIDE ANTIBIOTIC' named entity 'METHODS' named entity 'PREPARED' named entity 'LIPOPHILICITY' named entity 'ATTACHING' named entity 'HUMAN CORONAVIRUS' named entity 'INFLUENZA A' named entity 'GLYCOPEPTIDE' named entity 'FOURTH' named entity 'GROUPS' named entity 'ACCESS' named entity 'VARIOUS' named entity 'NEW' named entity 'OBTAINED BY' named entity 'BROAD' named entity 'IN VITRO ACTIVITY' named entity 'IMPACT' named entity 'USING' named entity 'CONJUGATION' named entity 'LIPOPHILIC' named entity 'HALF' named entity 'SIXTH' named entity 'SIGNIFICANT'

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