About: Design, synthesis, antitubercular and antiviral properties of new spirocyclic indole derivatives

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About: Design, synthesis, antitubercular and antiviral properties of new spirocyclic indole 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	Design, synthesis, antitubercular and antiviral properties of new spirocyclic indole derivatives
Creator	Cihan-Üstündağ, Gökçe Dilek Şatana, · Gonca Erköse-Genç, · Lieve Naesens, · Mataracı-Kara, Emel
Source	Medline; PMC
abstract	ABSTRACT: A series of indole-based spirothiazolidinones have been designed, synthesized and evaluated, in vitro, for their antitubercular, antiviral, antibacterial, and antifungal activities. The structures of the new compounds were established by IR, (1)H NMR, (13)C NMR (proton decoupled, APT, and DEPT), electrospray ionization mass spectrometry, and microanalysis. Compounds bearing a phenyl substituent at position 8 of the spiro ring, exhibited significant antitubercular activity against Mycobacterium tuberculosis H37Rv ATCC 27294 at concentrations of 3.9 and 7.8 µM. Still, some of the tested compounds displayed activity on mycobacteria with MIC values of 16 and 31 µM. Four of the indole-spirothiazolidinone derivatives were found to be moderately active against Punta Toro virus, yellow fever virus or Sindbis virus in Vero cells. The antiviral EC(50) values were in the range of 1.9–12 µM and the selectivity index (ratio of cytotoxic to antivirally effective concentration) was above 10 in some cases. The most potent effect was seen with the compound that is methylated at positions 2 and 8 of the spirothiazolidinone system. GRAPHIC ABSTRACT: [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1007/s00706-019-02457-9) contains supplementary material, which is available to authorized users.
has issue date	2019-07-17(xsd:dateTime)
bibo:doi	10.1007/s00706-019-02457-9
bibo:pmid	32214484
has license	no-cc
sha1sum (hex)	92b7a478cc6bb323014f3f4d66360802d35d9021
schema:url	https://doi.org/10.1007/s00706-019-02457-9
resource representing a document's title	Design, synthesis, antitubercular and antiviral properties of new spirocyclic indole derivatives
has PubMed Central identifier	PMC7087588
has PubMed identifier	32214484
schema:publication	Monatsh Chem
resource representing a document's body	covid:92b7a478cc6bb323014f3f4d66360802d35d9021#body_text
is schema:about of	named entity 'NEW' named entity '1 H' named entity 'VALUES' named entity 'EVALUATED' named entity 'MYCOBACTERIUM TUBERCULOSIS H37RV' named entity 'COMPOUND' named entity 'STRUCTURES' named entity 'SUBSTITUENT' named entity 'THEIR' named entity 'SEEN' named entity 'NEW' named entity 'MIC' named entity '1.9' named entity 'APT' named entity 'SYSTEM' named entity 'EFFECT' named entity 'DEPT' named entity 'structures' covid:arg/92b7a478cc6bb323014f3f4d66360802d35d9021 named entity 'SERIES' named entity 'ANTIVIRAL' named entity 'SYNTHESIS' named entity 'ANTITUBERCULAR' named entity 'DESIGN' named entity 'ANTITUBERCULAR' named entity 'HAVE' named entity 'RING' named entity 'MYCOBACTERIA' named entity 'PUNTA TORO VIRUS' named entity 'NMR' named entity 'DISPLAYED' named entity 'METHYLATED' named entity 'ANTIBACTERIAL' named entity 'BASED' named entity 'ANTITUBERCULAR ACTIVITY' named entity 'PROPERTIES' named entity 'INDOLE DERIVATIVES' named entity 'INDEX' named entity 'POSITION' named entity 'VERO CELLS' named entity 'ATCC' named entity 'BEARING' named entity 'ESTABLISHED' named entity 'TESTED' named entity 'RANGE' named entity 'MICROANALYSIS' named entity 'ACTIVITY' named entity 'SINDBIS VIRUS' named entity 'YELLOW FEVER VIRUS' named entity 'ANTIVIRAL' named entity 'IN VITRO' named entity 'EFFECTIVE' named entity 'CONCENTRATIONS' named entity 'SELECTIVITY' named entity 'INDOLE' named entity 'ELECTROSPRAY IONIZATION MASS SPECTROMETRY' named entity 'PHENYL' named entity 'FOUND' named entity 'SYNTHESIZED' named entity 'ACTIVITIES' named entity '3.9' named entity 'CYTOTOXIC' named entity 'CASES' named entity 'CONCENTRATION' named entity 'ANTIFUNGAL' named entity 'SIGNIFICANT' named entity 'series' named entity 'antiviral' named entity 'selectivity' named entity 'activity' named entity 'system' named entity 'antibacterial' named entity 'cases' named entity 'effective concentration' named entity 'spiro ring' named entity 'antitubercular' named entity 'H NMR'

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