About: Solid-phase Synthesis of Highly Diverse Purine-Hydroxyquinolinone Bisheterocycles

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	Solid-phase synthesis of bisheterocyclic compounds that contain purine and 3-hydroxyquinolin-4(1H)-one skeleton connected with an aliphatic spacer of a different length/structure is described. The reaction sequence started from the primary amines immobilized on aminomethylated polystyrene resin equipped with BAL linker. After the arylation of amines with 2,6-dichloropurine via its C6, purine N9 was alkylated and subsequently the chlorine atom at purine C2 was substituted with aliphatic diamines. The resulting terminal aminogroup was used as the starting point for the synthesis of 3-hydroxyquinolin-4(1H)-one precursores based on the acylation with 1-methyl-2-aminoterephtalate followed by the saponification of the methyl ester and esterification of the resulting carboxylic acid with various haloketones. The intermediates were cleaved from the resin and their cyclisation to the target purine-hydroxyquinolinone bisheterocycles was accomplished by heating in acetic or trifluoroacetic acid. Solid-phase synthesis of bisheterocyclic compounds that contain purine and 3-hydroxyquinolin-4(1H)-one skeleton connected with an aliphatic spacer of a different length/structure is described. The reaction sequence started from the primary amines immobilized on aminomethylated polystyrene resin equipped with BAL linker. After the arylation of amines with 2,6-dichloropurine via its C6, purine N9 was alkylated and subsequently the chlorine atom at purine C2 was substituted with aliphatic diamines. The resulting terminal aminogroup was used as the starting point for the synthesis of 3-hydroxyquinolin-4(1H)-one precursores based on the acylation with 1-methyl-2-aminoterephtalate followed by the saponification of the methyl ester and esterification of the resulting carboxylic acid with various haloketones. The intermediates were cleaved from the resin and their cyclisation to the target purine-hydroxyquinolinone bisheterocycles was accomplished by heating in acetic or trifluoroacetic acid. (en)
Title	Solid-phase Synthesis of Highly Diverse Purine-Hydroxyquinolinone Bisheterocycles Solid-phase Synthesis of Highly Diverse Purine-Hydroxyquinolinone Bisheterocycles (en)
skos:prefLabel	Solid-phase Synthesis of Highly Diverse Purine-Hydroxyquinolinone Bisheterocycles Solid-phase Synthesis of Highly Diverse Purine-Hydroxyquinolinone Bisheterocycles (en)
skos:notation	RIV/61989592:15310/10:10215444!RIV11-MSM-15310___
http://linked.open...avai/riv/aktivita	P Z
http://linked.open...avai/riv/aktivity	P(ME09057), Z(MSM6198959216)
http://linked.open...iv/cisloPeriodika	6
http://linked.open...vai/riv/dodaniDat	2011
http://linked.open...aciTvurceVysledku	Soural, Miroslav Hlaváč, Jan Vaňková, Barbora
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Univerzita Palackého v Olomouci / Přírodovědecká fakulta
http://linked.open...dnocenehoVysledku	288507
http://linked.open...ai/riv/idVysledku	RIV/61989592:15310/10:10215444
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	Hydroxyquinolinones, Purines, Bisheterocycles, Solid-phase synthesis (en)
http://linked.open.../riv/klicoveSlovo	Hydroxyquinolinones Bisheterocycles Solid-phase synthesis Purines
http://linked.open...odStatuVydavatele	US - Spojené státy americké
http://linked.open...ontrolniKodProRIV	[0F2457EA901E]
http://linked.open...i/riv/nazevZdroje	Journal of Combinatorial Chemistry
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	3 (xsd:int)
http://linked.open...cetTvurcuVysledku	3 (xsd:int)
http://linked.open...vavai/riv/projekt	Research of new organic compounds with anticancer activity with use of combinatorial chemistry
http://linked.open...UplatneniVysledku	2010
http://linked.open...v/svazekPeriodika	12
http://linked.open...iv/tvurceVysledku	Hlaváč, Jan Soural, Miroslav Vaňková, Barbora
http://linked.open...ain/vavai/riv/wos	000283810600014
http://linked.open...n/vavai/riv/zamer	Modulation of signalling and regulatory pathways in normal and cancer cells
issn	1520-4766
number of pages	5 (xsd:int)
http://localhost/t...ganizacniJednotka	15310
is http://linked.open...avai/riv/vysledek of	Solid-phase Synthesis of Highly Diverse Purine-Hydroxyquinolinone Bisheterocycles Solid-phase Synthesis of Highly Diverse Purine-Hydroxyquinolinone Bisheterocycles Solid-phase Synthesis of Highly Diverse Purine-Hydroxyquinolinone Bisheterocycles

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