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Synthesis and cytotoxic activity of substituted 2-phenyl-3-hydroxy-4(1H)-quinolinones-7-carboxylic acids and their phenacyl esters
Soural M, Hlavác J, Hradil P, Frysová I, Hajdúch M, Bertolasi V, Malon M.
Jazyk angličtina Země Francie
- MeSH
- antitumorózní látky farmakokinetika farmakologie chemická syntéza MeSH
- biologická dostupnost MeSH
- chinoliny farmakologie chemická syntéza MeSH
- estery farmakologie chemická syntéza MeSH
- financování organizované MeSH
- indikátory a reagencie MeSH
- krystalografie rentgenová MeSH
- kyseliny karboxylové farmakologie chemická syntéza MeSH
- léky antitumorózní - screeningové testy MeSH
- lidé MeSH
- magnetická rezonanční spektroskopie MeSH
- molekulární modely MeSH
- nádorové buněčné linie MeSH
- tetrazoliové soli MeSH
- thiazoly MeSH
- vztahy mezi strukturou a aktivitou MeSH
- Check Tag
- lidé MeSH
The preparation of 3-hydroxy-2-phenyl-4(1H)-quinolinones substituted in position 7 with a carboxyl group is described. The synthesis is based on the reaction of 2-aminoterephthalic acid with substituted alpha-bromoacetophenones and subsequent cyclization of the resulting bisphenacylesters in polyphosphoric acid. The reaction affords a mixture of substituted 3-hydroxy-2-phenyl-4(1H)-quinolinones 7-carboxylic acids as well as their phenacylesters. All quinolinones prepared (acids and phenacylesters) were tested for cytotoxic activity in vitro against five cancer cell lines and the results and a tentative structure-activity relationship are reported.
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- 20111210141449.0
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- $a Soural, Miroslav, $d 1978- $7 xx0128934
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- $a Synthesis and cytotoxic activity of substituted 2-phenyl-3-hydroxy-4(1H)-quinolinones-7-carboxylic acids and their phenacyl esters / $c Soural M, Hlavác J, Hradil P, Frysová I, Hajdúch M, Bertolasi V, Malon M.
- 314 __
- $a Department of Organic Chemistry, Faculty of Science, Palacký University, Olomouc, Czech Republic
- 520 9_
- $a The preparation of 3-hydroxy-2-phenyl-4(1H)-quinolinones substituted in position 7 with a carboxyl group is described. The synthesis is based on the reaction of 2-aminoterephthalic acid with substituted alpha-bromoacetophenones and subsequent cyclization of the resulting bisphenacylesters in polyphosphoric acid. The reaction affords a mixture of substituted 3-hydroxy-2-phenyl-4(1H)-quinolinones 7-carboxylic acids as well as their phenacylesters. All quinolinones prepared (acids and phenacylesters) were tested for cytotoxic activity in vitro against five cancer cell lines and the results and a tentative structure-activity relationship are reported.
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- $a antitumorózní látky $x farmakokinetika $x farmakologie $x chemická syntéza $7 D000970
- 650 _2
- $a biologická dostupnost $7 D001682
- 650 _2
- $a kyseliny karboxylové $x farmakologie $x chemická syntéza $7 D002264
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- $a nádorové buněčné linie $7 D045744
- 650 _2
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- 650 _2
- $a indikátory a reagencie $7 D007202
- 650 _2
- $a magnetická rezonanční spektroskopie $7 D009682
- 650 _2
- $a molekulární modely $7 D008958
- 650 _2
- $a chinoliny $x farmakologie $x chemická syntéza $7 D011804
- 650 _2
- $a vztahy mezi strukturou a aktivitou $7 D013329
- 650 _2
- $a tetrazoliové soli $7 D013778
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- 700 1_
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