Angular Regioselective Synthesis of Varied Functionalized Hexahydro-1,2,4-triazolo[4,3- a ]quinazolin-9-ones and Their Antiproliferative Action †.

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Title: Angular Regioselective Synthesis of Varied Functionalized Hexahydro-1,2,4-triazolo[4,3- a ]quinazolin-9-ones and Their Antiproliferative Action †.
Authors: Said, Awad I.1,2 (AUTHOR) awadsaid@aun.edu.eg, Gajdács, Márió3 (AUTHOR) gajdacs.mario@szte.hu, Zupkó, István3 (AUTHOR) zupko.istvan@szte.hu, Haukka, Matti4 (AUTHOR) matti.o.haukka@jyu.fi, Palkó, Márta1 (AUTHOR) awadsaid@aun.edu.eg
Source: Molecules. May2023, Vol. 28 Issue 9, p3718. 10p.
Subject Terms: *REGIOSELECTIVITY (Chemistry), *CANCER cells, *STEREOCHEMISTRY
Abstract: New 2-thioxopyrimidin-4-ones capable of participating in regioselective reactions with functionally diverse hydrazonoyl chlorides towards angular regioisomers, rather than linear ones, were designed and synthesized to form stereoisomeric cis- and trans-hexahydro [1,2,4]triazolo[4,3-a]quinazolin-9-ones to be tested as antitumor candidates. The angular regiochemistry of the products was verified through crystallographic experiments and NMR studies. In addition, the regioselectivity of the reaction was found to be independent of the stereochemistry of the used 2-thioxopyrimidin-4-one. Only compound 4c demonstrated satisfactory growth inhibition against all the cancer cells used among all the produced drugs. [ABSTRACT FROM AUTHOR]
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ISSN:14203049
DOI:10.3390/molecules28093718
Published in:Molecules
Language:English