9-Aryl Substituted Hydroxylated Xanthen-3-ones: Synthesis, Structure and Antioxidant Potency Evaluation

Oxidative stress is directly related to several diseases and symptoms, where antioxidant compounds, such as xanthenes, may become important in prevention and/or treatmant. Ten biologically active 9-aryl substituted 2,6,7-trihydroxyxanthen-3-one derivatives were synthesized using reliable one-pot syn...

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Main Authors: Elma Veljović, Selma Špirtović-Halilović, Samija Muratović, Sunčica Roca, Snežana Trifunović, Amar Osmanović, Davorka Završnik, Lidija Valek Žulj
Format: Article
Language:English
Published: Croatian Chemical Society 2015-07-01
Series:Croatica Chemica Acta
Online Access:http://hrcak.srce.hr/file/209501
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author Elma Veljović
Selma Špirtović-Halilović
Samija Muratović
Sunčica Roca
Snežana Trifunović
Amar Osmanović
Davorka Završnik
Lidija Valek Žulj
author_facet Elma Veljović
Selma Špirtović-Halilović
Samija Muratović
Sunčica Roca
Snežana Trifunović
Amar Osmanović
Davorka Završnik
Lidija Valek Žulj
author_sort Elma Veljović
collection DOAJ
description Oxidative stress is directly related to several diseases and symptoms, where antioxidant compounds, such as xanthenes, may become important in prevention and/or treatmant. Ten biologically active 9-aryl substituted 2,6,7-trihydroxyxanthen-3-one derivatives were synthesized using reliable one-pot synthesis and their structures were confirmed by IR, <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy and mass spectrometry. Some of the synthesized compounds were scanned for their antioxidant potency using electrochemical method cyclic voltammetry of immobilized microparticles. Substitution of hydrogen at the phenyl ring of 2,6,7-trihydroxy-9-phenylxanthen-3-one with an electron-donating group affected the reducing power of the compounds by lowering the biological oxidation potential. These results signify the importance of xanthen-3-one derivatives as antioxidant agents and their further biological evaluation.
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spelling doaj.art-b05d3d1036264090887c923bf9950b142022-12-22T03:21:25ZengCroatian Chemical SocietyCroatica Chemica Acta0011-16431334-417X2015-07-0188212112710.5562/cca25951419839-Aryl Substituted Hydroxylated Xanthen-3-ones: Synthesis, Structure and Antioxidant Potency EvaluationElma Veljović0Selma Špirtović-Halilović1Samija Muratović2Sunčica Roca3Snežana Trifunović4Amar Osmanović5Davorka Završnik6Lidija Valek Žulj7Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Sarajevo, Zmaja od Bosne 8, 71000 Sarajevo, Bosnia and HerzegovinaDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Sarajevo, Zmaja od Bosne 8, 71000 Sarajevo, Bosnia and HerzegovinaDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Sarajevo, Zmaja od Bosne 8, 71000 Sarajevo, Bosnia and HerzegovinaNMR Centre, Ruđer Bošković Institute, Bijenička cesta 54, 10000 Zagreb, CroatiaFaculty of Chemistry, University of Belgrade, Studentski trg 16, 11000 Belgrade, SerbiaDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Sarajevo, Zmaja od Bosne 8, 71000 Sarajevo, Bosnia and HerzegovinaDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Sarajevo, Zmaja od Bosne 8, 71000 Sarajevo, Bosnia and HerzegovinaDepartment of Electrochemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Marulićev trg 19, 10000 Zagreb, CroatiaOxidative stress is directly related to several diseases and symptoms, where antioxidant compounds, such as xanthenes, may become important in prevention and/or treatmant. Ten biologically active 9-aryl substituted 2,6,7-trihydroxyxanthen-3-one derivatives were synthesized using reliable one-pot synthesis and their structures were confirmed by IR, <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy and mass spectrometry. Some of the synthesized compounds were scanned for their antioxidant potency using electrochemical method cyclic voltammetry of immobilized microparticles. Substitution of hydrogen at the phenyl ring of 2,6,7-trihydroxy-9-phenylxanthen-3-one with an electron-donating group affected the reducing power of the compounds by lowering the biological oxidation potential. These results signify the importance of xanthen-3-one derivatives as antioxidant agents and their further biological evaluation.http://hrcak.srce.hr/file/209501
spellingShingle Elma Veljović
Selma Špirtović-Halilović
Samija Muratović
Sunčica Roca
Snežana Trifunović
Amar Osmanović
Davorka Završnik
Lidija Valek Žulj
9-Aryl Substituted Hydroxylated Xanthen-3-ones: Synthesis, Structure and Antioxidant Potency Evaluation
Croatica Chemica Acta
title 9-Aryl Substituted Hydroxylated Xanthen-3-ones: Synthesis, Structure and Antioxidant Potency Evaluation
title_full 9-Aryl Substituted Hydroxylated Xanthen-3-ones: Synthesis, Structure and Antioxidant Potency Evaluation
title_fullStr 9-Aryl Substituted Hydroxylated Xanthen-3-ones: Synthesis, Structure and Antioxidant Potency Evaluation
title_full_unstemmed 9-Aryl Substituted Hydroxylated Xanthen-3-ones: Synthesis, Structure and Antioxidant Potency Evaluation
title_short 9-Aryl Substituted Hydroxylated Xanthen-3-ones: Synthesis, Structure and Antioxidant Potency Evaluation
title_sort 9 aryl substituted hydroxylated xanthen 3 ones synthesis structure and antioxidant potency evaluation
url http://hrcak.srce.hr/file/209501
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