Synthesis, characterization and antioxidant activity of 3-(2-Amino-1,3-Selenazol-4-yl)-2H-Chromen-2-Ones derivatives

Selenocompounds have been widely synthesized for their potential in pharmacology. Ebselen, a selenazole oxide, is a glutathione peroxidase mimic which is known to possess high antioxidant activity. Four derivatives of 3-(2-amino-1,3- selenazol-4-yl)-2H-chromen-2-ones were synthesized by reacting 3...

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Main Authors: Nurul Zawani Alias, Nurul Izzaty Hassan, Zaini Yusoff, Sharizal Hasan, Wan Yaacob Wan Ahmad
Format: Article
Language:English
Published: Penerbit Universiti Kebangsaan Malaysia 2018
Online Access:http://journalarticle.ukm.my/12014/
http://journalarticle.ukm.my/12014/
http://journalarticle.ukm.my/12014/1/UKM%20SAINSMalaysiana%2047%2802%29Feb%202018%2017.pdf
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spelling ukm-120142018-08-21T07:18:44Z http://journalarticle.ukm.my/12014/ Synthesis, characterization and antioxidant activity of 3-(2-Amino-1,3-Selenazol-4-yl)-2H-Chromen-2-Ones derivatives Nurul Zawani Alias, Nurul Izzaty Hassan, Zaini Yusoff, Sharizal Hasan, Wan Yaacob Wan Ahmad, Selenocompounds have been widely synthesized for their potential in pharmacology. Ebselen, a selenazole oxide, is a glutathione peroxidase mimic which is known to possess high antioxidant activity. Four derivatives of 3-(2-amino-1,3- selenazol-4-yl)-2H-chromen-2-ones were synthesized by reacting 3-(2-bromoacetyl)-chromen-2-one derivatives with selenourea through Hantzsch reaction using NaF as a catalyst in methanol-water (1:1) at room temperature. These reactions were completed in 30 min and purified using column chromatography eluted with n-hexane-ethyl acetate (7:3) to give 50-83% yields. All the compounds were successfully characterized using IR, 1H and 13C NMR as well as mass spectrometry. The synthesized compounds were tested with DPPH assay to determine the free radical scavenging activity and were compared to gallic and ascorbic acids as standard. Nonetheless, all compounds exhibited weak free radical scavenging activity with IC50 value ranging from 672.13 to 984.03 μM signifying that the derivatives may possess weak antioxidant activities. Penerbit Universiti Kebangsaan Malaysia 2018-02 Article PeerReviewed application/pdf en http://journalarticle.ukm.my/12014/1/UKM%20SAINSMalaysiana%2047%2802%29Feb%202018%2017.pdf Nurul Zawani Alias, and Nurul Izzaty Hassan, and Zaini Yusoff, and Sharizal Hasan, and Wan Yaacob Wan Ahmad, (2018) Synthesis, characterization and antioxidant activity of 3-(2-Amino-1,3-Selenazol-4-yl)-2H-Chromen-2-Ones derivatives. Sains Malaysiana, 47 (2). pp. 347-352. ISSN 0126-6039 http://www.ukm.my/jsm/english_journals/vol47num2_2018/contentsVol47num2_2018.html
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description Selenocompounds have been widely synthesized for their potential in pharmacology. Ebselen, a selenazole oxide, is a glutathione peroxidase mimic which is known to possess high antioxidant activity. Four derivatives of 3-(2-amino-1,3- selenazol-4-yl)-2H-chromen-2-ones were synthesized by reacting 3-(2-bromoacetyl)-chromen-2-one derivatives with selenourea through Hantzsch reaction using NaF as a catalyst in methanol-water (1:1) at room temperature. These reactions were completed in 30 min and purified using column chromatography eluted with n-hexane-ethyl acetate (7:3) to give 50-83% yields. All the compounds were successfully characterized using IR, 1H and 13C NMR as well as mass spectrometry. The synthesized compounds were tested with DPPH assay to determine the free radical scavenging activity and were compared to gallic and ascorbic acids as standard. Nonetheless, all compounds exhibited weak free radical scavenging activity with IC50 value ranging from 672.13 to 984.03 μM signifying that the derivatives may possess weak antioxidant activities.
format Article
author Nurul Zawani Alias,
Nurul Izzaty Hassan,
Zaini Yusoff,
Sharizal Hasan,
Wan Yaacob Wan Ahmad,
spellingShingle Nurul Zawani Alias,
Nurul Izzaty Hassan,
Zaini Yusoff,
Sharizal Hasan,
Wan Yaacob Wan Ahmad,
Synthesis, characterization and antioxidant activity of 3-(2-Amino-1,3-Selenazol-4-yl)-2H-Chromen-2-Ones derivatives
author_facet Nurul Zawani Alias,
Nurul Izzaty Hassan,
Zaini Yusoff,
Sharizal Hasan,
Wan Yaacob Wan Ahmad,
author_sort Nurul Zawani Alias,
title Synthesis, characterization and antioxidant activity of 3-(2-Amino-1,3-Selenazol-4-yl)-2H-Chromen-2-Ones derivatives
title_short Synthesis, characterization and antioxidant activity of 3-(2-Amino-1,3-Selenazol-4-yl)-2H-Chromen-2-Ones derivatives
title_full Synthesis, characterization and antioxidant activity of 3-(2-Amino-1,3-Selenazol-4-yl)-2H-Chromen-2-Ones derivatives
title_fullStr Synthesis, characterization and antioxidant activity of 3-(2-Amino-1,3-Selenazol-4-yl)-2H-Chromen-2-Ones derivatives
title_full_unstemmed Synthesis, characterization and antioxidant activity of 3-(2-Amino-1,3-Selenazol-4-yl)-2H-Chromen-2-Ones derivatives
title_sort synthesis, characterization and antioxidant activity of 3-(2-amino-1,3-selenazol-4-yl)-2h-chromen-2-ones derivatives
publisher Penerbit Universiti Kebangsaan Malaysia
publishDate 2018
url http://journalarticle.ukm.my/12014/
http://journalarticle.ukm.my/12014/
http://journalarticle.ukm.my/12014/1/UKM%20SAINSMalaysiana%2047%2802%29Feb%202018%2017.pdf
first_indexed 2023-09-18T20:01:40Z
last_indexed 2023-09-18T20:01:40Z
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