New Thiosemicarbazides and 1,2,4-Triazolethiones Derived from 2-(Ethylsulfanyl) Benzohydrazide as Potent Antioxidants

New thiosemicarbazide derivatives 2–6 were synthesised by reacting 2-(ethylsulfanyl)benzohydrazide with various aryl isothiocyanates. The cyclisation of compounds 2–6 under reflux conditions in a basic medium (aqueous NaOH, 4 N) yielded compounds 7–11 that contain a 1,2,4-triazole ring. All of the s...

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Autores principales: Nazarbahjat, Nafal, Nordin, Nurdiana, Abdullah, Zanariah, Abdulla, Mahmood Ameen, Yehye, Wageeh A., Halim, Siti Nadiah Abdul, Kee, Chin Hui, Ariffin, Azhar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2014
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271535/
https://www.ncbi.nlm.nih.gov/pubmed/25093989
http://dx.doi.org/10.3390/molecules190811520
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author Nazarbahjat, Nafal
Nordin, Nurdiana
Abdullah, Zanariah
Abdulla, Mahmood Ameen
Yehye, Wageeh A.
Halim, Siti Nadiah Abdul
Kee, Chin Hui
Ariffin, Azhar
author_facet Nazarbahjat, Nafal
Nordin, Nurdiana
Abdullah, Zanariah
Abdulla, Mahmood Ameen
Yehye, Wageeh A.
Halim, Siti Nadiah Abdul
Kee, Chin Hui
Ariffin, Azhar
author_sort Nazarbahjat, Nafal
collection PubMed
description New thiosemicarbazide derivatives 2–6 were synthesised by reacting 2-(ethylsulfanyl)benzohydrazide with various aryl isothiocyanates. The cyclisation of compounds 2–6 under reflux conditions in a basic medium (aqueous NaOH, 4 N) yielded compounds 7–11 that contain a 1,2,4-triazole ring. All of the synthesised compounds were screened for their antioxidant activities. Compounds 2, 3, and 7 showed better radical scavenging in a 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay, with IC(50) values of 1.08, 0.22, and 0.74 µg/mL, respectively, compared to gallic acid (IC(50), 1.2 µg/mL). Compound 3 also showed superior results in a ferric reducing antioxidant power (FRAP) assay (3054 µM/100 g) compared to those of ascorbic acid (1207 µM/100 g).
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spelling pubmed-62715352018-12-27 New Thiosemicarbazides and 1,2,4-Triazolethiones Derived from 2-(Ethylsulfanyl) Benzohydrazide as Potent Antioxidants Nazarbahjat, Nafal Nordin, Nurdiana Abdullah, Zanariah Abdulla, Mahmood Ameen Yehye, Wageeh A. Halim, Siti Nadiah Abdul Kee, Chin Hui Ariffin, Azhar Molecules Article New thiosemicarbazide derivatives 2–6 were synthesised by reacting 2-(ethylsulfanyl)benzohydrazide with various aryl isothiocyanates. The cyclisation of compounds 2–6 under reflux conditions in a basic medium (aqueous NaOH, 4 N) yielded compounds 7–11 that contain a 1,2,4-triazole ring. All of the synthesised compounds were screened for their antioxidant activities. Compounds 2, 3, and 7 showed better radical scavenging in a 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay, with IC(50) values of 1.08, 0.22, and 0.74 µg/mL, respectively, compared to gallic acid (IC(50), 1.2 µg/mL). Compound 3 also showed superior results in a ferric reducing antioxidant power (FRAP) assay (3054 µM/100 g) compared to those of ascorbic acid (1207 µM/100 g). MDPI 2014-08-04 /pmc/articles/PMC6271535/ /pubmed/25093989 http://dx.doi.org/10.3390/molecules190811520 Text en © 2014 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Nazarbahjat, Nafal
Nordin, Nurdiana
Abdullah, Zanariah
Abdulla, Mahmood Ameen
Yehye, Wageeh A.
Halim, Siti Nadiah Abdul
Kee, Chin Hui
Ariffin, Azhar
New Thiosemicarbazides and 1,2,4-Triazolethiones Derived from 2-(Ethylsulfanyl) Benzohydrazide as Potent Antioxidants
title New Thiosemicarbazides and 1,2,4-Triazolethiones Derived from 2-(Ethylsulfanyl) Benzohydrazide as Potent Antioxidants
title_full New Thiosemicarbazides and 1,2,4-Triazolethiones Derived from 2-(Ethylsulfanyl) Benzohydrazide as Potent Antioxidants
title_fullStr New Thiosemicarbazides and 1,2,4-Triazolethiones Derived from 2-(Ethylsulfanyl) Benzohydrazide as Potent Antioxidants
title_full_unstemmed New Thiosemicarbazides and 1,2,4-Triazolethiones Derived from 2-(Ethylsulfanyl) Benzohydrazide as Potent Antioxidants
title_short New Thiosemicarbazides and 1,2,4-Triazolethiones Derived from 2-(Ethylsulfanyl) Benzohydrazide as Potent Antioxidants
title_sort new thiosemicarbazides and 1,2,4-triazolethiones derived from 2-(ethylsulfanyl) benzohydrazide as potent antioxidants
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271535/
https://www.ncbi.nlm.nih.gov/pubmed/25093989
http://dx.doi.org/10.3390/molecules190811520
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