Synthesis and Biological Evaluation of S-Substituted Perhalo-2-nitrobuta-1,3-dienes as Novel Xanthine Oxidase, Tyrosinase, Elastase, and Neuraminidase Inhibitors

S-substituted perhalo-2-nitrobuta-1,3-dienes 3a, b were synthesized by the reaction of polyhalo-2-nitrobuta-1,3-dienes 1a, b with allyl mercaptan. 1-(2,3-Dibromopropanethio)-4-bromo-1,3,4-trichloro-2-nitrobuta-1,3-diene 4 was obtained from the addition of bromine to S-substituted polyhalo-2-nitrobut...

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Main Authors: Nihal Onul, Onur Ertik, Neşe Mermer, Refiye Yanardag
Format: Article
Language:English
Published: Wiley 2018-01-01
Series:Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2018/4386031
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author Nihal Onul
Onur Ertik
Neşe Mermer
Refiye Yanardag
author_facet Nihal Onul
Onur Ertik
Neşe Mermer
Refiye Yanardag
author_sort Nihal Onul
collection DOAJ
description S-substituted perhalo-2-nitrobuta-1,3-dienes 3a, b were synthesized by the reaction of polyhalo-2-nitrobuta-1,3-dienes 1a, b with allyl mercaptan. 1-(2,3-Dibromopropanethio)-4-bromo-1,3,4-trichloro-2-nitrobuta-1,3-diene 4 was obtained from the addition of bromine to S-substituted polyhalo-2-nitrobuta-1,3-diene 3b in carbon tetrachloride. Sulfoxides 5a, b, and 6 were obtained from the reaction of thiosubstituted polyhalonitrobutadienes 3a, b, and 4 with m-CPBA in CHCl3. The structures of the new compounds were determined by spectroscopic data (FTIR, 1H NMR, 13C NMR, MS). These compounds exhibited antixanthine oxidase, antityrosinase, antielastase, and antineuraminidase activities.
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institution Kabale University
issn 2090-9063
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language English
publishDate 2018-01-01
publisher Wiley
record_format Article
series Journal of Chemistry
spelling doaj-art-c1b50e423d374cedab86cc5e098fa8712025-02-03T05:46:51ZengWileyJournal of Chemistry2090-90632090-90712018-01-01201810.1155/2018/43860314386031Synthesis and Biological Evaluation of S-Substituted Perhalo-2-nitrobuta-1,3-dienes as Novel Xanthine Oxidase, Tyrosinase, Elastase, and Neuraminidase InhibitorsNihal Onul0Onur Ertik1Neşe Mermer2Refiye Yanardag3Organic Chemistry Division, Department of Chemistry, Faculty of Engineering, Istanbul University, Avcilar, 34320 Istanbul, TurkeyBiochemistry Division, Department of Chemistry, Faculty of Engineering, Istanbul University, Avcilar, 34320 Istanbul, TurkeyOrganic Chemistry Division, Department of Chemistry, Faculty of Engineering, Istanbul University, Avcilar, 34320 Istanbul, TurkeyBiochemistry Division, Department of Chemistry, Faculty of Engineering, Istanbul University, Avcilar, 34320 Istanbul, TurkeyS-substituted perhalo-2-nitrobuta-1,3-dienes 3a, b were synthesized by the reaction of polyhalo-2-nitrobuta-1,3-dienes 1a, b with allyl mercaptan. 1-(2,3-Dibromopropanethio)-4-bromo-1,3,4-trichloro-2-nitrobuta-1,3-diene 4 was obtained from the addition of bromine to S-substituted polyhalo-2-nitrobuta-1,3-diene 3b in carbon tetrachloride. Sulfoxides 5a, b, and 6 were obtained from the reaction of thiosubstituted polyhalonitrobutadienes 3a, b, and 4 with m-CPBA in CHCl3. The structures of the new compounds were determined by spectroscopic data (FTIR, 1H NMR, 13C NMR, MS). These compounds exhibited antixanthine oxidase, antityrosinase, antielastase, and antineuraminidase activities.http://dx.doi.org/10.1155/2018/4386031
spellingShingle Nihal Onul
Onur Ertik
Neşe Mermer
Refiye Yanardag
Synthesis and Biological Evaluation of S-Substituted Perhalo-2-nitrobuta-1,3-dienes as Novel Xanthine Oxidase, Tyrosinase, Elastase, and Neuraminidase Inhibitors
Journal of Chemistry
title Synthesis and Biological Evaluation of S-Substituted Perhalo-2-nitrobuta-1,3-dienes as Novel Xanthine Oxidase, Tyrosinase, Elastase, and Neuraminidase Inhibitors
title_full Synthesis and Biological Evaluation of S-Substituted Perhalo-2-nitrobuta-1,3-dienes as Novel Xanthine Oxidase, Tyrosinase, Elastase, and Neuraminidase Inhibitors
title_fullStr Synthesis and Biological Evaluation of S-Substituted Perhalo-2-nitrobuta-1,3-dienes as Novel Xanthine Oxidase, Tyrosinase, Elastase, and Neuraminidase Inhibitors
title_full_unstemmed Synthesis and Biological Evaluation of S-Substituted Perhalo-2-nitrobuta-1,3-dienes as Novel Xanthine Oxidase, Tyrosinase, Elastase, and Neuraminidase Inhibitors
title_short Synthesis and Biological Evaluation of S-Substituted Perhalo-2-nitrobuta-1,3-dienes as Novel Xanthine Oxidase, Tyrosinase, Elastase, and Neuraminidase Inhibitors
title_sort synthesis and biological evaluation of s substituted perhalo 2 nitrobuta 1 3 dienes as novel xanthine oxidase tyrosinase elastase and neuraminidase inhibitors
url http://dx.doi.org/10.1155/2018/4386031
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