A Simple Procedure for Synthesis of Biological Active 4-oxo-4-(quinolin-8-yloxy)but-2-enoic acid

The article is devoted to research on the synthesis of hydroxyquinoline derivative based on 8-oxyquinoline and maleic anhydride. Analysis of available literature was carried out, some drugs were found that are produced based on hydroxyquinoline derivatives and have antiprotozoal, antimicrobial and...

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Main Authors: V.V. Merkulov, A.I. Almazov, S.K. Kabiyeva, S.N. Mantler, V.V. Konshin
Format: Article
Language:English
Published: al-Farabi Kazakh National University 2022-03-01
Series:Eurasian Chemico-Technological Journal
Subjects:
Online Access:https://ect-journal.kz/index.php/ectj/article/view/1148
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author V.V. Merkulov
A.I. Almazov
S.K. Kabiyeva
S.N. Mantler
V.V. Konshin
author_facet V.V. Merkulov
A.I. Almazov
S.K. Kabiyeva
S.N. Mantler
V.V. Konshin
author_sort V.V. Merkulov
collection DOAJ
description The article is devoted to research on the synthesis of hydroxyquinoline derivative based on 8-oxyquinoline and maleic anhydride. Analysis of available literature was carried out, some drugs were found that are produced based on hydroxyquinoline derivatives and have antiprotozoal, antimicrobial and antiseptic effects, used alone or in combination with other active substances. A technique has been developed for the synthesis of a new derivative in the medium of petroleum distillate using sulfuric acid as a catalyst. A water-soluble ester of 8-oxyquinoline and maleic acid was obtained in good yield (95%), the structure of which was established based on UV, IR and NMR spectroscopy. By analogy with other oxyquinoline derivatives and the results of prediction bioactivity in the PASS program, the obtained derivative may be characterized by antifungal (antiseborrheic) action. It was determined its antibacterial properties at a concentration of 20.0–10.0 mg/cm3 as well as a significant antioxidant activity which is a useful biological property to expand the range of its application.
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spelling doaj.art-e871d22aeb5249f2b677d75ac3f175e72022-12-22T03:00:46Zengal-Farabi Kazakh National UniversityEurasian Chemico-Technological Journal1562-39202522-48672022-03-0124110.18321/ectj1148A Simple Procedure for Synthesis of Biological Active 4-oxo-4-(quinolin-8-yloxy)but-2-enoic acidV.V. Merkulov0A.I. Almazov1S.K. Kabiyeva2S.N. Mantler3V.V. Konshin4Karaganda Industrial University, 30, Republic Ave., Temirtau, KazakhstanKaraganda Industrial University, 30, Republic Ave., Temirtau, KazakhstanKaraganda Industrial University, 30, Republic Ave., Temirtau, KazakhstanKaraganda Industrial University, 30, Republic Ave., Temirtau, KazakhstanPolzunov Altai State Technical University, 46, Lenin Ave., Barnaul, Russian Federation The article is devoted to research on the synthesis of hydroxyquinoline derivative based on 8-oxyquinoline and maleic anhydride. Analysis of available literature was carried out, some drugs were found that are produced based on hydroxyquinoline derivatives and have antiprotozoal, antimicrobial and antiseptic effects, used alone or in combination with other active substances. A technique has been developed for the synthesis of a new derivative in the medium of petroleum distillate using sulfuric acid as a catalyst. A water-soluble ester of 8-oxyquinoline and maleic acid was obtained in good yield (95%), the structure of which was established based on UV, IR and NMR spectroscopy. By analogy with other oxyquinoline derivatives and the results of prediction bioactivity in the PASS program, the obtained derivative may be characterized by antifungal (antiseborrheic) action. It was determined its antibacterial properties at a concentration of 20.0–10.0 mg/cm3 as well as a significant antioxidant activity which is a useful biological property to expand the range of its application. https://ect-journal.kz/index.php/ectj/article/view/1148oxyquinolinemaleic anhydrideantimicrobial agentsNMR spectroscopy
spellingShingle V.V. Merkulov
A.I. Almazov
S.K. Kabiyeva
S.N. Mantler
V.V. Konshin
A Simple Procedure for Synthesis of Biological Active 4-oxo-4-(quinolin-8-yloxy)but-2-enoic acid
Eurasian Chemico-Technological Journal
oxyquinoline
maleic anhydride
antimicrobial agents
NMR spectroscopy
title A Simple Procedure for Synthesis of Biological Active 4-oxo-4-(quinolin-8-yloxy)but-2-enoic acid
title_full A Simple Procedure for Synthesis of Biological Active 4-oxo-4-(quinolin-8-yloxy)but-2-enoic acid
title_fullStr A Simple Procedure for Synthesis of Biological Active 4-oxo-4-(quinolin-8-yloxy)but-2-enoic acid
title_full_unstemmed A Simple Procedure for Synthesis of Biological Active 4-oxo-4-(quinolin-8-yloxy)but-2-enoic acid
title_short A Simple Procedure for Synthesis of Biological Active 4-oxo-4-(quinolin-8-yloxy)but-2-enoic acid
title_sort simple procedure for synthesis of biological active 4 oxo 4 quinolin 8 yloxy but 2 enoic acid
topic oxyquinoline
maleic anhydride
antimicrobial agents
NMR spectroscopy
url https://ect-journal.kz/index.php/ectj/article/view/1148
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