Synthesis, In Vitro Evaluation and Molecular Docking of the 5-Acetyl-2-aryl-6-hydroxybenzo[b]furans against Multiple Targets Linked to Type 2 Diabetes

The 5-acetyl-2-aryl-6-hydroxybenzo[b]furans 2a−h have been evaluated through in vitro enzymatic assay against targets which are linked to type 2 diabetes (T2D), namely, α-glucosidase, protein tyrosine phosphatase 1B (PTP1B)...

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Main Authors:	Malose J. Mphahlele, Yee Siew Choong, Marole M. Maluleka, Samantha Gildenhuys
Format:	Article
Language:	English
Published:	MDPI AG 2020-03-01
Series:	Biomolecules
Subjects:	5-acetyl-2-aryl-6-hydroxybenzo[<i>b</i>]furans α-glucosidase protein tyrosine phosphatase 1b β-secretase antioxidant activity cyclooxygenase-2 molecular docking
Online Access:	https://www.mdpi.com/2218-273X/10/3/418

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spelling	doaj-6b4c28bc5bcc4bf8932bb99671af9b202020-11-25T02:24:31ZengMDPI AGBiomolecules2218-273X2020-03-0110341810.3390/biom10030418biom10030418Synthesis, In Vitro Evaluation and Molecular Docking of the 5-Acetyl-2-aryl-6-hydroxybenzo[<i>b</i>]furans against Multiple Targets Linked to Type 2 DiabetesMalose J. Mphahlele0Yee Siew Choong1Marole M. Maluleka2Samantha Gildenhuys3Department of Chemistry, University of South Africa, Private Bag X06, Florida 1710, South AfricaInstitute for Research in Molecular Medicine (INFORMM), Universiti Sains Malaysia, Penang 11800, MalaysiaDepartment of Chemistry, University of South Africa, Private Bag X06, Florida 1710, South AfricaDepartment of Life & Consumer Sciences, College of Agriculture and Environmental Sciences, University of South Africa, Private Bag X06, Florida 1710, South AfricaThe 5-acetyl-2-aryl-6-hydroxybenzo[<i>b</i>]furans <b>2a</b>−<b>h</b> have been evaluated through in vitro enzymatic assay against targets which are linked to type 2 diabetes (T2D), namely, α-glucosidase, protein tyrosine phosphatase 1B (PTP1B) and β-secretase. These compounds have also been evaluated for antioxidant activity using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) free-radical scavenging method. The most active compounds against α-glucosidase and/or PTP1B, namely, 4-fluorophenyl <b>2c</b>, 4-methoxyphenyl <b>2g</b> and 3,5-dimethoxyphenyl substituted <b>2h</b> derivatives were also evaluated for potential anti-inflammatory properties against cyclooxygenase-2 activity. The Lineweaver-Burk and Dixon plots were used to determine the type of inhibition on compounds <b>2c</b> and <b>2h</b> against α-glucosidase and PTP1B receptors. The interactions were investigated in modelled complexes against α-glucosidase and PTP1B via molecular docking.https://www.mdpi.com/2218-273X/10/3/4185-acetyl-2-aryl-6-hydroxybenzo[<i>b</i>]furansα-glucosidaseprotein tyrosine phosphatase 1bβ-secretaseantioxidant activitycyclooxygenase-2molecular docking
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Malose J. Mphahlele Yee Siew Choong Marole M. Maluleka Samantha Gildenhuys
spellingShingle	Malose J. Mphahlele Yee Siew Choong Marole M. Maluleka Samantha Gildenhuys Synthesis, In Vitro Evaluation and Molecular Docking of the 5-Acetyl-2-aryl-6-hydroxybenzo[<i>b</i>]furans against Multiple Targets Linked to Type 2 Diabetes Biomolecules 5-acetyl-2-aryl-6-hydroxybenzo[<i>b</i>]furans α-glucosidase protein tyrosine phosphatase 1b β-secretase antioxidant activity cyclooxygenase-2 molecular docking
author_facet	Malose J. Mphahlele Yee Siew Choong Marole M. Maluleka Samantha Gildenhuys
author_sort	Malose J. Mphahlele
title	Synthesis, In Vitro Evaluation and Molecular Docking of the 5-Acetyl-2-aryl-6-hydroxybenzo[<i>b</i>]furans against Multiple Targets Linked to Type 2 Diabetes
title_short	Synthesis, In Vitro Evaluation and Molecular Docking of the 5-Acetyl-2-aryl-6-hydroxybenzo[<i>b</i>]furans against Multiple Targets Linked to Type 2 Diabetes
title_full	Synthesis, In Vitro Evaluation and Molecular Docking of the 5-Acetyl-2-aryl-6-hydroxybenzo[<i>b</i>]furans against Multiple Targets Linked to Type 2 Diabetes
title_fullStr	Synthesis, In Vitro Evaluation and Molecular Docking of the 5-Acetyl-2-aryl-6-hydroxybenzo[<i>b</i>]furans against Multiple Targets Linked to Type 2 Diabetes
title_full_unstemmed	Synthesis, In Vitro Evaluation and Molecular Docking of the 5-Acetyl-2-aryl-6-hydroxybenzo[<i>b</i>]furans against Multiple Targets Linked to Type 2 Diabetes
title_sort	synthesis, in vitro evaluation and molecular docking of the 5-acetyl-2-aryl-6-hydroxybenzo[<i>b</i>]furans against multiple targets linked to type 2 diabetes
publisher	MDPI AG
series	Biomolecules
issn	2218-273X
publishDate	2020-03-01
description	The 5-acetyl-2-aryl-6-hydroxybenzo[<i>b</i>]furans <b>2a</b>−<b>h</b> have been evaluated through in vitro enzymatic assay against targets which are linked to type 2 diabetes (T2D), namely, α-glucosidase, protein tyrosine phosphatase 1B (PTP1B) and β-secretase. These compounds have also been evaluated for antioxidant activity using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) free-radical scavenging method. The most active compounds against α-glucosidase and/or PTP1B, namely, 4-fluorophenyl <b>2c</b>, 4-methoxyphenyl <b>2g</b> and 3,5-dimethoxyphenyl substituted <b>2h</b> derivatives were also evaluated for potential anti-inflammatory properties against cyclooxygenase-2 activity. The Lineweaver-Burk and Dixon plots were used to determine the type of inhibition on compounds <b>2c</b> and <b>2h</b> against α-glucosidase and PTP1B receptors. The interactions were investigated in modelled complexes against α-glucosidase and PTP1B via molecular docking.
topic	5-acetyl-2-aryl-6-hydroxybenzo[<i>b</i>]furans α-glucosidase protein tyrosine phosphatase 1b β-secretase antioxidant activity cyclooxygenase-2 molecular docking
url	https://www.mdpi.com/2218-273X/10/3/418
work_keys_str_mv	AT malosejmphahlele synthesisinvitroevaluationandmoleculardockingofthe5acetyl2aryl6hydroxybenzoibifuransagainstmultipletargetslinkedtotype2diabetes AT yeesiewchoong synthesisinvitroevaluationandmoleculardockingofthe5acetyl2aryl6hydroxybenzoibifuransagainstmultipletargetslinkedtotype2diabetes AT marolemmaluleka synthesisinvitroevaluationandmoleculardockingofthe5acetyl2aryl6hydroxybenzoibifuransagainstmultipletargetslinkedtotype2diabetes AT samanthagildenhuys synthesisinvitroevaluationandmoleculardockingofthe5acetyl2aryl6hydroxybenzoibifuransagainstmultipletargetslinkedtotype2diabetes
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Synthesis, In Vitro Evaluation and Molecular Docking of the 5-Acetyl-2-aryl-6-hydroxybenzo[<i>b</i>]furans against Multiple Targets Linked to Type 2 Diabetes

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