Evaluation of the enzyme inhibitory and antioxidant activities of Entada spiralis stem bark and isolation of the active constituents

Digestive enzymes and free radical inhibitors are used to prevent complications resulting from diabetes. Entada spiralis (family Leguminosae), which is a well-known medicinal plant in herbal medicine due to its various traditional and medicinal applications, was studied. Crude extracts were successi...

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Main Authors: Roheem, Fatimah Opeyemi, Mat So'ad, Siti Zaiton, Ahmed, Qamar Uddin, Shah, Syed Adnan Ali, Latip, Jalifah, Zakaria, Zainul Amiruddin
Format: Article
Language:English
Published: MDPI 2019
Online Access:http://psasir.upm.edu.my/id/eprint/38419/
http://psasir.upm.edu.my/id/eprint/38419/1/38419.pdf
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author Roheem, Fatimah Opeyemi
Mat So'ad, Siti Zaiton
Ahmed, Qamar Uddin
Shah, Syed Adnan Ali
Latip, Jalifah
Zakaria, Zainul Amiruddin
author_facet Roheem, Fatimah Opeyemi
Mat So'ad, Siti Zaiton
Ahmed, Qamar Uddin
Shah, Syed Adnan Ali
Latip, Jalifah
Zakaria, Zainul Amiruddin
author_sort Roheem, Fatimah Opeyemi
building UPM Institutional Repository
collection Online Access
description Digestive enzymes and free radical inhibitors are used to prevent complications resulting from diabetes. Entada spiralis (family Leguminosae), which is a well-known medicinal plant in herbal medicine due to its various traditional and medicinal applications, was studied. Crude extracts were successively obtained from the stem bark using petroleum ether, chloroform and methanol as extracting solvents. The antioxidant activity of all the extracts, fractions and isolated compounds were estimated using 2,2-diphenyl-1-picrylhydrazyl (DPPH), β-carotene and 2,2′-azinobis(-3-ethylbenzothiazine-6-sulfonic acid) (ABTS) assays, while digestive enzymes inhibitory activity was assessed using α-amylase and α-glucosidase inhibitory methods. Structure elucidation of pure compounds was achieved through different spectroscopic analysis methods. Fractionation and purification of the most active methanol extract resulted in the isolation of a ferulic ester namely; (e)-hexyl 3-(4-hydroxy-3-methoxyphenyl) acrylate (FEQ-2) together with five known phenolic constituents, identified as kaempferol (FEQ-3), 5,4′-dihydroxy-3,7,3′-trimethoxyflavone (FEQ-2), gallic acid (FEQ-5), (+)-catechin (FEQ-7) and (−)-epicatechin (FEQ-8). FEQ-5 exhibited the strongest antioxidant and enzyme inhibitory activities followed by FEQ-3 and FEQ-4. FEQ-2 also displayed potent free radical scavenging activity with IC50 values of 13.79 ± 2.13 (DPPH) and 4.69 ± 1.25 (ABTS) µg/mL, respectively. All other compounds were found active either against free radicals or digestive enzymes.
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spelling upm-384192020-05-04T16:53:38Z http://psasir.upm.edu.my/id/eprint/38419/ Evaluation of the enzyme inhibitory and antioxidant activities of Entada spiralis stem bark and isolation of the active constituents Roheem, Fatimah Opeyemi Mat So'ad, Siti Zaiton Ahmed, Qamar Uddin Shah, Syed Adnan Ali Latip, Jalifah Zakaria, Zainul Amiruddin Digestive enzymes and free radical inhibitors are used to prevent complications resulting from diabetes. Entada spiralis (family Leguminosae), which is a well-known medicinal plant in herbal medicine due to its various traditional and medicinal applications, was studied. Crude extracts were successively obtained from the stem bark using petroleum ether, chloroform and methanol as extracting solvents. The antioxidant activity of all the extracts, fractions and isolated compounds were estimated using 2,2-diphenyl-1-picrylhydrazyl (DPPH), β-carotene and 2,2′-azinobis(-3-ethylbenzothiazine-6-sulfonic acid) (ABTS) assays, while digestive enzymes inhibitory activity was assessed using α-amylase and α-glucosidase inhibitory methods. Structure elucidation of pure compounds was achieved through different spectroscopic analysis methods. Fractionation and purification of the most active methanol extract resulted in the isolation of a ferulic ester namely; (e)-hexyl 3-(4-hydroxy-3-methoxyphenyl) acrylate (FEQ-2) together with five known phenolic constituents, identified as kaempferol (FEQ-3), 5,4′-dihydroxy-3,7,3′-trimethoxyflavone (FEQ-2), gallic acid (FEQ-5), (+)-catechin (FEQ-7) and (−)-epicatechin (FEQ-8). FEQ-5 exhibited the strongest antioxidant and enzyme inhibitory activities followed by FEQ-3 and FEQ-4. FEQ-2 also displayed potent free radical scavenging activity with IC50 values of 13.79 ± 2.13 (DPPH) and 4.69 ± 1.25 (ABTS) µg/mL, respectively. All other compounds were found active either against free radicals or digestive enzymes. MDPI 2019 Article PeerReviewed text en http://psasir.upm.edu.my/id/eprint/38419/1/38419.pdf Roheem, Fatimah Opeyemi and Mat So'ad, Siti Zaiton and Ahmed, Qamar Uddin and Shah, Syed Adnan Ali and Latip, Jalifah and Zakaria, Zainul Amiruddin (2019) Evaluation of the enzyme inhibitory and antioxidant activities of Entada spiralis stem bark and isolation of the active constituents. Molecules, 24 (6). art. no. 1006. pp. 1-15. ISSN 1420-3049 https://www.mdpi.com/1420-3049/24/6/1006 10.3390/molecules24061006
spellingShingle Roheem, Fatimah Opeyemi
Mat So'ad, Siti Zaiton
Ahmed, Qamar Uddin
Shah, Syed Adnan Ali
Latip, Jalifah
Zakaria, Zainul Amiruddin
Evaluation of the enzyme inhibitory and antioxidant activities of Entada spiralis stem bark and isolation of the active constituents
title Evaluation of the enzyme inhibitory and antioxidant activities of Entada spiralis stem bark and isolation of the active constituents
title_full Evaluation of the enzyme inhibitory and antioxidant activities of Entada spiralis stem bark and isolation of the active constituents
title_fullStr Evaluation of the enzyme inhibitory and antioxidant activities of Entada spiralis stem bark and isolation of the active constituents
title_full_unstemmed Evaluation of the enzyme inhibitory and antioxidant activities of Entada spiralis stem bark and isolation of the active constituents
title_short Evaluation of the enzyme inhibitory and antioxidant activities of Entada spiralis stem bark and isolation of the active constituents
title_sort evaluation of the enzyme inhibitory and antioxidant activities of entada spiralis stem bark and isolation of the active constituents
url http://psasir.upm.edu.my/id/eprint/38419/
http://psasir.upm.edu.my/id/eprint/38419/
http://psasir.upm.edu.my/id/eprint/38419/
http://psasir.upm.edu.my/id/eprint/38419/1/38419.pdf