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

Opeyemi Roheem, Fatimah and Mat So'ad, Siti Zaiton and Ahmed, Qamar Uddin and Ali Shah, Syed Adnan 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). pp. 1-15. ISSN 1420-3049

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Abstract

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.

Item Type:	Article (Journal)
Additional Information:	5652/68545
Uncontrolled Keywords:	Entada spiralis; 2,2-diphenyl-1-picrylhydrazyl assay; β-carotene assay; 2,2′-azinobis (-3-ethylbenzothiazine-6-sulfonic acid) assay; α-amylase; α-glucosidase; active principles
Subjects:	Q Science > QD Chemistry
Kulliyyahs/Centres/Divisions/Institutes (Can select more than one option. Press CONTROL button):	Kulliyyah of Pharmacy Kulliyyah of Pharmacy > Department of Pharmaceutical Chemistry
Depositing User:	Dr. Siti Zaiton Mat So'ad
Date Deposited:	17 Dec 2018 15:12
Last Modified:	01 Aug 2019 11:09
URI:	http://irep.iium.edu.my/id/eprint/68545

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