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      Comparative study of the antidiabetic potential of Paederia foetida twig extracts and compounds from two different locations in Malaysia

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          Abstract

          Context: Paederia foetida L. (Rubiaceae) is an edible plant distributed in Asian countries including Malaysia. Fresh leaves have been traditionally used as a remedy for indigestion and diarrhea. Several phytochemical studies of the leaves have been documented, but there are few reports on twigs.

          Objective: This study investigates the enzyme inhibition of P. foetida twig extracts and compound isolated from them. In addition, in silico molecular docking of scopoletin was investigated.

          Materials and methods: Plants were obtained from two locations in Malaysia, Johor (PFJ) and Pahang (PFP). Hexane, chloroform and methanol extracts along with isolated compound (scopoletin) were evaluated for their enzyme inhibition activities (10,000–0.000016 µg/mL). The separation and identification of bio-active compounds were carried out using column chromatography and spectroscopic techniques, respectively. In silico molecular docking of scopoletin with receptors (α-amylase and α-glucosidase) was carried out using AutoDock 4.2.

          Results: The IC 50 values of α-amylase and α-glucosidase inhibition activity of PFJ chloroform extract were 9.60 and 245.6 µg/mL, respectively. PFP chloroform extract exhibited α-amylase and α-glucosidase inhibition activity (IC 50 = 14.83 and 257.2 µg/mL, respectively). The α-amylase and α-glucosidase inhibitory activity of scopoletin from both locations had IC 50 values of 0.052 and 0.057 µM, respectively.

          Discussion and conclusions: Separation of PFJ chloroform extract afforded scopoletin ( 1), stigmasterol ( 2) and γ-sitosterol ( 3) and the PFP chloroform extract yielded ( 1), ( 2), ( 3) and ergost-5-en-3-ol ( 4). Scopoletin was isolated from this species for the first time. In silico calculations gave a binding energy between scopoletin and α-amylase of −6.03 kcal/mol.

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          Most cited references25

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          Receptor-ligand molecular docking.

          Docking methodology aims to predict the experimental binding modes and affinities of small molecules within the binding site of particular receptor targets and is currently used as a standard computational tool in drug design for lead compound optimisation and in virtual screening studies to find novel biologically active molecules. The basic tools of a docking methodology include a search algorithm and an energy scoring function for generating and evaluating ligand poses. In this review, we present the search algorithms and scoring functions most commonly used in current molecular docking methods that focus on protein-ligand applications. We summarise the main topics and recent computational and methodological advances in protein-ligand docking. Protein flexibility, multiple ligand binding modes and the free-energy landscape profile for binding affinity prediction are important and interconnected challenges to be overcome by further methodological developments in the docking field.
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            α-Glucosidase and α-amylase inhibitory activities of Nepalese medicinal herb Pakhanbhed (Bergenia ciliata, Haw.)

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              Antioxidant and Antidiabetic Effects of Flavonoids: A Structure-Activity Relationship Based Study

              The best described pharmacological property of flavonoids is their capacity to act as potent antioxidant that has been reported to play an important role in the alleviation of diabetes mellitus. Flavonoids biochemical properties are structure dependent; however, they are yet to be thoroughly understood. Hence, the main aim of this work was to investigate the antioxidant and antidiabetic properties of some structurally related flavonoids to identify key positions responsible, their correlation, and the effect of methylation and acetylation on the same properties. Antioxidant potential was evaluated through dot blot, 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging, ABTS+ radical scavenging, ferric reducing antioxidant power (FRAP), and xanthine oxidase inhibitory (XOI) assays. Antidiabetic effect was investigated through α-glucosidase and dipeptidyl peptidase-4 (DPP-4) assays. Results showed that the total number and the configuration of hydroxyl groups played an important role in regulating antioxidant and antidiabetic properties in scavenging DPPH radical, ABTS+ radical, and FRAP assays and improved both α-glucosidase and DPP-4 activities. Presence of C-2-C-3 double bond and C-4 ketonic group are two essential structural features in the bioactivity of flavonoids especially for antidiabetic property. Methylation and acetylation of hydroxyl groups were found to diminish the in vitro antioxidant and antidiabetic properties of the flavonoids.
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                Author and article information

                Journal
                Pharm Biol
                Pharm Biol
                IPHB
                iphb20
                Pharmaceutical Biology
                Taylor & Francis
                1388-0209
                1744-5116
                2019
                12 June 2019
                : 57
                : 1
                : 345-354
                Affiliations
                [a ]Department of Chemistry, Faculty of Science, Universiti Putra Malaysia , Selangor, Malaysia;;
                [b ]Department of Microbiology, Faculty of Biotechnology and Biomolecular Sciences, Universiti Putra Malaysia , Selangor, Malaysia
                Author notes
                CONTACT Nur Kartinee Kassim kartinee@ 123456upm.edu.my Department of Chemistry, Faculty of Science, Universiti Putra Malaysia , 43400 UPM Serdang, Selangor, Malaysia.
                Author information
                http://orcid.org/0000-0002-5578-3415
                http://orcid.org/0000-0002-2484-3235
                http://orcid.org/0000-0002-0372-2290
                http://orcid.org/0000-0003-3960-0022
                http://orcid.org/0000-0002-2475-7628
                Article
                1610462
                10.1080/13880209.2019.1610462
                6566874
                31185767
                9e745157-3a49-4021-9d78-b0e92bce6abf
                © 2019 The Author(s). Published by Informa UK Limited, trading as Taylor & Francis Group.

                This is an Open Access article distributed under the terms of the Creative Commons Attribution License ( http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

                History
                : 17 August 2018
                : 01 February 2019
                : 17 March 2019
                Page count
                Figures: 9, Tables: 3, Pages: 10, Words: 6080
                Funding
                Funded by: Malaysian government
                Funded by: Sultan Iskandar Foundation
                We thank the Malaysian government and the Sultan Iskandar Foundation for financial support.
                Categories
                Article

                α-amylase,α-glucosidase,molecular docking,dpph,beta-carotene bleaching assay

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