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      Inhibitory Potential of Constituents from Osmanthus fragrans and Structural Analogues Against Advanced Glycation End Products, α-Amylase, α-Glucosidase, and Oxidative Stress

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          Abstract

          Inhibition of α-amylase and α-glucosidase, advanced glycation end products (AGEs) formation, and oxidative stress by isolated active constituents of Osmanthus fragrans flowers (9,12-octadecadienoic acid and 4-(2,6,6-trimethyl-1-cyclohexenyl)-3-buten-2-one) and their structural analogues were evaluated. 9,12-Octadecadienoic acid was 10.02 and 22.21 times more active against α-amylase and α-glucosidase, respectively, than acarbose and ascorbic acid, followed by 9,12,15-octadecatrienoic acid, 9-octadecenoic acid, 4-(2,6,6-trimethyl-1-cyclohexenyl)-3-buten-2-one, 4-(2,6,6-trimethyl-2-cyclohexenyl)-3-buten-2-one, 1-heptadecanecarboxylic acid, and 1-pentadecanecarboxylic acid. Concerning the inhibition of AGEs formation, similar with data for 2,2’-diphenyl-1-picrylhydrazl radical scavenging activities, 9,12-octadecadienoic acid was 3.54 times more active than aminoguanidine, followed by 9,12,15-octadecatrienoic acid, and 9-octadecenoic acid. These results indicate that 4-(2,6,6-trimethyl-1-cyclohexenyl)-3-buten-2-one, 9,12-octadecadienoic acid and their analogues inhibit α-amylase and α-glucosidase, AGEs formation, and oxidative stress have potential value in alleviating diabetic pathological conditions.

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          Global prevalence of diabetes: estimates for the year 2000 and projections for 2030.

          The goal of this study was to estimate the prevalence of diabetes and the number of people of all ages with diabetes for years 2000 and 2030. Data on diabetes prevalence by age and sex from a limited number of countries were extrapolated to all 191 World Health Organization member states and applied to United Nations' population estimates for 2000 and 2030. Urban and rural populations were considered separately for developing countries. The prevalence of diabetes for all age-groups worldwide was estimated to be 2.8% in 2000 and 4.4% in 2030. The total number of people with diabetes is projected to rise from 171 million in 2000 to 366 million in 2030. The prevalence of diabetes is higher in men than women, but there are more women with diabetes than men. The urban population in developing countries is projected to double between 2000 and 2030. The most important demographic change to diabetes prevalence across the world appears to be the increase in the proportion of people >65 years of age. These findings indicate that the "diabetes epidemic" will continue even if levels of obesity remain constant. Given the increasing prevalence of obesity, it is likely that these figures provide an underestimate of future diabetes prevalence.
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            Structure-activity relationship and classification of flavonoids as inhibitors of xanthine oxidase and superoxide scavengers.

            The structure-activity relationship of flavonoids as inhibitors of xanthine oxidase and as scavengers of the superoxide radical, produced by the action of the enzyme xanthine oxidase, was investigated. The hydroxyl groups at C-5 and C-7 and the double bond between C-2 and C-3 were essential for a high inhibitory activity on xanthine oxidase. Flavones showed slightly higher inhibitory activity than flavonols. All flavonoid derivatives except isorhamnetin (30) were less active than the original compounds. For a high superoxide scavenging activity on the other hand, a hydroxyl group at C-3' in ring B and at C-3 were essential. According to their effect on xanthine oxidase and as superoxide scavengers, the flavonoids could be classified into six groups: superoxide scavengers without inhibitory activity on xanthine oxidase (category A), xanthine oxidase inhibitors without any additional superoxide scavenging activity (category B), xanthine oxidase inhibitors with an additional superoxide scavenging activity (category C), xanthine oxidase inhibitors with an additional pro-oxidant effect on the production of superoxide (category D), flavonoids with a marginal effect on xanthine oxidase but with a prooxidant effect on the production of superoxide (category E), and finally, flavonoids with no effect on xanthine oxidase or superoxide (category F).
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              Inhibitory effect of pine extract on alpha-glucosidase activity and postprandial hyperglycemia.

              This study investigated the inhibitory effect of pine bark extract (PBE) and needle extract on carbohydrate-hydrolyzing enzymes and the hypoglycemic effect in diabetic mice (Lep(ob) [ob/ob]). Pine bark and needle were dried and then placed in ethanol, and the extracts were assayed for the measurement of inhibition mode of PBE against alpha-amylase (EC 3.2.1.1) and alpha-glucosidase (EC 3.2.1.20). We also investigated the effect of long-term treatment with extracts on levels of postprandial blood glucose, body weight, food efficiency ratio, and gene expression of glucose transporter-4 in quadriceps muscle in diabetic mice (Lep(ob) [ob/ob]). The PBE showed competitive inhibition against salivary alpha-amylase and the combination of non-competitive and uncompetitive inhibition against yeast alpha-glucosidase. In animal experiments, PBE effectively suppressed the increase of postprandial blood glucose level by delaying absorption of diet, and body weights of the group that received PBE were significantly lower than that in the group administered 0.5% carboxylmethyl cellulose (control) 21 d after administration. PBE can be used to suppress postprandial hyperglycemia of diabetic patients. It also can be applied for control of obesity by decreasing the food efficiency ratio, especially carbohydrates.
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                Author and article information

                Journal
                Sci Rep
                Sci Rep
                Scientific Reports
                Nature Publishing Group
                2045-2322
                31 March 2017
                2017
                : 7
                : 45746
                Affiliations
                [1 ]Department of Bioenvironmental Chemistry, College of Agricultural and Life Sciences, Chonbuk National University , Jeonju 54896, Korea
                [2 ]Department of Biosystems and Biotechnology, College of Life Sciences and Biotechnology, Korea University , Seoul 02841, Korea
                Author notes
                [*]

                These authors contributed equally to this work.

                Article
                srep45746
                10.1038/srep45746
                5374635
                28361983
                62bd878c-3667-42de-8858-7f7f77e0066e
                Copyright © 2017, The Author(s)

                This work is licensed under a Creative Commons Attribution 4.0 International License. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in the credit line; if the material is not included under the Creative Commons license, users will need to obtain permission from the license holder to reproduce the material. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/

                History
                : 03 October 2016
                : 02 March 2017
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