共查询到20条相似文献,搜索用时 15 毫秒
1.
Hibiscus acid, an alpha-amylase inhibitor isolated from roselle tea, and its derivatives were compared in an inhibition test for starch digestion. An alpha-amylase-added Caco-2 system was established as a useful model to evaluate the effects of alpha-glucosidase inhibitors on starch digestion. Hibiscus acid showed weak inhibition in this model system, and the methyl ester derivatives showed even weaker or no acitivity. 相似文献
2.
Sirichai Adisakwattana Praew Chantarasinlapin Haruthai Thammarat Sirintorn Yibchok-Anun 《Journal of enzyme inhibition and medicinal chemistry》2013,28(5):1194-1200
Inhibition of α-glucosidase and α-amylase delays the digestion of starch and disaccharides to absorbable monosaccharides, resulting in a reduction of postprandial hyperglycemia. Finding effective mammalian α-glucosidase inhibitors from natural sources can be beneficial in the prevention and treatment of diabetes mellitus. We investigated the inhibitory activity of cinnamic acid derivatives against rat intestinal α-glucosidase and porcine pancreatic α-amylase in vitro. Among 11 cinnamic acid derivatives, caffeic acid, ferulic acid, and isoferulic acid were the most potent inhibitors against intestinal maltase with IC50 values of 0.74?±?0.01, 0.79?±?0.04, and 0.76?±?0.03?mM, respectively, whereas ferulic acid (IC50?=?0.45?±?0.01?mM) and isoferulic acid (IC50?=?0.45?±?0.01?mM) were effective intestinal sucrase inhibitors. However, all cinnamic acid derivatives were found to be inactive in pancreatic α-amylase inhibition. Kinetic analysis revealed that intestinal maltase was inhibited by caffeic acid, ferulic acid, and isoferulic acid in a mixed-inhibition manner. In addition, ferulic acid and isoferulic acid inhibited intestinal sucrase in a mixed type manner, whereas caffeic acid was a non-competitive inhibitor. The combination of isoferulic acid and acarbose showed an additive inhibition on intestinal sucrase. This study could provide a new insight into naturally occurring intestinal α-glucosidase inhibitors that could be useful for treatment of diabetes and its complications. 相似文献
3.
Lin AH Nichols BL Quezada-Calvillo R Avery SE Sim L Rose DR Naim HY Hamaker BR 《PloS one》2012,7(5):e35473
For starch digestion to glucose, two luminal α-amylases and four gut mucosal α-glucosidase subunits are employed. The aim of this research was to investigate, for the first time, direct digestion capability of individual mucosal α-glucosidases on cooked (gelatinized) starch. Gelatinized normal maize starch was digested with N- and C-terminal subunits of recombinant mammalian maltase-glucoamylase (MGAM) and sucrase-isomaltase (SI) of varying amounts and digestion periods. Without the aid of α-amylase, Ct-MGAM demonstrated an unexpected rapid and high digestion degree near 80%, while other subunits showed 20 to 30% digestion. These findings suggest that Ct-MGAM assists α-amylase in digesting starch molecules and potentially may compensate for developmental or pathological amylase deficiencies. 相似文献
4.
BH Lee R Eskandari K Jones KR Reddy R Quezada-Calvillo BL Nichols DR Rose BR Hamaker BM Pinto 《The Journal of biological chemistry》2012,287(38):31929-31938
Starch digestion involves the breakdown by α-amylase to small linear and branched malto-oligosaccharides, which are in turn hydrolyzed to glucose by the mucosal α-glucosidases, maltase-glucoamylase (MGAM) and sucrase-isomaltase (SI). MGAM and SI are anchored to the small intestinal brush-border epithelial cells, and each contains a catalytic N- and C-terminal subunit. All four subunits have α-1,4-exohydrolytic glucosidase activity, and the SI N-terminal subunit has an additional exo-debranching activity on the α-1,6-linkage. Inhibition of α-amylase and/or α-glucosidases is a strategy for treatment of type 2 diabetes. We illustrate here the concept of "toggling": differential inhibition of subunits to examine more refined control of glucogenesis of the α-amylolyzed starch malto-oligosaccharides with the aim of slow glucose delivery. Recombinant MGAM and SI subunits were individually assayed with α-amylolyzed waxy corn starch, consisting mainly of maltose, maltotriose, and branched α-limit dextrins, as substrate in the presence of four different inhibitors: acarbose and three sulfonium ion compounds. The IC(50) values show that the four α-glucosidase subunits could be differentially inhibited. The results support the prospect of controlling starch digestion rates to induce slow glucose release through the toggling of activities of the mucosal α-glucosidases by selective enzyme inhibition. This approach could also be used to probe associated metabolic diseases. 相似文献
5.
Graham Dunn 《Phytochemistry》1974,13(8):1341-1346
An in vitro system for the breakdown of starch granules by mixtures of α- and β-amylase is developed and discussed with reference to information concerning the degradation of starch in vivo. β-Amylase has no action on starch granules and has very little effect on the rate of starch granule digestion by α-amylase. It does, however, affect the product distribution in an α-amylase digest and is considered to attack dextrin intermediates produced by the action of α-amylase on the starch granules. 相似文献
6.
Christopher J. Evans Eckard Weber Jack D. Barchas 《Biochemical and biophysical research communications》1981,102(3):897-904
An extract from 50 rat posterior intermediate pituitaries was fractionated by gel filtration followed by cation exchange chromatography. α-N-Acetylated derivatives of β-endorphin-like molecules were detected with a specific radioimmunoassay for α-N-acetylβ-endorphins. Six peaks of α-N-acetylβ-endorphin-like immunoreactivity were observed in the cation exchange chromatography fractions. One of these peaks was purified to homogeneity using reverse phase high performance liquid chromatography (RP-HPLC). The isolated peptide was characterized by tryptic digestion followed by RP-HPLC and by amino acid analysis. The results showed that the isolated peptide was α-N-acetylβ-endorphin(1–26) with an oxidized methionine residue at position 5. Two previously unrecognized α-N-acetylβ-endorphin derivatives were also observed during the isolation procedure. 相似文献
7.
J.M.S. Cabral J.P. Cardoso J.M. Novais J.F. Kennedy 《Enzyme and microbial technology》1984,6(8):365-370
A simple kinetic model which describes the hydrolysis of α-d-glucans by immobilized glucoamylase (exo-1,4-d-glucosidase, EC 3.2.1.3) is reported. The hydrolysis of starch, amylose, amylopectin, maltose and 40DE starch hydrolysates using glucoamylase immobilized on alkylamine derivatives of titanium(IV) activated porous silica are described by a kinetic model based on Langmuir-Hinshelwood kinetics. This model involves enzyme kinetics with or without product inhibition and reverse reactions as well as mass transfer and diffusion effects in immobilized enzyme reactors. The results of other authors are also interpreted by the model developed in this article. 相似文献
8.
Thirty-five derivatives of cinnamic acid and related compounds were tested for inhibition against phenylalanine ammonia-lyase (PAL) derived from sweet potato, pea and yeast. Caffeic and gallic acids showed inhibition against PAL originating from higher plants, but not against yeast PAL. In contrast, yeast PAL was specifically inhibited by p-hydroxycinnamic and p-hydroxybenzoic acids. The results suggest that caffeic and gallic acids may act as regulatory substances in phenylpropanoid metabolism in higher plants. Inhibition experiments with synthetic cinnamic acid derivatives have revealed that the presence of a hydrophobic aromatic ring, α,β-double bond and carboxyl group is essential for inhibitory activity. 2-Naphthoic acid which fulfills these structural requirements showed a strong inhibition. The size and shape of the active site is discussed from structure-activity relationships of cinnamic acid derivatives. o-Chlorocinnamic acid, one of the strongest inhibitors found in this study showed an inhibitory effect on the growth of the roots of rice seedlings. 相似文献
9.
Jones K Sim L Mohan S Kumarasamy J Liu H Avery S Naim HY Quezada-Calvillo R Nichols BL Pinto BM Rose DR 《Bioorganic & medicinal chemistry》2011,19(13):3929-3934
Inhibition of intestinal α-glucosidases and pancreatic α-amylases is an approach to controlling blood glucose and serum insulin levels in individuals with Type II diabetes. The two human intestinal glucosidases are maltase-glucoamylase and sucrase-isomaltase. Each incorporates two family 31 glycoside hydrolases responsible for the final step of starch hydrolysis. Here we compare the inhibition profiles of the individual N- and C-terminal catalytic subunits of both glucosidases by clinical glucosidase inhibitors, acarbose and miglitol, and newly discovered glucosidase inhibitors from an Ayurvedic remedy used for the treatment of Type II diabetes. We show that features of the compounds introduce selectivity towards the subunits. Together with structural data, the results enhance the understanding of the role of each catalytic subunit in starch digestion, helping to guide the development of new compounds with subunit specific antidiabetic activity. The results may also have relevance to other metabolic diseases such as obesity and cardiovascular disease. 相似文献
10.
1,2-Benzothiazine 1,1-dioxide carboxylate derivatives as novel potent inhibitors of aldose reductase 总被引:1,自引:0,他引:1
Chen X Zhang S Yang Y Hussain S He M Gui D Ma B Jing C Qiao Z Zhu C Yu Q 《Bioorganic & medicinal chemistry》2011,19(23):7262-7269
Due to the importance of aldose reductase (ALR2) as a potential drug target in the treatment of diabetic complications, there are increasing interests in design and synthesis of ALR2 inhibitors. Here, we prepared 1,2-benzothiazine 1,1-dioxide acetic acid derivatives and investigated their inhibition activity. Most of these derivatives were found to be active with IC(50) values ranging from 0.11 μM to 10.42 μM, and compound 8d, 2-[2-(4-bromo-2-fluorobenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid, showed the most potent inhibition activity. Further, SAR and docking studies suggest that in comparison with the α,β-unsaturated derivatives, the saturated carboxylic acid derivatives had a greater binding affinity with the enzyme and thus an enhanced inhibition activity. Therefore, development of more powerful ARIs based on benzothiazine 1,1-dioxide by stereo-controlled synthesis could be expected. 相似文献
11.
Chemo-enzymatic synthesis of six esters of natural phenolics and α-lipoic acid was carried to produce novel compounds with potential bioactivity. The synthetic route was mild, simple, and efficient with satisfactory yields. The synthesized compounds were screened for antioxidant activities. The prepared derivatives exhibited very good antioxidant activities as determined by DPPH radical scavenging assay and inhibition of lipid oxidation in fish oil emulsion system. Among the prepared derivatives, three compounds exhibited radical scavenging activity similar to the reference antioxidants, BHT and alpha-tocopherol in the DPPH radical scavenging assay, where as in fish oil emulsion system, two derivatives showed activity, which was similar to the reference antioxidants. 相似文献
12.
The methanolic extract of Pongamia pinnata L. Pierre (locally called as karanja) seed materials, an underutilized food legume collected from India was analyzed for antioxidant and type II diabetes related enzyme inhibition properties. The methanolic extract of raw seeds contained total free phenolic content of 14.85 ± 0.32 g catechin equivalent/100 g extract DM. Encouraging levels of ferric reducing/antioxidant power (FRAP, 1179 mmol Fe[II]/mg extract), inhibition of β-carotene degradation (41.13%) and radical scavenging activity against DPPH (54.64%) and superoxide (54.53%) were exhibited by the raw sample. Further, it also recorded 77.92% of α-amylase and 86.50% of α-glucosidase enzyme inhibition characteristics under in vitro starch digestion bioassay. Sprouting + oil-frying caused a apparent increase on the total free phenolic content and also significant improvement on the antioxidant and free radical scavenging capacity of P. pinnata seeds, while soaking + cooking as well as open-pan roasting treatments showed diminishing effects. Moreover, inhibition of α-amylase and α-glucosidase enzyme activities was declined to 24.24 and 45.14%, respectively during sprouting + oil-frying treatment, which are more desirable for the dietary management of type II diabetic patients. 相似文献
13.
Qin Zhang Jenifer Pritchard Jos Mieog Keren Byrne Michelle L. Colgrave Ji-Rui Wang Jean-Philippe F. Ral 《The Plant journal : for cell and molecular biology》2021,108(2):378-393
Despite being of vital importance for seed establishment and grain quality, starch degradation remains poorly understood in organs such as cereal or legume seeds. In cereals, starch degradation requires the synergetic action of different isoforms of α-amylases. Ubiquitous overexpression of TaAmy2 resulted in a 2.0–437.6-fold increase of total α-amylase activity in developing leaf and harvested grains. These increases led to dramatic alterations of starch visco-properties and augmentation of soluble carbohydrate levels (mainly sucrose and α-gluco-oligosaccharide) in grain. Interestingly, the overexpression of TaAMY2 led to an absence of dormancy in ripened grain due to abscisic acid (ABA) insensitivity. Using an allosteric α-amylase inhibitor (acarbose), we demonstrated that ABA insensitivity was due to the increased soluble carbohydrate generated by the α-amylase excess. Independent from the TaAMY2 overexpression, inhibition of α-amylase during germination led to the accumulation of soluble α-gluco-oligosaccharides without affecting the first stage of germination. These findings support the hypotheses that (i) endosperm sugar may overcome ABA signalling and promote sprouting, and (ii) α-amylase may not be required for the initial stage of grain germination, an observation that questions the function of the amylolytic enzyme in the starch degradation process during germination. 相似文献
14.
J.D. Howe N. Smith M.J.-R. Lee N. Ardes-Guisot B. Vauzeilles J. Désiré A. Baron Y. Blériot M. Sollogoub D.S. Alonzi T.D. Butters 《Bioorganic & medicinal chemistry》2013,21(16):4831-4838
Deoxynojirimycin (DNJ) based imino sugars display antiviral activity in the tissue culture surrogate model of Hepatitis C (HCV), bovine viral diarrhoea virus (BVDV), mediated by inhibition of ER α-glucosidases. Here, the antiviral activities of neoglycoconjugates derived from deoxynojirimycin, and a novel compound derived from deoxygalactonojirimycin, by click chemistry with functionalised adamantanes are presented. Their antiviral potency, in terms of both viral infectivity and virion secretion, with respect to their effect on α-glucosidase inhibition, are reported. The distinct correlation between the ability of long alkyl chain derivatives to inhibit ER α-glucosidases and their anti-viral effect is demonstrated. Increasing alkyl linker length between DNJ and triazole groups increases α-glucosidase inhibition and reduces the production of viral progeny RNA and the maturation of the envelope polypeptide. Disruption to viral glycoprotein processing, with increased glucosylation on BVDV E2 species, is representative of α-glucosidase inhibition, whilst derivatives with longer alkyl linkers also show a further decrease in infectivity of secreted virions, an effect proposed to be distinct from α-glucosidase inhibition. 相似文献
15.
The role of alpha-glucosidase in germinating barley grains 总被引:1,自引:0,他引:1
Stanley D Rejzek M Naested H Smedley M Otero S Fahy B Thorpe F Nash RJ Harwood W Svensson B Denyer K Field RA Smith AM 《Plant physiology》2011,155(2):932-943
The importance of α-glucosidase in the endosperm starch metabolism of barley (Hordeum vulgare) seedlings is poorly understood. The enzyme converts maltose to glucose (Glc), but in vitro studies indicate that it can also attack starch granules. To discover its role in vivo, we took complementary chemical-genetic and reverse-genetic approaches. We identified iminosugar inhibitors of a recombinant form of an α-glucosidase previously discovered in barley endosperm (ALPHA-GLUCOSIDASE97 [HvAGL97]), and applied four of them to germinating grains. All four decreased the Glc-to-maltose ratio in the endosperm 10 d after imbibition, implying inhibition of maltase activity. Three of the four inhibitors also reduced starch degradation and seedling growth, but the fourth did not affect these parameters. Inhibition of starch degradation was apparently not due to inhibition of amylases. Inhibition of seedling growth was primarily a direct effect of the inhibitors on roots and coleoptiles rather than an indirect effect of the inhibition of endosperm metabolism. It may reflect inhibition of glycoprotein-processing glucosidases in these organs. In transgenic seedlings carrying an RNA interference silencing cassette for HvAgl97, α-glucosidase activity was reduced by up to 50%. There was a large decrease in the Glc-to-maltose ratio in these lines but no effect on starch degradation or seedling growth. Our results suggest that the α-glucosidase HvAGL97 is the major endosperm enzyme catalyzing the conversion of maltose to Glc but is not required for starch degradation. However, the effects of three glucosidase inhibitors on starch degradation in the endosperm indicate the existence of unidentified glucosidase(s) required for this process. 相似文献
16.
The mechanism and molecular structure of the slowly digestible waxy maize starch prepared by octenyl succinic anhydride (OSA) esterification and heat-moisture treatment were investigated. The in vitro Englyst test showed a proportion of 28.3% slowly digestible starch (SDS) when waxy maize starch was esterified with 3% OSA (starch weight based, and it is named OSA-starch), and a highest SDS content of 42.8% was obtained after OSA-starch (10% moisture) was further heated at 120 degrees C for 4 h (named HOSA-starch). The in vivo glycemic response of HOSA-starch, which showed a delayed appearance of blood glucose peak and a significant reduction (32.2%) of the peak glucose concentration, further confirmed its slow digestion property. Amylopectin debranching analysis revealed HOSA-starch had the highest resistance to debranching enzymes of isoamylase and pullulanase, and a simultaneous decrease of K m and V m (enzyme kinetics) was also shown when HOSA-starch was digested by either alpha-amylase or amyloglucosidase, indicating that the slow digestion of HOSA-starch resulted from an uncompetitive inhibition of enzyme activity during digestion. Size exclusion chromatography analysis of HOSA-starch showed fragmented amylopectin molecules with more nonreducing ends that are favorable for RS conversion to SDS by the action of amyloglucosidase in the Englyst test. Further solubility analysis indicates that the water-insolubility of HOSA-starch is caused by OSA-mediated cross-linking of amylopectin and the hydrophobic interaction between OSA-modified starch molecules. The water-insolubility of HOSA-starch would decrease its enzyme accessibility, and the digestion products with attached OSA molecules might also directly act as the uncompetitive inhibitor to reduce the enzyme activity leading to a slow digestion of HOSA-starch. 相似文献
17.
Ali Darvishzadeh Jaber Karimi Gholamhossein Timouri 《Archives Of Phytopathology And Plant Protection》2013,46(18):2132-2142
The Red Palm Weevil, Rhynchophorus ferrugineus (Oliver) (Coleoptera: Curculionidae), is a serious pest of a wide range of plant species including coconut, sago, date and oil palms. The α-amylases are the hydrolytic enzymes that are involved in carbohydrate metabolism in insects. So far nothing is done to demonstrate α-amylase activity of R. ferrugineus. Thus, the aim of the current study was to identify and characterise the α-amylase activity to gain a better understanding of digestive physiology of the insect. Thus, the α-amylase in the gut of red palm weevil was isolated and characterised using starch as a substrate. The study showed that the α-amylase is present in the gut of the insect for carbohydrate digestion. The α-amylase has an optimum pH and temperature of 5 and 40°C. The activity of α-amylase was increased by NaCl and KCl and inhibited by other compounds such as MgCl2, CaCl2, urea, ethylenediaminetetraacetic acid and sodium dodecylsulfate. Native-PAGE electrophoresis of α-amylase showed two isoenzymes, one major and one minor band showing α-amylase importance in the carbohydrate metabolism of the insect. Understanding of the digestive physiology and α-amylase activity of Red Palm Weevil is important when new management strategies for this economically important pest are devised. 相似文献
18.
TORSTEN HEMBERG 《Physiologia plantarum》1975,35(1):11-15
Abscisic acid (ABA) inhibited the activity of α-amylase from both Aspergillus and Bacillus subtilis in vitro if ABA and enzyme solutions were allowed to react with each other before adding to the starch solution. If the ABA solution was put to starch before adding the enzyme, no inhibition occurred. The inhibition increased with increasing time between mixing ABA and enzyme solutions and adding the mixture to starch. It was not the absolute amounts of enzyme and ABA which were of importance for the inhibition, but the concentrations of ABA and enzyme in the ABA + enzyme mixture. Within certain limits the inhibition was proportional to the concentration of ABA, so that it should be possible to use the inhibition in quantitative tests for inhibitors. Dialysis of a mixture of ABA and enzyme showed that ABA is bound to the enzyme. The enzyme was still inhibited after dialysis for 25 h. On the other hand, partitioning with diethylether from acid water solution could free the enzyme from all ABA. Supposedly ABA acts as an allosteric inhibitor. The results may offer the foundation for one possible way to explain why inhibitors in plants sometimes inhibit growth and sometimes do not. If inhibitor, enzyme and substrate are compartmentalized, the degree of reaction should depend upon the sequence in which the three components meet each other. 相似文献
19.
Ali Darvishzadeh Mahboob Ghamari 《Archives Of Phytopathology And Plant Protection》2013,46(9):1061-1069
Mediterranean fruit fly (Medfly), Ceratitis capitata, is an important pest of many fruit crops in temperate and subtropical regions worldwide. α-Amylases are hydrolytic enzymes involved in carbohydrate metabolism in insects. There is no report about α-amylase activity in C. capitata in literature. So, the aim of the current study was biochemical characterisation of α-amylase in the alimentary canal of the pest to gain a better understanding of digestive physiology of the insect. α-Amylase of Medfly was extracted and characterised using starch as the substrate. The results showed the presence of α-amylase activity in the gut of the insect for carbohydrate digestion. Optimum activity of the enzyme occurs at pH 8.0 and 40?°C. The most effective activator of the enzyme was determined in treatment with 20?mM CaCl2. Na+, K+ and Mg2+ ions also activated the enzyme. Native PAGE of α-amylase showed two isoenzymes suggesting the importance of α-amylase in the carbohydrate digestion in the insect. Understanding of the digestive physiology and α-amylase activity of Medfly is important when new management strategies for this economically important pest are devised. 相似文献
20.
Min-Ji Kim Young-Hoi Kim Geun-Sup Song Yukio Suzuki 《Bioscience, biotechnology, and biochemistry》2016,80(2):318-328
Six α-monoglucosyl derivatives of ginsenoside Rg1 (G-Rg1) were synthesized by transglycosylation reaction of rice seed α-glucosidase in the reaction mixture containing maltose as a glucosyl donor and G-Rg1 as an acceptor. Their chemical structures were identified by spectroscopic analysis, and the effects of reaction time, pH, and glycosyl donors on transglycosylation reaction were investigated. The results showed that rice seed α-glucosidase transfers α-glucosyl group from maltose to G-Rg1 by forming either α-1,3 (α-nigerosyl)-, α-1,4 (α-maltosyl)-, or α-1,6 (α-isomaltosyl)-glucosidic linkages in β-glucose moieties linked at the C6- and C20-position of protopanaxatriol (PPT)-type aglycone. The optimum pH range for the transglycosylation reaction was between 5.0 and 6.0. Rice seed α-glucosidase acted on maltose, soluble starch, and PNP α-D-glucopyranoside as glycosyl donors, but not on glucose, sucrose, or trehalose. These α-monoglucosyl derivatives of G-Rg1 were easily hydrolyzed to G-Rg1 by rat small intestinal and liver α-glucosidase in vitro. 相似文献