scholarly journals Inhibition of Starch Digestion by Dallic Acid and Alkyl Gallates

2020 ◽  
Vol 4 (Supplement_2) ◽  
pp. 753-753
Author(s):  
Jiayue Guo ◽  
Alyssa Gutierrez ◽  
Jiannan Feng ◽  
Libo Tan ◽  
Lingyan Kong
Keyword(s):  
Inclusion Complexes ◽  
Potato Starch ◽  
Covalent Binding ◽  
Inclusion Complexation ◽  
Glycemic Response ◽  
Starch Digestion ◽  
Alkyl Gallates ◽  
Food Components ◽  
Bioactive Food Components

Abstract Objectives Retardation of starch digestion is an effective way of optimizing glycemic response. Certain bioactive food components inhibit starch digestion by binding with starch digestive enzymes or starch molecules in the digestive tract. Inclusion complexation between starch and guest compounds is a specific non-covalent binding mode and may contribute to a lower digestibility of starch. The aim of this study was to examine the inhibitory effects of alkyl gallates on in vitro starch digestion and the mechanism of inhibition. Methods Raw and cooked high amylose maize starch (HAMS) and potato starch (PS) were tested for in vitro enzymatic digestion. Gallic acid (GA) and alkyl gallates, including butyl (BG), octyl (OG), dodecyl (DG), hexadecyl (HG), and octadecyl (SG) gallates, were either added during digestion or processed to form inclusion complexes with starch prior to digestion. Starch digestibility profiles, represented by rapidly digestible starch (RDS), slowly digestible starch (SDS), and resistant starch (RS) contents, were determined. Results GA and alkyl gallates significantly increased (P < 0.05) RS content in raw starches. Cooked starches had significantly lower RS contents than raw starches. GA and BG increased RS content in cooked HAMS, while all compounds except for SG increased RS content in cooked PS. DG and HG caused a significant increase in SDS contents in cooked HAMS but not in raw starches and cooked PS. Significant increases in SDS and RS contents were seen in HAMS inclusion complexes with DG and HG, compared with uncomplexed starch. Conclusions The bioactive food components tested could all inhibit starch digestion either by inhibiting the enzymes or by forming starch inclusion complex. As alkyl chain length increased, their inhibition on enzymatic activity decreased, but their ability to bind starch increased. While cooking makes starch more digestible, adding certain bioactive food components could compensate for RS loss, suggesting a practical way of modulating glycemic response. Funding Sources USDA National Institute for Food and Agriculture.

scholarly journals In vitro Digestibility Profiles of Different Types of Resistant Starch With Bioactive Guest Inhibitors

2021 ◽  
Vol 5 (Supplement_2) ◽  
pp. 583-583
Author(s):  
Jiayue Guo ◽  
Alegna Reyes ◽  
Alyssa Gutierrez ◽  
Lingyan Kong
Keyword(s):  
Inclusion Complexes ◽  
Resistant Starch ◽  
Potato Starch ◽  
In Vitro Digestion ◽  
In Vitro Digestibility ◽  
Glycemic Response ◽  
Gut Health ◽  
Daily Consumption ◽  
Potential Inhibitors

Abstract Objectives Retardation of starch digestion is an effective way of optimizing glycemic response. As the non-digestible portion of starch, resistant starch (RS) is associated with several beneficial effects such as regulating blood glucose level and improving gut health. Although all types of RS demonstrate such health benefits, different subtypes and structures may lead to variations in the digestibility profile. The aim of this study was to investigate and compare the in vitro digestibility of type 2 RS (RS2), type 3 RS (RS3), and novel type 5 RS (RS5) produced by starch inclusion complexes with ascorbyl palmitate (AP) and palmitic acid (PA) as potential inhibitors or guest compounds. Methods Two RS2 samples (high amylose maize starch, HAMS; potato starch, PS) in both raw and cooked forms, and RS3 samples produced by retrogradation of the two starches were tested for in vitro enzymatic digestion. AP and PA were either added during the digestion of RS2 and RS3 samples as potential inhibitors or processed to form inclusion complexes with starch prior to digestion as guest compounds of RS5. Starch digestibility profiles, represented by rapidly digestible starch (RDS), slowly digestible starch (SDS), total digestible starch (TDS), and RS contents, were determined. Results Cooking significantly increased the digestibility of RS2, while retrogradation (formation of RS3) inhibited the digestion by increasing the SDS and RS contents. The addition of AP significantly inhibited the in vitro digestion of RS2 (both raw and cooked HAMS and PS) and RS3 (retrograded HAMS and PS). The digestibility profile of RS5 produced by forming starch inclusion complexes with AP and PA was comparable to that of RS3, which exhibited higher SDS and RS contents as compared to cooked RS2. Conclusions AP as a bioactive guest compound could inhibit the in vitro digestion of raw and cooked RS2 and RS3. RS5 produced by forming starch inclusion complexes with AP and PA presented comparable digestibility with RS3, and higher SDS and RS contents as compared to cooked RS2. Since raw RS2 is not normally consumed in daily life, RS3 and RS5 could serve as better choices for daily consumption. In addition, adding certain bioactive food components could compensate for RS loss, suggesting a practical way of modulating glycemic response. Funding Sources University of Alabama Emerging Scholar Program and Faculty Start-up Fund.

Influence of time-temperature cycles on potato starch retrogradation in tuber and starch digestion in vitro

2020 ◽  
Vol 98 ◽  
pp. 105240 ◽  
Author(s):  
Yu-Fan Chen ◽  
Jaspreet Singh ◽  
Jocelyn Midgley ◽  
Richard Archer
Keyword(s):  
Potato Starch ◽  
Starch Digestion ◽  
Temperature Cycles ◽  
Starch Retrogradation

scholarly journals Inhibitory Effect of Ascorbic Acid on in vitro Enzymatic Digestion of Raw and Cooked Starches

2021 ◽  
Vol 8 ◽  
Author(s):  
Jiayue Guo ◽  
Alyssa Gutierrez ◽  
Libo Tan ◽  
Lingyan Kong
Keyword(s):  
Ascorbic Acid ◽  
Potato Starch ◽  
Digestive Enzyme ◽  
Enzymatic Digestion ◽  
Inhibitory Effect ◽  
Starch Digestion ◽  
Potent Inhibitory Effect ◽  
High Amylose ◽  
Dose Dependent

Ascorbic acid, also known as vitamin C, was previously reported to inhibit the activity of pancreatic α-amylase, the primary digestive enzyme for starch. A major implication of such inhibition is a slowed rate of starch digestion into glucose, which thereby reduces postprandial hyperglycemia. The aim of this study was to explore the inhibitory effects of ascorbic acid at various concentrations on the in vitro digestion of high amylose maize starch (HAMS) and potato starch (PS) in both raw and cooked conditions. Resistant starch (RS) content, defined as the starch that remained after 4 h of simulated in vitro enzymatic digestion, was measured for the starch samples. Upon the addition of ascorbic acid, the RS contents increased in both raw and cooked starches. Cooking significantly reduced the RS contents as compared to raw starches, and less increase in RS was observed with the addition of ascorbic acid. The inhibitory effect of ascorbic acid on the digestion of raw starches showed a dose-dependent trend until it reached the maximum extent of inhibition. At the concentrations of 12.5 and 18.75 mg/mL, ascorbic acid exhibited the most potent inhibitory effect on the in vitro starch digestion in raw and cooked conditions, respectively. Overall, our results strongly indicate that ascorbic acid may function as a glycemic modulatory agent beyond other important functions, and its effects persist upon cooking with certain concentrations applied.

Inclusion complexes of anhydrolycorine with cyclodextrins: preparation, characterization, and anticancer activity

2016 ◽  
Vol 94 (6) ◽  
pp. 575-582 ◽  
Author(s):  
Yafei Guo ◽  
Jiuling Li ◽  
Yuqi Liu ◽  
Yongping Ma ◽  
Huilin Cheng ◽  
...  
Keyword(s):  
Colon Cancer ◽  
Anticancer Activity ◽  
Inclusion Complexes ◽  
Water Solubility ◽  
Inclusion Complexation ◽  
Human Colon ◽  
In Vitro Cytotoxicity ◽  
Human Colon Cancer ◽  
Ht 29

This article describes the preparation of a series of inclusion complexes of anhydrolycorine with three cyclodextrins (CDs), namely β-CD, γ-CD, and 2-hydroxypropyl-β-cyclodextrin (HP-β-CD), and their successful characterization through UV, TG, DSC, XRD, SEM, 1H NMR, and 2D NMR spectroscopies. The results demonstrated that the water solubility of anhydrolycorine increased notably by about 23–42 times after the inclusion complexation with these CDs. Furthermore, preliminary in vitro cytotoxicity experiments on human colon cancer cell lines HT-29, SW480, HCT116, and DLD-1 were also performed, and the complexes showed remarkable anticancer activity against HT-29, SW480, and HCT116. These results suggested that the inclusion complexes would be potentially useful for applications for human colon cancer chemotherapy.

scholarly journals Inclusion Complexes of Rifampicin with Native and Derivatized Cyclodextrins: In Silico Modeling, Formulation, and Characterization

2021 ◽  
Vol 15 (1) ◽  
pp. 20
Author(s):  
Qonita Kurnia Anjani ◽  
Juan Domínguez-Robles ◽  
Emilia Utomo ◽  
María Font ◽  
María Cristina Martínez-Ohárriz ◽  
...  
Keyword(s):  
Staphylococcus Aureus ◽  
Antibacterial Activity ◽  
Inclusion Complexes ◽  
Bacterial Infections ◽  
Inclusion Complexation ◽  
Phase Solubility ◽  
Dissolution Profile ◽  
Scanning Calorimetry ◽  
Ph Values

Inclusion complexation of rifampicin (RIF) with several types of cyclodextrins (βCD, hydroxypropyl-βCD, γCD, hydroxypropyl-γCD) in aqueous solutions at different pH values was investigated to assess the interactions between RIF and cyclodextrins (CDs). Molecular modeling was performed to determine the possible interactions between RIF and CDs at several pH values. The inclusion complexes were characterized by differential scanning calorimetry, Fourier transform infrared spectroscopy, powder X-ray diffractometry, and scanning electron microscopy. Moreover, this study evaluated the dissolution profile and antibacterial activity of the formed complexes. Phase solubility analysis suggested the formation of RIF-CD affirmed 1:1 stoichiometry at all pH values (except RIF-βCD at pH 4.0 and both βCD and γCD at pH 9.0). The inclusion complexation of RIF with CD successfully increased the percentage of RIF released in in vitro studies. The inclusion complexes of RIF exhibited more than 60% of RIF released in 2 h which was significantly higher (p < 0.05) than release of pure RIF, which was only less than 10%. Antibacterial activity of RIF-CD complexes (measured by the minimum inhibitory concentration of RIF against Staphylococcus aureus and methicillin-resistant Staphylococcus aureus) was lower for both RIF-βCD and RIF-HPγCD at pH 7.0 to pure RIF suspension. In conclusion, this work reports that both βCD and γCD can be used to enhance the solubility of RIF and thus, improve the effectivity of RIF by decreasing the required daily dose of RIF for the treatment of bacterial infections.

scholarly journals Beta-Glucan From Barley Attenuates Post-prandial Glycemic Response by Inhibiting the Activities of Glucose Transporters but Not Intestinal Brush Border Enzymes and Amylolysis of Starch

2021 ◽  
Vol 8 ◽  
Author(s):  
Lovemore Nkhata Malunga ◽  
Nancy Ames ◽  
Haonan Zhouyao ◽  
Heather Blewett ◽  
Sijo Joseph Thandapilly
Keyword(s):  
Blood Glucose ◽  
Brush Border ◽  
Glucose Transporters ◽  
Acetone Powder ◽  
Glycemic Response ◽  
Starch Digestion ◽  
Beta Glucan ◽  
Brush Border Enzymes ◽  
Intestinal Brush Border Enzymes

Beta (β)-glucan (BG) from cereal grains is associated with lowering post-prandial blood glucose but the precise mechanism is not well-elucidated. The main aim of this study was to understand the mechanism through which BG from barley affects post-prandial glycemic response. Waffles containing 0, 1, 2, and 3 g barley BG and the same amount of available carbohydrate (15 g) were fed to the TIM-1 dynamic gastrointestinal digestion system to study the effect of BG on starch hydrolysis. Intestinal acetone powder and Xenopus laevis oocytes were used to study BG's effect on mammalian intestinal α-glucosidase and glucose transporters. The presence of BG did not significantly affect the in vitro starch digestion profiles of waffles suggesting that BG does not affect α-amylase activity. Intestinal α-glucosidase and glucose transport activities were significantly (p &lt; 0.0001) inhibited in the presence of barley BG. Interestingly, BG viscosity did not influence α-amylase, α-glucosidase, GLUT2, and SGLT1 activities. This study provides the first evidence for the mechanism by which BG from barley attenuates post-prandial glycemic response is via alteration of α-glucosidase, GLUT2, and SGLT1 activity, but not amylolysis of starch. The decrease in post-prandial blood glucose in the presence of BG is likely a consequence of the interaction between BG and membrane active proteins (brush border enzymes and glucose transporters) as opposed to the commonly held hypothesis that increased viscosity caused by BG inhibits starch digestion.

Complexation with Hydroxypropyl-gama-Cyclodextrin of Birch Tree Extract Physico-chemical Characterisation of their Binary Products

2008 ◽  
Vol 59 (6) ◽  
Author(s):  
Codruta Soica ◽  
Cristina A. Dehelean ◽  
Valentin Ordodi ◽  
Diana Antal ◽  
Vicentiu Vlaia
Keyword(s):  
Inclusion Complexes ◽  
Water Solubility ◽  
In Vitro Dissolution ◽  
Molar Ratio ◽  
Bark Extract ◽  
Birch Bark ◽  
Preparation Methods ◽  
Birch Tree ◽  
Physico Chemical

Birch bark contains important pentacyclic triterpens that determine an anticancer, anti-inflammatory and antiviral activity. The compounds can be extracted by simple procedures with organic solvents. The major problem of this type of triterpens is their low water solubility which can be increased by physical procedures like cyclodextrin complexation. The aim of present study was to analyse the products between birch bark extract and hydroxypropyl-g -cyclodextrin. Hydroxypropyl-g -cyclodextrin (HPGCD) was used as a host to improve its solubility in water, via inclusion complex formation. In order to obtain the inclusion complexes, 1:2 molar ratio and two preparation methods (physical mixing, kneading) were used. The inclusion complexes were analyzed by in vitro dissolution tests, thermal analysis and X-ray diffraction.

Novel Iodinated Hydrazide-hydrazones and their Analogues as Acetyl- and Butyrylcholinesterase Inhibitors

2020 ◽  
Vol 20 (23) ◽  
pp. 2106-2117
Author(s):  
Martin Krátký ◽  
Šárka Štěpánková ◽  
Michaela Brablíková ◽  
Katarína Svrčková ◽  
Markéta Švarcová ◽  
...  
Keyword(s):  
Biological Activities ◽  
Structural Parameters ◽  
Covalent Binding ◽  
Docking Studies ◽  
Potent Inhibition ◽  
Brain Barrier Permeability ◽  
Electric Eel ◽  
Ic50 Values ◽  
Ellman’S Method

Background: Hydrazide-hydrazones have been known as scaffold with various biological activities including inhibition of acetyl- (AChE) and butyrylcholinesterase (BuChE). Cholinesterase inhibitors are mainstays of dementias’ treatment. Objective: Twenty-five iodinated hydrazide-hydrazones and their analogues were designed as potential central AChE and BuChE inhibitors. Methods: Hydrazide-hydrazones were synthesized from 4-substituted benzohydrazides and 2-/4- hydroxy-3,5-diiodobenzaldehydes. The compounds were investigated in vitro for their potency to inhibit AChE from electric eel and BuChE from equine serum using Ellman’s method. We calculated also physicochemical and structural parameters for CNS delivery. Results: The derivatives exhibited a moderate dual inhibition with IC50 values ranging from 15.1-140.5 and 35.5 to 170.5 μmol.L-1 for AChE and BuChE, respectively. Generally, the compounds produced a balanced or more potent inhibition of AChE. N'-[(E)-(4-Hydroxy-3,5-diiodophenyl)methylidene]-4- nitrobenzohydrazide 2k and 4-fluoro-N'-(2-hydroxy-3,5-diiodobenzyl)benzohydrazide 3a were the most potent inhibitors of AChE and BuChE, respectively. Structure-activity relationships were established, and molecular docking studies confirmed interaction with enzymes. Conclusion: Many novel hydrazide-hydrazones showed lower IC50 values than rivastigmine against AChE and some of them were comparable for BuChE to this drug used for the treatment of dementia. They interact with cholinesterases via non-covalent binding into the active site. Based on the BOILEDEgg approach, the majority of the derivatives met the criteria for blood-brain-barrier permeability.

scholarly journals Cyclodextrin-Based Supramolecular Complexes of Osteoinductive Agents for Dental Tissue Regeneration

Pharmaceutics ◽  
2021 ◽  
Vol 13 (2) ◽  
pp. 136
Author(s):  
Masahiko Terauchi ◽  
Atsushi Tamura ◽  
Yoshinori Arisaka ◽  
Hiroki Masuda ◽  
Tetsuya Yoda ◽  
...  
Keyword(s):  
Growth Factors ◽  
Bone Formation ◽  
Small Molecule ◽  
Tissue Regeneration ◽  
Alveolar Bone ◽  
Inclusion Complexation ◽  
Dental Tissue ◽  
Polyelectrolyte Complexes ◽  
Small Molecule Drugs

Oral tissue regeneration has received growing attention for improving the quality of life of patients. Regeneration of oral tissues such as alveolar bone and widely defected bone has been extensively investigated, including regenerative treatment of oral tissues using therapeutic cells and growth factors. Additionally, small-molecule drugs that promote bone formation have been identified and tested as new regenerative treatment. However, treatments need to progress to realize successful regeneration of oral functions. In this review, we describe recent progress in development of regenerative treatment of oral tissues. In particular, we focus on cyclodextrin (CD)-based pharmaceutics and polyelectrolyte complexation of growth factors to enhance their solubility, stability, and bioactivity. CDs can encapsulate hydrophobic small-molecule drugs into their cavities, resulting in inclusion complexes. The inclusion complexation of osteoinductive small-molecule drugs improves solubility of the drugs in aqueous solutions and increases in vitro osteogenic differentiation efficiency. Additionally, various anionic polymers such as heparin and its mimetic polymers have been developed to improve stability and bioactivity of growth factors. These polymers protect growth factors from deactivation and degradation by complex formation through electrostatic interaction, leading to potentiation of bone formation ability. These approaches using an inclusion complex and polyelectrolyte complexes have great potential in the regeneration of oral tissues.

Sign in / Sign up

Export Citation Format

Share Document