Effect of Various Concentration of β-Cyclodextrin Inclusion Complexes Containing trans-Cinnamaldehyde by Molecular Self-Assembly
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Yeon-Ji Jo
Abstract
β-Cyclodextrin inclusion complexes with trans-Cinnamaldehyde (β-CD–CIN) were manufactured with various self-assembly conditions. The encapsulation efficiency of the β-CD–CIN was >90%. Interestingly, the β-CD–CIN had high retention of CIN (>80%) during assembling time at higher β-CD concentration. CIN was released fastest from lowest β-CD–CIN and molar ratio of CIN. In the microscopic observations, higher-concentration β-CD complexes were larger and more easily aggregated. Many individual particles became aggregated or combined with each other to form a single particle. The concentrations of the wall material and core material as well as the self-assembly or storage time affected characteristics of the inclusion complexes.
Funding statement: Funding: This research was supported by the Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education (NRF-2013-A002-0018).
References
1. Challa R, Ahuja A, Ali J, Khar RK. Cyclodextrins in drug delivery: an updated review. AAPS Pharm Sci Tech 2005;6:329–57.10.1208/pt060243Search in Google Scholar PubMed PubMed Central
2. Davis ME, Brewster ME. Cyclodextrin-based pharmaceutics: past, present and future. Nat Rev Drug Discov 2004;3:1023–35.10.1038/nrd1576Search in Google Scholar PubMed
3. Gèze A, Putaux JL, Choisnard L, Jéhan P, Wouessidjewe D. Long-term shelf stability of amphiphilic β-cyclodextrin nanosphere suspensions monitored by dynamic light scattering and cryo-transmission electron microscopy. J Microencapsul 2004;21:607–13.10.1080/02652040400008457Search in Google Scholar PubMed
4. Seo EJ, Min SG, Choi MJ. Release characteristics of freeze-dried eugenol encapsulated with beta-cyclodextrin by molecular inclusion method. J Microencapsul 2010;27:496–505.10.3109/02652041003681398Search in Google Scholar PubMed
5. He Y, Fu P, Shen X, Gao H. Cyclodextrin-based aggregates and characterization by microscopy. Micron 2008;39:495–516.10.1016/j.micron.2007.06.017Search in Google Scholar PubMed
6. Memisoglu-Bilensoy E, Şen M, Hincal AA. Effect of drug physicochemical properties on in vitro characteristics of amphiphilic cyclodextrin nanospheres and nanocapsules. J Microencapsul 2006;23:59–68.10.1080/02652040500286227Search in Google Scholar PubMed
7. Daoud-Mahammed S, Couvreur P, Gref R. Novel self-assembling nanogels: stability and lyophilisation studies. Int J Phytoremediation 2007;332:185–91.10.1016/j.ijpharm.2006.09.052Search in Google Scholar PubMed
8. Price RR, Patchan M. Entrapment and release characteristics of 2-methoxynaphthalene from cylindrical microstructures formed from phospholipids. J Microencapsul 1993;10:215–22.10.3109/02652049309104387Search in Google Scholar PubMed
9. Bonini M, Rossi S, Karlsson G, Almgren M, Lo Nostro P, Baglioni P. Self-assembly of β-cyclodextrin in water. Part 1: cryo-TEM and dynamic and static light scattering. Langmuir 2006;22:1478–84.10.1021/la052878fSearch in Google Scholar PubMed
10. Goñi P, López P, Sánchez C, Gómez-Lus R, Becerril R, Nerín C. Antimicrobial activity in the vapour phase of a combination of cinnamon and clove essential oils. Food Chem 2009;116:982–9.10.1016/j.foodchem.2009.03.058Search in Google Scholar
11. Yossa N, Patel J, Miller P, Lo YM. Antimicrobial activity of essential oils against Escherichia coli O157:H7 in organic soil. Food Control 2010;21:1458–65.10.1016/j.foodcont.2010.03.016Search in Google Scholar
12. Amrita V, Sonal D, Shalini R. Antibacterial effect of herbs and spices extract on Escherichia coli. Electron J Biol 2009;5:40–4.Search in Google Scholar
13. Burt S. Essential oils: their antibacterial properties and potential applications in foods–a review. Int J Food Microbiol 2004;94:223–53.10.1016/j.ijfoodmicro.2004.03.022Search in Google Scholar PubMed
14. Cevallos Buera MP, Elizalde BE. Encapsulation of cinnamon and thyme essential oils components (cinnamaldehyde and thymol) in β-cyclodextrin: effect of interactions with water on complex stability. J Food Eng 2010;99:70–5.10.1016/j.jfoodeng.2010.01.039Search in Google Scholar
15. Hossain MB, Patras A, Barry-Ryan C, Martin-Diana AB, Brunton NP. Application of principal component and hierarchical cluster analysis to classify different spices based on in vitro antioxidant activity and individual polyphenolic antioxidant compounds. J Funct Foods 2011;3:179–89.10.1016/j.jff.2011.03.010Search in Google Scholar
16. Rahman AK, Bajpai VD, Kang SC. Antibacterial and antioxidant activities of the essential oil and methanol extracts of Bidens frondosa Linn. Int J Food Sci Technol 2011;46:1238–44.10.1111/j.1365-2621.2011.02615.xSearch in Google Scholar
17. Hossain MB, Brunton NP, Barry-Ryan C, Martin-Diana AB, Wilkinson M. Antioxidant activity of spice extracts and phenolics in comparison to synthetic antioxidant. Rasayan J Chem 2008;1:751–6.Search in Google Scholar
18. Tajkarimi MM, Ibrahim SA, Cliver DO. Antimicrobial herb and spice compounds in food. Food Control 2010;21:1199–218.10.1016/j.foodcont.2010.02.003Search in Google Scholar
19. Padukka I, Bhandari B, D’Arcy B. Evaluation of various extraction methods of encapsulated oil from β-cyclodextrin-lemon oil complex powder. J Food Comp Anal 2000;13:59–70.10.1006/jfca.1999.0820Search in Google Scholar
20. Choi MJ, Ruktanonchai U, Min SG, Chun JY, Soottitantawat A. Physical characteristics of fish oil encapsulated by β-cyclodextrin using an aggregation method or polycaprolactone using an emulsion-diffusion method. Food Chem 2009a;119:1694–703.10.1016/j.foodchem.2009.09.052Search in Google Scholar
21. Hill LE, Gomes C, Taylor TM. Characterization of beta-cyclodextrin inclusion complexes containing essential oils (trans-cinnamaldehyde, eugenol, cinnamon bark, and clove bud extracts) for antimicrobial delivery applications. LWT-Food Sci Technol 2013;51:86–93.10.1016/j.lwt.2012.11.011Search in Google Scholar
22. Chun JY, You SK, Lee MY, Choi MJ, Min SG. Characterization of β-cyclodextrin self-aggregates for eugenol encapsulation. Int J Food Eng 2012;8:Article 17.10.1515/1556-3758.2590Search in Google Scholar
23. Gaumet M, Vargas A, Gurny R, Delie F. Nanoparticles for drug delivery: the need for precision in reporting particle size parameters. Eur J Pharm Biopharm 2008;69:1–9.10.1016/j.ejpb.2007.08.001Search in Google Scholar PubMed
24. Carlotti ME, Sapino S, Cavalli R, Trotta M, Trotta F, Martina K. Inclusion of cinnamaldehyde in modified γ-cyclodextrins. J Incl Phenom Macro 2007;57:445–50.10.1007/s10847-006-9232-9Search in Google Scholar
25. Wang J, Cao Y, Sun B, Wang C. Physicochemical and release characterisation of garlic oil-β-cyclodextrin inclusion complexes. Food Chem 2011;127:1680–5.10.1016/j.foodchem.2011.02.036Search in Google Scholar
26. Sambasevam K, Mohamad S, Sarih N, Ismail N. Synthesis and characterization of the inclusion complex of β-cyclodextrin and azomethine. Int J Mol Sci 2013;14:3671–82.10.3390/ijms14023671Search in Google Scholar PubMed PubMed Central
27. Szente L, Szejtli J. Cyclodextrins as food ingredients. Trend Food Sci Tech 2004;15:137–42.10.1016/j.tifs.2003.09.019Search in Google Scholar
28. Choi MJ, Ruktanonchai U, Soottitantawat A, Min SG. Morphological characterization of encapsulated fish oil with β-cyclodextrin and polycaprolactone. Food Res Int 2009b;42:989–97.10.1016/j.foodres.2009.04.019Search in Google Scholar
©2015 by De Gruyter
Articles in the same Issue
- Frontmatter
- Research Articles
- Numerical Solution of a Nonlinear Diffusion Model for Soybean Hydration with Moving Boundary
- Simulation and Performance of a Solar Drying Unit with Storage for Aromatic and Medicinal Plants
- Preparation of Nano-curcumin with Enhanced Dissolution Using Ultrasonic-Assisted Supercritical Anti-solvent Technique
- Effect of Various Concentration of β-Cyclodextrin Inclusion Complexes Containing trans-Cinnamaldehyde by Molecular Self-Assembly
- Effects of Amount of Batter in Baking Cup on Muffin Quality
- Influence of Tapioca Starch on Thermal Properties of Wheat Flour-Based Batter and Quality of Fried Battered Chicken Wingsticks
- Clarification of Date Syrup by Activated Carbon: Investigation on Kinetics, Equilibrium Isotherm, and Thermodynamics of Interactions
- Changes in Some Quality Properties of Kefir during Storage and Inhibition Effect of Water Soluble Extracts on Angiotensin-I Converting Enzyme Purified by Human Plasma
- Drying Characteristics and Assessment of Physicochemical and Microstructural Properties of Dried Culinary Banana Slices
- Multi-Objective Optimization of the Pasteurization Process of Pumpkin Cubes Packaged in Glass Jars
- Mathematical Modeling of Thin-Layer Solar Drying for Yarrow, Coriander and Hollyhock
- Shorter Communication
- Drying Kinetics of American Ginseng Slices in Thin-layer Air Impingement Dryer
Articles in the same Issue
- Frontmatter
- Research Articles
- Numerical Solution of a Nonlinear Diffusion Model for Soybean Hydration with Moving Boundary
- Simulation and Performance of a Solar Drying Unit with Storage for Aromatic and Medicinal Plants
- Preparation of Nano-curcumin with Enhanced Dissolution Using Ultrasonic-Assisted Supercritical Anti-solvent Technique
- Effect of Various Concentration of β-Cyclodextrin Inclusion Complexes Containing trans-Cinnamaldehyde by Molecular Self-Assembly
- Effects of Amount of Batter in Baking Cup on Muffin Quality
- Influence of Tapioca Starch on Thermal Properties of Wheat Flour-Based Batter and Quality of Fried Battered Chicken Wingsticks
- Clarification of Date Syrup by Activated Carbon: Investigation on Kinetics, Equilibrium Isotherm, and Thermodynamics of Interactions
- Changes in Some Quality Properties of Kefir during Storage and Inhibition Effect of Water Soluble Extracts on Angiotensin-I Converting Enzyme Purified by Human Plasma
- Drying Characteristics and Assessment of Physicochemical and Microstructural Properties of Dried Culinary Banana Slices
- Multi-Objective Optimization of the Pasteurization Process of Pumpkin Cubes Packaged in Glass Jars
- Mathematical Modeling of Thin-Layer Solar Drying for Yarrow, Coriander and Hollyhock
- Shorter Communication
- Drying Kinetics of American Ginseng Slices in Thin-layer Air Impingement Dryer
