Advertisement

Journal of Pharmaceutical Investigation

, Volume 49, Issue 1, pp 127–134 | Cite as

Modified sprouted rice for modulation of curcumin crystallinity and dissolution enhancement by solid dispersion

  • Thinh D. Luu
  • Beom-Jin Lee
  • Phuong H. L. Tran
  • Thao T. D. TranEmail author
Original Article

Abstract

Sprouted grains, which is a natural polysaccharide, is the subject of increasing scientific interest due to many benefits for human health. The aim of the present work was to develop sprouted rice (SR) as a safe and useful material for application in dissolution enhancement of anticancer poorly water-soluble drugs such as curcumin by solid dispersions (SDs). SDs were prepared with pure SR and modified sprouted rice (MSR) by the melting method. The dissolution rate, drug crystallinity changes, molecular interactions and wettability were characterized and compared between the formulations. The use of MSR could result in a promising system for improving the dissolution rate of poorly water-soluble drugs. MSR could induce a greater amorphous state and improved wettability of drugs for dissolution enhancement compared to SR. Although both SR and MSR showed hydrogen bonding interaction, insignificant differences between SR and MSR were observed. We found that the crystallinity, interactions and wettability of the drug were significantly affected and modulated by MSR.

Keywords

Solid dispersion Sprouted rice Modified sprouted rice Molecular interaction Crystallinity changes 

Notes

Acknowledgements

We would like to thank International University for the support to our studies.

Compliance with ethical standards

Conflict of interest

The authors confirm that this article content has no conflicts of interest.

Statement of human and animal rights

This article does not contain any studies with human or animal subjects performed by any of the authors.

References

  1. Balmayor ER, Tuzlakoglu K, Marques AP, Azevedo HS, Reis RL (2008) A novel enzymatically-mediated drug delivery carrier for bone tissue engineering applications: combining biodegradable starch-based microparticles and differentiation agents. J Mater Sci Mater Med 19:1617–1623CrossRefGoogle Scholar
  2. Bin L, Lindsay KS,AW, Lynne ST, Kevin JE (2013) Both solubility and chemical stability of curcumin are enhanced by solid dispersion in cellulose derivative matrices. Carbohydr Polym 98:1108–1116CrossRefGoogle Scholar
  3. Buckton G (2000) Interfacial phenomena in drug delivery and targeting vol 5. CRC Press, Boca RatonGoogle Scholar
  4. Canamares M, Garcia-Ramos J, Sanchez-Cortes S (2006) Degradation of curcumin dye in aqueous solution and on Ag nanoparticles studied by ultraviolet–visible absorption and surface-enhanced raman spectroscopy. Appl Spectrosc 60:1386–1391CrossRefGoogle Scholar
  5. Chen Y, Shi Q, Chen Z, Zheng J, Xu H, Li J, Liu H (2011) Preparation and characterization of emulsified solid dispersions containing docetaxel. Arch Pharmacal Res 34:1909–1917CrossRefGoogle Scholar
  6. Diana M, Quílez J, Rafecas M (2014) Gamma-aminobutyric acid as a bioactive compound in foods: a review. J Funct Foods 10:407–420.  https://doi.org/10.1016/j.jff.2014.07.004 CrossRefGoogle Scholar
  7. Eloy JO, Marchetti JM (2014) Solid dispersions containing ursolic acid in Poloxamer 407 and PEG 6000: A comparative study of fusion and solvent methods. Powder Technol 253:98–106.  https://doi.org/10.1016/j.powtec.2013.11.017 CrossRefGoogle Scholar
  8. Frizon F, de Oliveira Eloy J, Donaduzzi CM, Mitsui ML, Marchetti JM (2013) Dissolution rate enhancement of loratadine in polyvinylpyrrolidone K-30 solid dispersions by solvent methods. Powder Technol 235:532–539CrossRefGoogle Scholar
  9. Gallant D, Bouchet B, Buleon A, Perez S (1992) Physical characteristics of starch granules and susceptibility to enzymatic. Eur J Clin Nutr 46:33–316Google Scholar
  10. Gallant DJ, Bouchet B, Baldwin PM (1997) Microscopy of starch: evidence of a new level of granule organization. Carbohydr Polym 32:177–191CrossRefGoogle Scholar
  11. Herman J, Remon J (1989) Modified starches as hydrophilic matrices for controlled oral delivery. II. In vitro drug release evaluation of thermally modified starches. Int J Pharm 56:65–70CrossRefGoogle Scholar
  12. Herman J, Remon J (1990) Modified starches as hydrophilic matrices for controlled oral delivery III. Evaluation of sustained-release theophylline formulations based on thermal modified starch matrices in dogs. Int J Pharm 63:201–205CrossRefGoogle Scholar
  13. Herman J, Remon J, De Vilder J (1989) Modified starches as hydrophilic matrices for controlled oral delivery. I. Production and characterisation of thermally modified starches. Int J Pharm 56:51–63CrossRefGoogle Scholar
  14. Javadzadeh Y, Siahi MR, Asnaashari S, Nokhodchi A (2007) An investigation of physicochemical properties of piroxicam liquisolid compacts. Pharm Dev Technol 12:337–343.  https://doi.org/10.1080/10837450701247574 CrossRefGoogle Scholar
  15. John C (2000) Interpretation of infrared spectra, a practical approach. In: Encyclopedia of analytical chemistry. Wiley, pp 10815–10837Google Scholar
  16. Junyaprasert VB, Morakul B (2015) Nanocrystals for enhancement of oral bioavailability of poorly water-soluble drugs. Asian J Pharm Sci 10:13–23.  https://doi.org/10.1016/j.ajps.2014.08.005 CrossRefGoogle Scholar
  17. Kharat M, Du Z, Zhang G, McClements DJ Environment (2017) Physical and chemical stability of curcumin in aqueous solutions and emulsions: impact of ph, temperature, and molecular. J Agric Food Chem 65:1525–1532.  https://doi.org/10.1021/acs.jafc.6b04815 CrossRefGoogle Scholar
  18. Kim M-s, Kim J-s, Park HJ, Cho WK, Cha K-H, Hwang S-J (2011) Enhanced bioavailability of sirolimus via preparation of solid dispersion nanoparticles using a supercritical antisolvent process. Int J Nanomed 6:2997Google Scholar
  19. Kim B, Lee C, Lee ES, Shin BS, Youn YS (2016) Paclitaxel and curcumin co-bound albumin nanoparticles having antitumor potential to pancreatic cancer Asian. J Pharm Sci 11:708–714.  https://doi.org/10.1016/j.ajps.2016.05.005 Google Scholar
  20. Linn MCE, Djuric D, Hempel K, Fabian E, Kolter K et al (2012) Soluplus as an effective absorption enhancer of poorly soluble drugs in vitro and in vivo. Eur J Pharm Sci 45:336–343CrossRefGoogle Scholar
  21. Luu T, Phan N, Tran T-D, Van Vo T, Tran P-L (2015) Use of microwave method for controlling drug release of modified sprouted rice starch. In: Toi VV, Lien Phuong TH (eds) 5th International Conference on Biomedical Engineering in Vietnam, vol 46. IFMBE Proceedings. Springer International Publishing, Berlin, pp 314–316.  https://doi.org/10.1007/978-3-319-11776-8_76
  22. Moes J, Koolen S, Huitema A, Schellens J, Beijnen J, Nuijen B (2011) Pharmaceutical development and preliminary clinical testing of an oral solid dispersion formulation of docetaxel (ModraDoc001. Int J Pharm 420:244–250CrossRefGoogle Scholar
  23. Ngo VD, Tran TT-D, Van Vo T, Tran PH-L (2015) A potential application of vietnamese rice in pharmaceutical industry as a sustained release agent. In: Toi VV, Lien Phuong TH (eds) 5th International Conference on Biomedical Engineering in Vietnam. Springer International Publishing, Cham, pp 311–313.  https://doi.org/10.1007/978-3-319-11776-8_75
  24. Nguyen TN-G, Tran PH-L, Tran TV, Vo TV, Tran TT-D (2015a) Development of a modified – solid dispersion in an uncommon approach of melting method facilitating properties of a swellable polymer to enhance drug dissolution. Int J Pharm 484:228–234.  https://doi.org/10.1016/j.ijpharm.2015.02.064 CrossRefGoogle Scholar
  25. Nguyen TN-G, Tran PH-L, Tran TV, Vo TV, Truong-DinhTran T (2015b) Development of a modified—solid dispersion in an uncommon approach of melting method facilitating properties of a swellable polymer to enhance drug dissolution. Int J Pharm 484:228–234.  https://doi.org/10.1016/j.ijpharm.2015.02.064 CrossRefGoogle Scholar
  26. Peerapattana J, Phuvarit P, Srijesdaruk V, Preechagoon D, Tattawasart A (2010) Pregelatinized glutinous rice starch as a sustained release agent for tablet preparations. Carbohyd Polym 80:453–459.  https://doi.org/10.1016/j.carbpol.2009.12.006 CrossRefGoogle Scholar
  27. Purvis T, Mattucci ME, Crisp MT, Johnston KP, Robert O. Williams I (2007) Rapidly dissolving repaglinide powders produced by the ultra-rapid freezing process. AAPS PharmSciTech 8:E1–E9CrossRefGoogle Scholar
  28. Rashid R et al (2015) Effect of hydroxypropylcellulose and Tween 80 on physicochemical properties and bioavailability of ezetimibe-loaded solid. Dispersion Carbohydr Polym 130:26–31.  https://doi.org/10.1016/j.carbpol.2015.04.071 CrossRefGoogle Scholar
  29. Reis AV, Guilherme MR, Moia TA, Mattoso LH, Muniz EC, Tambourgi EB (2008) Synthesis and characterization of a starch-modified hydrogel as potential carrier for drug delivery system. J Polym Sci Part A Polym Chem 46:2567–2574CrossRefGoogle Scholar
  30. Shahidi F, Ambigaipalan P (2015) Phenolics and polyphenolics in foods, beverages and spices: antioxidant activity and health effects—a review. J Funct Foods 18(Part B):820–897  https://doi.org/10.1016/j.jff.2015.06.018 CrossRefGoogle Scholar
  31. Suresh K, Mannava MC, Nangia A (2014) A novel curcumin–artemisinin coamorphous solid: physical properties and pharmacokinetic profile. RSC Adv 4:58357–58361CrossRefGoogle Scholar
  32. Talukdar MM, Michoel A, Rombaut P, Kinget R (1996) Comparative study on xanthan gum and hydroxypropylmethyl cellulose as matrices for controlled-release drug delivery I. Compaction and in vitro drug release behaviour. Int J Pharm 129:233–241CrossRefGoogle Scholar
  33. Tran PH, Tran HT, Lee BJ (2008) Modulation of microenvironmental pH and crystallinity of ionizable telmisartan using alkalizers in solid dispersions for controlled release. J Control Release 129:59–65.  https://doi.org/10.1016/j.jconrel.2008.04.001 CrossRefGoogle Scholar
  34. Tran TT-D, Tran PH-L, Lee B-J (2009) Dissolution-modulating mechanism of alkalizers and polymers in a nanoemulsifying solid dispersion containing ionizable and poorly water-soluble drug. Eur J Pharm Biopharm 72:83–90.  https://doi.org/10.1016/j.ejpb.2008.12.009 CrossRefGoogle Scholar
  35. Tran TT-D, Tran PH-L, Choi H-G, Han H-K, Lee B-J (2010) The roles of acidifiers in solid dispersions and physical mixtures. Int J Pharm 384:60–66.  https://doi.org/10.1016/j.ijpharm.2009.09.039 CrossRefGoogle Scholar
  36. Tran TT-D, Tran PH-L, Khanh TN, Van TV, Lee B-J (2013) Solubilization of poorly water-soluble drugs using solid dispersions recent pat. Drug Deliv Formul 7:122–133CrossRefGoogle Scholar
  37. Tran TT-D, Tran KA, Tran PH (2015) Modulation of particle size and molecular interactions by sonoprecipitation method for enhancing dissolution rate of poorly water-soluble drug. Ultrason Sonochem 24:256–263.  https://doi.org/10.1016/j.ultsonch.2014.11.020 CrossRefGoogle Scholar
  38. Tucker AJ, Vandermey JS, Robinson LE, Graham TE, Bakovic M, Duncan AM (2014) Effects of breads of varying carbohydrate quality on postprandial glycaemic, incretin and lipidaemic response after first and second meals in adults with diet-controlled type 2 diabetes. J Funct Foods 6:116–125.  https://doi.org/10.1016/j.jff.2013.09.025 CrossRefGoogle Scholar
  39. Tung NT, Park CW, Oh T, Kim JY, Ha JM, Rhee YS, Park ES (2011) Formulation of solid dispersion of rebamipide evaluated in a rat model for improved bioavailability and efficacy. J Pharm Pharmacol 63:1539–1547CrossRefGoogle Scholar
  40. Van Aerde P, Remon J (1988) In vitro evaluation of modified starches as matrices for sustained release dosage forms. Int J Pharm 45:145–152CrossRefGoogle Scholar
  41. Wlodarski K et al (2015) Physicochemical properties of tadalafil solid dispersions—impact of polymer on the apparent solubility and dissolution rate of tadalafil. Eur J Pharm Biopharm 94:106–115.  https://doi.org/10.1016/j.ejpb.2015.04.031 CrossRefGoogle Scholar
  42. Wu JX, Yang M, van den Berg F, Pajander J, Rades T, Rantanen J (2011) Influence of solvent evaporation rate and formulation factors on solid dispersion physical stability. Eur J Pharm Sci 44:610–620CrossRefGoogle Scholar
  43. Yan Y-D et al (2012) Novel valsartan-loaded solid dispersion with enhanced bioavailability and no crystalline changes. Int J Pharm 422:202–210.  https://doi.org/10.1016/j.ijpharm.2011.10.053 CrossRefGoogle Scholar
  44. Yang DH, Kim HJ, Kim JK, Chun HJ, Park K (2017) Preparation of redox-sensitive β-CD-based nanoparticles with controlled release of curcumin for improved therapeutic effect on liver cancer in vitro. J Ind Eng Chem 45:156–163.  https://doi.org/10.1016/j.jiec.2016.09.018 CrossRefGoogle Scholar

Copyright information

© The Korean Society of Pharmaceutical Sciences and Technology 2018

Authors and Affiliations

  • Thinh D. Luu
    • 3
  • Beom-Jin Lee
    • 4
  • Phuong H. L. Tran
    • 5
  • Thao T. D. Tran
    • 1
    • 2
    Email author
  1. 1.Department for Management of Science and Technology DevelopmentTon Duc Thang UniversityHo Chi Minh CityVietnam
  2. 2.Faculty of PharmacyTon Duc Thang UniversityHo Chi Minh CityVietnam
  3. 3.International University, Vietnam National UniversityHo Chi Minh CityVietnam
  4. 4.Bioavailability Control Laboratory, College of PharmacyAjou UniversitySuwonRepublic of Korea
  5. 5.School of MedicineDeakin UniversityGeelongAustralia

Personalised recommendations