Preparation and Evaluation of Water-Soluble Curcumin-Cyclodextrin-PVP Inclusion Complexes

Year 2024, Volume: 7 Issue: 3, 106 - 121, 30.12.2024

Nardin Sedghizadeh , Aysan Davatgaran Taghipoor Ertugrul Ozbıl , Leyla Beba Pojarani

https://doi.org/10.54994/emujpharmsci.1597925

Abstract

Curcumin, the principal bioactive constituent of turmeric, has attracted considerable interest because of its therapeutic attributes, which encompasses anti-inflammatory, antioxidant, and antimicrobial effects. Nonetheless, its clinical utilization is impeded by inadequate water solubility and diminished bioavailability. This research sought to improve the solubility and antimicrobial efficacy of curcumin by creating inclusion complexes with β-cyclodextrin and polyvinylpyrrolidone. Curcumin-β-cyclodextrin-polyvinylpyrrolidone complexes were formulated using the kneading method with different polyvinylpyrrolidone concentrations (0.5%, 1%, and 1.5%). Solubility investigations revealed that the 1.5% polyvinylpyrrolidone complex demonstrated a 30-fold increase in solubility relative to pure curcumin. UV-visible spectrophotometry validated the enhancement of solubility, whereas optical microscopy and particle size analyses underscored the uniformity and stability of the complexes. The dissolution profile of the optimized complex demonstrated markedly improved drug release under physiological conditions. Additionally, antimicrobial assays revealed enhanced efficacy of curcumin- curcumin-β-cyclodextrin-polyvinylpyrrolidone complexes against Gram-positive bacteria, specifically Staphylococcus aureus and Enterococcus faecalis. The findings indicate that Curcumin-β-cyclodextrin-polyvinylpyrrolidone inclusion complexes present a viable approach to address the solubility and bioavailability issues of curcumin, facilitating its broader use in pharmaceutical formulations.

Keywords

curcumin, β-cyclodextrin, polyvinylpyrrolidone, spectrophotometry, solubility enhancement

References

• Aiassa V, Garnero C, Zoppi A, Longhi MR (2023). Cyclodextrins and Their Derivatives as Drug Stability Modifiers. Pharmaceuticals 16(8): 1–20.
• Darandale SS, Vavia PR (2013). Cyclodextrin-based nanosponges of curcumin: Formulation and physicochemical characterization. J Incl Phenom Macrocycl Chem 75(3–4): 315–322.
• Hagbani T Al, Nazzal S (2017). Curcumin complexation with cyclodextrins by the autoclave process: Method development and characterization of complex formation. Int J Pharm 520(1–2): 173–180.
• Hassan AS (2018). Different Approaches for Enhancement of Curcumin Aqueous Solubility and Dissolution rate. Asian J Pharm Health Sci 7(1).
• Hegde M, Girisa S, Bharathwajchetty B, Vishwa R, Kunnumakkara AB (2023). Curcumin Formulations for Better Bioavailability : What We Learned from Clinical Trials Thus Far ?. ACS Omega 8(12): 10713-10746.
• Hewlings SJ, Kalman DS (2017). Curcumin: A review of its effects on human health. Foods 6(10): 1–11.
• Jafar M, Khalid MS, Aldossari MFE, Amir M, Alshaer FI, et al. (2020a). Formulation of Curcumin-β-cyclodextrin-polyvinylpyrrolidone supramolecular inclusion complex: experimental, molecular docking, and preclinical anti-inflammatory assessment. Drug Dev Ind Pharm 46(9): 1524–1534.
• Jafar M, Khalid MS, Aldossari MFE, Amir M, Alshaer FI, et al. (2020b). Formulation of Curcumin-β-cyclodextrin-polyvinylpyrrolidone supramolecular inclusion complex: experimental, molecular docking, and preclinical anti-inflammatory assessment. Drug Dev Ind Pharm 46(9): 1524–1534.
• Kunnumakkara AB, Harsha C, Banik K, Vikkurthi R, Sailo BL, et al. (2019). Is curcumin bioavailability a problem in humans: lessons from clinical trials. Expert Opin Drug Metab Toxicol 15(9): 705–733.
• Kunnumakkara AB, Hegde M, Parama D, Girisa S, Kumar A, et al. (2023). Role of Turmeric and Curcumin in Prevention and Treatment of Chronic Diseases: Lessons Learned from Clinical Trials. ACS Pharmacol Transl Sci 6(4): 447–518.
• Lao CD, Ruffin IV MT, Normolle D, Heath DD, Murray SI, et al. (2006). Dose escalation of a curcuminoid formulation. BMC Complement Altern Med 6: 4–7.
• Liscano Y, Salamanca CH, Vargas L, Cantor S, Laverde-Rojas V, et al. (2019). Increases in hydrophilicity and charge on the polar face of alyteserin 1c helix change its selectivity towards gram-positive bacteria. Antibiotics 8(4): 1–16.
• Loftsson T, Brewster ME (2010a). Pharmaceutical applications of cyclodextrins: Basic science and product development. J Pharm Pharmacol 62(11): 1607–1621.
• Loftsson T, Brewster ME (2010b). Pharmaceutical applications of cyclodextrins: basic science and product development. J Pharm Pharmacol 62(11): 1607–1621.
• Mangolim CS, Moriwaki C, Nogueira AC, Sato F, Baesso ML, et al. (2014a). Curcumin-β-cyclodextrin inclusion complex: Stability, solubility, characterisation by FT-IR, FT-Raman, X-ray diffraction and photoacoustic spectroscopy, and food application. Food Chemistry 153: 361–370.
• Mangolim CS, Moriwaki C, Nogueira AC, Sato F, Baesso ML, et al. (2014b). Curcumin-β-cyclodextrin inclusion complex: stability, solubility, characterisation by FT-IR, FT-Raman, X-ray diffraction and photoacoustic spectroscopy, and food application. Food Chemistry 153: 361–370.
• Mashaqbeh H, Obaidat R, Al-Shar’i N (2021a). Evaluation and characterization of curcumin-β-cyclodextrin and cyclodextrin-based nanosponge inclusion complexation. Polymers 13(23).
• Mashaqbeh H, Obaidat R, Al-Shar’i N (2021b). Evaluation and Characterization of Curcumin-β-Cyclodextrin and Cyclodextrin-Based Nanosponge Inclusion Complexation. Polymers 13(23).
• Mohan PRK, Sreelakshmi G, Muraleedharan CV, Joseph R (2012). Water soluble complexes of curcumin with cyclodextrins: Characterization by FT-Raman spectroscopy. Vibrational Spectroscopy 62: 77–84.
• Pozharani LB, Baloglu E, Suer K, Guler E, Burgaz EV, et al. (2023). Development and optimization of in-situ gels for vaginal delivery of metronidazole and curcumin via box-behnken design: In vitro characterization and anti-trichomonas activity. J Drug Deliv Sci Technol 86.
• Rahma A, Munir MM, Khairurrijal Prasetyo A, Suendo V, Rachmawati H (2016). Intermolecular Interactions and the Release Pattern of Electrospun Curcumin-Polyvinyl(pyrrolidone) Fiber. Biol Pharm Bull 39(2): 163–173.
• Rezaei A, Nasirpour A (2019). Evaluation of Release Kinetics and Mechanisms of Curcumin and Curcumin-β-Cyclodextrin Inclusion Complex Incorporated in Electrospun Almond Gum/PVA Nanofibers in Simulated Saliva and Simulated Gastrointestinal Conditions. Bio Nano Science 9(2): 438–445.
• Sarabia-Vallejo Á, Caja M del M, Olives AI, Martín MA, Menéndez JC (2023). Cyclodextrin Inclusion Complexes for Improved Drug Bioavailability and Activity: Synthetic and Analytical Aspects. Pharmaceutics 15(9).
• Schoeman C, van Niekerk S, Liebenberg W, Hamman J (2024). Cyclodextrin inclusion complex and amorphous solid dispersions as formulation approaches for enhancement of curcumin’s solubility and nasal epithelial membrane permeation. Future J Pharm Health Sci 10(1).
• Schraufstätter E, Bernt H (1949). Antibacterial Action of Curcumin and Related Compounds. Nature 164(4167): 456–457.
• Serri C, Argirò M, Piras L, Mita DG, Saija A, et al. (2017). Nano-precipitated curcumin loaded particles: effect of carrier size and drug complexation with (2-hydroxypropyl)-β-cyclodextrin on their biological performances. Int J Pharm 520(1–2): 21–28.
• Stohs SJ, Chen O, Ray SD, Ji J, Bucci LR, et al. (2020). Promising Avenues for Curcumin-Based Research and Application : A Review. Molecules 25(Dmc): 1–12.
• Zhang L, Man S, Qiu H, Liu Z, Zhang M, et al. (2016). Curcumin-cyclodextrin complexes enhanced the anti-cancer effects of curcumin. Environ Toxicol Pharmacol 48: 31–38.