Curcumin-Loaded Organogel for The Topical Skin Disorder Based on 12 Hydroxystearic Acid

Authors

DOI:

https://doi.org/10.31351/vol33iss3pp171-186

Keywords:

Curcumin, 12-hydroxystearic acid, Organogel, Tween 80, Polyethylene glycol 400, Fluorescent intensity.

Abstract

Curcumin (CUR) possesses various pharmacological properties, including antibacterial and improving injury healing. This work aimed to formulate curcumin organogel using 12 hydroxy stearic acid as gelator with tween 80 as surfactant and PEG 400 as co surfactant to improve the CUR permeation through the skin. The CUR organogels were prepared using different 12HSA concentrations with solvents sesame oil (SO), and orange oil (OO), in addition to T80 and P400 and evaluated for their saturated solubility, tabletop rheology, oil binding capacity, pH, spreadability, in vitro release, antibacterial activity, oscillatory rheology study, skin irritation, histological examination and ex- with in- vivo permeation study across rat abdominal skin. Results: The important results that distinguished organogels were the spreadability and in vitro release studies. The 4SO, 2OO, 2T80, and 10P400 organogels presented successful gelation and represented the lowest 12HSA concentration in each solvent that approached the current aim’s study by being more spreadable with higher CUR released. At the same time, the 2T80 and 10P400 gave zones of inhibition to 4 bacterial strains and good viscoelasticity by exhibiting large flow point values in the frequency sweep study compared with 4SO and 2OO. In vivo study affirmed the CUR permeation by studying the fluorescent images of 2T80 and 10P400, and the ex vivo permeation study for 10P400 proved the CUR permeation through rat’s skinOur results indicated the potential of 10P400 and 2T80 organogel to improve the topical therapeutic efficacy of CUR.

References

Dall'Acqua S, Stocchero M, Boschiero I, Schiavon M, Golob S, Uddin J, et al. New findings on the in vivo antioxidant activity of Curcuma longa extract by an integrated 1H NMR and HPLC–MS metabolomic approach. Fitoterapia. 2016;109:125-31.

Zhu H, Xu T, Qiu C, Wu B, Zhang Y, Chen L, et al. Synthesis and optimization of novel allylated mono-carbonyl analogs of curcumin (MACs) act as potent anti-inflammatory agents against LPS-induced acute lung injury (ALI) in rats. European Journal of Medicinal Chemistry. 2016;121:181-93.

Han Y-M, Shin D-S, Lee Y-J, Ismail IA, Hong S-H, Han DC, et al. 2-Hydroxycurcuminoid induces apoptosis of human tumor cells through the reactive oxygen species–mitochondria pathway. Bioorganic & medicinal chemistry letters. 2011;21(2):747-51.

Cetin-Karaca H, Newman MC. Antimicrobial efficacy of plant phenolic compounds against Salmonella and Escherichia Coli. Food bioscience. 2015;11:8-16.

Morais ER, Oliveira KC, Magalhães LG, Moreira ÉB, Verjovski-Almeida S, Rodrigues V. Effects of curcumin on the parasite Schistosoma mansoni: a transcriptomic approach. Molecular and biochemical parasitology. 2013;187(2):91-7.

Patel NA, Patel NJ, Patel RP. Design and evaluation of transdermal drug delivery system for curcumin as an anti-inflammatory drug. Drug development and industrial pharmacy. 2009;35(2):234-42.

Iriventi P, Gupta NV, Osmani RAM, Balamuralidhara V. Design & development of nanosponge loaded topical gel of curcumin and caffeine mixture for augmented treatment of psoriasis. DARU Journal of Pharmaceutical Sciences. 2020;28:489-506.

Rapalli VK, Kaul V, Waghule T, Gorantla S, Sharma S, Roy A, et al. Curcumin loaded nanostructured lipid carriers for enhanced skin retained topical delivery: optimization, scale-up, in-vitro characterization and assessment of ex-vivo skin deposition. European Journal of Pharmaceutical Sciences. 2020;152:105438.

Kotian V, Koland M, Mutalik S. Nanocrystal-Based Topical Gels for Improving Wound Healing Efficacy of Curcumin. Crystals. 2022;12(11):1565.

Vigato AA, Querobino SM, De Faria NC, Candido ACBB, Magalhães LG, Cereda CMS, et al. Physico-chemical characterization and biopharmaceutical evaluation of lipid-poloxamer-based organogels for curcumin skin delivery. Frontiers in Pharmacology. 2019;10:1006.

Priyadarsini KI. The chemistry of curcumin: from extraction to therapeutic agent. Molecules. 2014;19(12):20091-112.

Anand P, Thomas SG, Kunnumakkara AB, Sundaram C, Harikumar KB, Sung B, et al. Biological activities of curcumin and its analogues (Congeners) made by man and Mother Nature. Biochemical pharmacology. 2008;76(11):1590-611.

Gholibegloo E, Mortezazadeh T, Salehian F, Ramazani A, Amanlou M, Khoobi M. Improved curcumin loading, release, solubility and toxicity by tuning the molar ratio of cross-linker to β-cyclodextrin. Carbohydrate polymers. 2019;213:70-8.

Roy SG, De P. Swelling properties of amino acid containing cross-linked polymeric organogels and their respective polyelectrolytic hydrogels with pH and salt responsive property. Polymer. 2014;55(21):5425-34.

Esposito CL, Kirilov P, Roullin VG. Organogels, promising drug delivery systems: An update of state-of-the-art and recent applications. Journal of controlled release. 2018;271:1-20.

Kaddoori ZS, Mohamed MBM, Kadhum WR, Numan NA. To Consider The Organogel Of Span 40 And Span 60 In Sesame Oil As A New Member In The Gastro Retentive Drug Delivery Systems. Systematic Reviews in Pharmacy. 2020;11(5):850-61.

Thomas L, Zakir F, Mirza MA, Anwer MK, Ahmad FJ, Iqbal Z. Development of Curcumin loaded chitosan polymer based nanoemulsion gel: In vitro, ex vivo evaluation and in vivo wound healing studies. International journal of biological macromolecules. 2017;101:569-79.

Sun P, Zhao L, Zhang N, Wang C, Wu W, Mehmood A, et al. Essential oil and juice from bergamot and sweet orange improve acne vulgaris caused by excessive androgen secretion. Mediators of Inflammation. 2020;2020.

Wei P, Zhao F, Wang Z, Wang Q, Chai X, Hou G, et al. Sesame (sesamum indicum l.): A comprehensive review of nutritional value, phytochemical composition, health benefits, development of food, and industrial applications. Nutrients. 2022;14(19):4079.

20. Kumar L, Suhas B, Pai GK, Verma R. Determination of saturated solubility of naproxen using UV visible spectrophotometer. Research Journal of Pharmacy and Technology. 2015;8(7):825-8.

Jamali N, Adib-Hajbaghery M, Soleimani A. The effect of curcumin ointment on knee pain in older adults with osteoarthritis: a randomized placebo trial. BMC Complementary Medicine and Therapies. 2020;20(1):1-10.

Raghavan SR, Cipriano BH. Gel formation: phase diagrams using tabletop rheology and calorimetry. Molecular gels: materials with self-assembled fibrillar networks. 2006:241-52.

Aziz ZY, Mohsin MB, Jasim MH. Formulation and Assessment of Delayed/Slow-Release Diclofenac Sodium Edible Organogel Utilizing Low Molecular Weight Organogelators. Iraqi Journal of Pharmaceutical Sciences (P-ISSN 1683-3597 E-ISSN 2521-3512). 2023;32(1):31-9.

Fonseca VR, Bhide PJ, Joshi MP. Formulation, development and evaluation of etoricoxib nanosize microemulsion based gel for topical drug delivery. Indian J Pharm Educ Res. 2019;53(4s).

Mao K-L, Fan Z-L, Yuan J-D, Chen P-P, Yang J-J, Xu J, et al. Skin-penetrating polymeric nanoparticles incorporated in silk fibroin hydrogel for topical delivery of curcumin to improve its therapeutic effect on psoriasis mouse model. Colloids and Surfaces B: Biointerfaces. 2017;160:704-14.

Klein S. Influence of different test parameters on in vitro drug release from topical diclofenac formulations in a vertical diffusion cell setup. Die Pharmazie-An International Journal of Pharmaceutical Sciences. 2013;68(7):565-71.

Shahani K, Panyam J. Highly loaded, sustained-release microparticles of curcumin for chemoprevention. Journal of pharmaceutical sciences. 2011;100(7):2599-609.

Mohamed MI. Optimization of chlorphenesin emulgel formulation. The AAPS journal. 2004;6:81-7.

Singh AR, Kalirajan K. Anti-microbial activity of turmeric natural dyeagainst different bacterial strains. Journal of Applied Pharmaceutical Science. 2012(Issue):210-2.

Kali A, Bhuvaneshwar D, Charles PM, Seetha KS. Antibacterial synergy of curcumin with antibiotics against biofilm producing clinical bacterial isolates. Journal of basic and clinical pharmacy. 2016;7(3):93.

Alves TMdA, Silva AF, Brandão M, Grandi TSM, Smânia EdFA, Smânia Júnior A, et al. Biological screening of Brazilian medicinal plants. Memórias do Instituto Oswaldo Cruz. 2000;95:367-73.

Laupheimer M, Preisig N, Stubenrauch C. The molecular organogel n-decane/12-hydroxyoctadecanoic acid: Sol–gel transition, rheology, and microstructure. Colloids and Surfaces A: Physicochemical and Engineering Aspects. 2015;469:315-25.

Amrutiya N, Bajaj A, Madan M. Development of microsponges for topical delivery of mupirocin. Aaps Pharmscitech. 2009;10:402-9.

Oxley JA, Ellis CF, McBride EA, McCormick WD. A survey of rabbit handling methods within the United Kingdom and the Republic of Ireland. Journal of Applied Animal Welfare Science. 2019;22(3):207-18.

Kim MJ, Park SC, Choi S-O. Dual-nozzle spray deposition process for improving the stability of proteins in polymer microneedles. Rsc Advances. 2017;7(87):55350-9.

Fang J-Y, Hung C-F, Chiu H-C, Wang J-J, Chan T-F. Efficacy and irritancy of enhancers on the in-vitro and in-vivo percutaneous absorption of curcumin. Journal of pharmacy and pharmacology. 2003;55(5):593-601.

Zhang Y, Xia Q, Li Y, He Z, Li Z, Guo T, et al. CD44 assists the topical anti-psoriatic efficacy of curcumin-loaded hyaluronan-modified ethosomes: A new strategy for clustering drug in inflammatory skin. Theranostics. 2019;9(1):48.

Patra D, Barakat C. Synchronous fluorescence spectroscopic study of solvatochromic curcumin dye. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 2011;79(5):1034-41.

Nawaz A, Wong TW. Microwave as skin permeation enhancer for transdermal drug delivery of chitosan-5-fluorouracil nanoparticles. Carbohydrate polymers. 2017;157:906-19.

Hiserodt R, Hartman TG, Ho C-T, Rosen RT. Characterization of powdered turmeric by liquid chromatography-mass spectrometry and gas chromatography-mass spectrometry. Journal of Chromatography A. 1996;740(1):51-63.

Yan Y-D, Kim JA, Kwak MK, Yoo BK, Yong CS, Choi H-G. Enhanced oral bioavailability of curcumin via a solid lipid-based self-emulsifying drug delivery system using a spray-drying technique. Biological and Pharmaceutical Bulletin. 2011;34(8):1179-86.

Esposito CL, Tardif V, Sarrazin M, Kirilov P, Roullin VG. Preparation and characterization of 12-HSA-based organogels as injectable implants for the controlled delivery of hydrophilic and lipophilic therapeutic agents. Materials Science and Engineering: C. 2020;114:110999.

Rogers MA, Wright AJ, Marangoni AG. Engineering the oil binding capacity and crystallinity of self-assembled fibrillar networks of 12-hydroxystearic acid in edible oils. Soft Matter. 2008;4(7):1483-90.

Mohamed MBM, Dahabiyeh LA, Sahib MN. Design and evaluation of molecular organogel based on folic acid as a potential green drug carrier for oral route. Drug Development and Industrial Pharmacy. 2022;48(8):367-73.

Agrawal V, Gupta V, Ramteke S, Trivedi P. Preparation and evaluation of tubular micelles of pluronic lecithin organogel for transdermal delivery of sumatriptan. Aaps PharmSciTech. 2010;11(4):1718-25.

Dantas MGB, Reis SAGB, Damasceno CMD, Rolim LA, Rolim-Neto PJ, Carvalho FO, et al. Development and evaluation of stability of a gel formulation containing the monoterpene borneol. The Scientific World Journal. 2016;2016.

Tebcharani L, Wanzke C, Lutz TM, Rodon-Fores J, Lieleg O, Boekhoven J. Emulsions of hydrolyzable oils for the zero-order release of hydrophobic drugs. Journal of Controlled Release. 2021;339:498-505.

Mohamed MBM, Qaddoori ZS, Hameed GS. Study the Effect of 12-Hydroxyoctadecanoic Acid Concentration on Preparation and Characterization of Floating Organogels using Cinnarizin as Modeling Drug. Iraqi Journal of Pharmaceutical Sciences (P-ISSN 1683-3597 E-ISSN 2521-3512). 2022;31(2):169-76.

Alves C, Ribeiro A, Pinto E, Santos J, Soares G. Exploring Z-Tyr-Phe-OH-based hydrogels loaded with curcumin for the development of dressings for wound healing. Journal of Drug Delivery Science and Technology. 2022;73:103484.

Sharifi S, Fathi N, Memar MY, Hosseiniyan Khatibi SM, Khalilov R, Negahdari R, et al. Anti‐microbial activity of curcumin nanoformulations: New trends and future perspectives. Phytotherapy Research. 2020;34(8):1926-46.

Zeng C, Wan Z, Xia H, Zhao H, Guo S. Structure and properties of organogels developed by diosgenin in canola oil. Food Biophysics. 2020;15:452-62.

Yan N, Xu Z, Diehn KK, Raghavan SR, Fang Y, Weiss RG. How do liquid mixtures solubilize insoluble gelators? Self-assembly properties of pyrenyl-linker-glucono gelators in tetrahydrofuran–water mixtures. Journal of the American Chemical Society. 2013;135(24):8989-99.

Rogers MA, Wright AJ, Marangoni AG. Crystalline stability of self-assembled fibrillar networks of 12-hydroxystearic acid in edible oils. Food Research International. 2008;41(10):1026-34.

Raynal M, Bouteiller L. Organogel formation rationalized by Hansen solubility parameters. Chemical communications. 2011;47(29):8271-3.

Terech P, Pasquier D, Bordas V, Rossat C. Rheological properties and structural correlations in molecular organogels. Langmuir. 2000;16(10):4485-94.

Pelikh O, Pinnapireddy SR, Keck CM. Dermal penetration analysis of curcumin in an ex vivo porcine ear model using epifluorescence microscopy and digital image processing. Skin Pharmacology and Physiology. 2021;34(5):281-99.

Nawaz A, Farid A, Safdar M, Latif MS, Ghazanfar S, Akhtar N, et al. Formulation Development and Ex-Vivo Permeability of Curcumin Hydrogels under the Influence of Natural Chemical Enhancers. Gels. 2022;8(6):384.

Shah S, Tahir M, Safdar A, Riaz R, Shahzad Y, Rabbani M, et al. Effect of permeation enhancers on the release behavior and permeation kinetics of novel tramadol lotions. Tropical Journal of Pharmaceutical Research. 2013;12(1):27-32.

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Published

2024-09-15

How to Cite

1.
Duaa Razzaq Jaafer, Masar Basim Mohsin Mohamed. Curcumin-Loaded Organogel for The Topical Skin Disorder Based on 12 Hydroxystearic Acid. IJPS [Internet]. 2024 Sep. 15 [cited 2024 Oct. 9];33(3):171-86. Available from: https://bijps.uobaghdad.edu.iq/index.php/bijps/article/view/2782