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Research Article

Solubility-permeability interplay of hydrotropic solubilization of piroxicam

ORCID Icon, , , & ORCID Icon
Received 03 Feb 2024, Accepted 25 Apr 2024, Published online: 13 May 2024

References

  • Coltescu AR, Butnariu M, Sarac I. The importance of solubility for new drug molecules. Biomed Pharmacol J. 2020;13(02):577–583. doi: 10.13005/bpj/1920.
  • Williams HD, Trevaskis NL, Charman SA, et al. Strategies to address low drug solubility in discovery and development. Pharmacol Rev. 2013;65(1):315–499. doi: 10.1124/PR.112.005660.
  • Vraneš M, Borović TT, Drid P, et al. Influence of sodium salicylate on self-aggregation and caffeine solubility in water—a new hypothesis from experimental and computational data. Pharmaceutics. 2022;14(11):2304. doi: 10.3390/pharmaceutics14112304.
  • Joshi J, Nainwal N, Saharan VA. A review on hydrotropy: a potential approach for the solubility enhancement of poorly soluble drug. Asian J Pharm Clin Res. 2019;12:19–26. doi: 10.22159/ajpcr.2019.v12i10.34811.
  • Saharawat A, Nainwal N, Deepali. Natural plus synthetic hydrotropic solubilization using response surface methodology to optimize the solid dispersion of hydrochlorothiazide. Comb Chem High Throughput Screen, 2. 2022, 25, 307–323. doi: 10.2174/1386207323666201218115149.
  • Nainwal N, Jawala S, Singh R, et al. Solubility-Permeability interplay of hydrotropic solubilization using response surface methodology. DDL. 2020;10(3):209–218. doi: 10.2174/2210303110666200220124230.
  • Shekhawat PB, Pokharkar VB. Understanding peroral absorption: regulatory aspects and contemporary approaches to tackling solubility and permeability hurdles. Acta Pharm Sin B. 2017;7:260–280. doi: 10.1016/J.APSB.2016.09.005.
  • Nainwal N, Singh R, Jawla S, et al. The solubility-permeability interplay for solubility-enabling oral formulations. Curr Drug Targets. 2019;20(14):1434–1446. doi: 10.2174/1389450120666190717114521.
  • Paul R, Chattaraj KG, Paul S. Role of hydrotropes in sparingly soluble drug solubilization: insight from a molecular dynamics simulation and experimental perspectives. Langmuir. 2021;37(16):4745–4762. doi: 10.1021/acs.langmuir.1c00169.
  • Sintra TE, Abranches DO, Benfica J, et al. Cholinium-based ionic liquids as bioinspired hydrotropes to tackle solubility challenges in drug formulation. Eur J Pharm Biopharm. 2021;164:86–92. doi: 10.1016/j.ejpb.2021.04.013.
  • Choudhary AN, Nayal S. A review: hydrotropy a solubility enhancing technique. Pharm Innov J. 2019;8:1149–1153.
  • Booth JJ, Abbott S, Shimizu S. Mechanism of hydrophobic drug solubilization by small molecule hydrotropes. J Phys Chem B. 2012;116(51):14915–14921. doi: 10.1021/jp309819r.
  • Das S, Paul S. Mechanism of hydrotropic action of hydrotrope sodium cumene sulfonate on the solubility of Di-t-Butyl-Methane: a molecular dynamics simulation study. J Phys Chem B. 2016;120(1):173–183. doi: 10.1021/acs.jpcb.5b09668.
  • Jackson JK, Letchford K. The effective solubilization of hydrophobic drugs using epigallocatechin gallate or tannic acid-Based formulations. J Pharm Sci. 2016;105(10):3143–3152. doi: 10.1016/J.XPHS.2016.06.027.
  • Cui Y. Parallel stacking of caffeine with riboflavin in aqueous solutions: the potential mechanism for hydrotropic solubilization of riboflavin. Int J Pharm. 2010;397(1-2):36–43. doi: 10.1016/J.IJPHARM.2010.06.043.
  • Evstigneev MP, Evstigneev VP, Santiago AAH, et al. Effect of a mixture of caffeine and nicotinamide on the solubility of vitamin (B2) in aqueous solution. Eur J Pharm Sci. 2006;28(1-2):59–66. doi: 10.1016/J.EJPS.2005.12.010.
  • Butt S, Hasan SMF, Hassan MM, et al. Directly compressed rosuvastatin calcium tablets that offer hydrotropic and micellar solubilization for improved dissolution rate and extent of drug release. Saudi Pharm J. 2019;27(5):619–628. doi: 10.1016/J.JSPS.2019.03.002.
  • Alsalhi MS, Chan KLA. Amino acid hydrotropes to increase the solubility of indomethacin and carbamazepine in aqueous solution. Int J Pharm. 2022;617:121591. doi: 10.1016/j.ijpharm.2022.121591.
  • Dhapte V, Mehta P. Advances in hydrotropic solutions: an updated review. St. Petersburg Polytech Univ J Phys Math. 2015;1(4):424–435. doi: 10.1016/j.spjpm.2015.12.006.
  • Kuchekar AB, Gawade A, Boldhane S. Hydrotropic solubilization: an emerging approach. J Drug Delivery Ther. 2021;11(1-s):200–206. doi: 10.22270/jddt.v11i1-s.4724.
  • Silva ÂHM, Loh W, Silva RC, et al. Investigations on the mechanism of aqueous solubility increase caused by some hydrotropes. Thermochim Acta. 1999;328(1-2):161–167. doi: 10.1016/S0040-6031(98)00637-6.
  • Lee J, Lee SC, Acharya G, et al. Hydrotropic solubilization of paclitaxel: analysis of chemical structures for hydrotropic property. Pharm Res. 2003;20(7):1022–1030. doi: 10.1023/a:1024458206032.
  • Munnangi SR, Youssef AAA, Narala N, et al. Drug complexes: perspective from academic research and pharmaceutical market. Pharm Res. 2023;40(6):1519–1540. doi: 10.1007/s11095-023-03517-w.
  • Sanghvi R, Evans D, Yalkowsky SH. Stacking complexation by nicotinamide: a useful way of enhancing drug solubility. Int J Pharm. 2007;336(1):35–41. doi: 10.1016/j.ijpharm.2006.11.025.
  • Kim JIY, Kim S, Papp M, et al. Hydrotropic solubilization of poorly water-soluble drugs. J Pharm Sci. 2010;99(9):3953–3965. doi: 10.1002/jps.22241.
  • Mostafa G, Al-Dosseri AE, Al-Badr AS. Piroxicam. Profiles Drug Subst. Excip Relat Methodol. 2020;45:199–474. doi: 10.1016/bs.podrm.2019.10.007.
  • Alhamhoom Y, Honmane SM, Hani U, et al. Study of formulation and process variables for optimization of piroxicam nanosuspension using 32 factorial design to improve solubility and in vitro bioavailability. Polymers (Basel). 2023;15(3):483. doi: 10.3390/polym15030483.
  • Paaver U, Lust A, Mirza S, et al. Insight into the solubility and dissolution behavior of piroxicam anhydrate and monohydrate forms. Int J Pharm. 2012;431(1–2):111–119. doi: 10.1016/J.IJPHARM.2012.04.042.
  • Otarola J, Molina PG, Garrido M, et al. Spectroscopic characterization and general features of piroxicam encapsulated in nanostructured lipid carriers. Colloids Surfaces A Physicochem Eng Asp. 2021;616:126340. doi: 10.1016/j.colsurfa.2021.126340.
  • FAO (food and agriculture organization of the united nations); WHO (world health organization). Benzoic acid and sodium benzoate; concise international chemical assessment document. Geneva: World Health Organization, 2000.
  • Lazarević K, Stojanović D, Rancić N. Estimated daily intake of benzoic acid through food additives in adult population of South East Serbia. Cent Eur J Public Health. 2011;19(4):228–231. doi: 10.21101/CEJPH.A3655.
  • Piperazine [MAK Value Documentation, 1998]. MAK-Collect Occup Heal Saf. 2012;9:304–313. doi: 10.1002/3527600418.MB11085KSKE0009.
  • Molina López AM, Salvago MRM. Piperazine. In Encyclopedia of toxicology, 3rd ed.; Amsterdam: Elsevier, 2014; pp. 955–957. doi: 10.1016/B978-0-12-386454-3.00529-7.
  • Ganesan P, Soundararajan R, Shanmugam U, et al. Development, characterization and solubility enhancement of comparative dissolution study of second generation of solid dispersions and microspheres for poorly water-soluble drug. Asian J Pharm Sci. 2015;10(5):433–441. doi: 10.1016/j.ajps.2015.05.001.
  • Bolton S, Bon C. Pharmaceutical statistics: practical and clinical applications, 2nd ed.; New York (NY): Marcel Decker Inc., 1990.
  • Awasthi R, Madan J, Kamate V, et al. Improving the solubility of nevirapine using a hydrotropy and mixed hydrotropy based solid dispersion approach. Polim Med. 2017;47(2):83–90. doi: 10.17219/PIM/77093.
  • Chakraborti CK, Sahoo S, Behera PK. Effect of different polymers on in vitro and ex vivo permeability of ofloxacin from its mucoadhesive suspensions. Saudi Pharm J. 2015;23(2):195–201. doi: 10.1016/J.JSPS.2014.08.003.
  • Patel DM, Shah RR, Jogani PD. Tablet formulation of piroxicam containing PVP K-30 and sodium lauryl sulphate. Indian J Pharm Sci. 2004;66:49.
  • Lachman L, Lieberman HA, Kanig JL. The theory and practice of industrial pharmacy. Mumbai: Varghese Publishing House, 1991.
  • Vrecer F, Vrbinc M, Meden A. Characterization of piroxicam crystal modifications. Int J Pharm. 2003;256(1–2):3–15. doi: 10.1016/S0378-5173(03)00057-7.
  • Valizadeh H, Zakeri-Milani P, Barzegar-Jalali M, et al. Preparation and characterization of solid dispersions of piroxicam with hydrophilic carriers. Drug Dev Ind Pharm. 2007;33(1):45–56. doi: 10.1080/03639040600814965.
  • Yao C, Guzei IA, Jin Y, et al. Polymorphism of piroxicam: New polymorphs by melt crystallization and crystal structure prediction. Cryst Growth Des. 2020;20(12):7874–7881. doi: 10.1021/acs.cgd.0c01165.
  • Gorrasi G, Attanasio G, Izzo L, et al. Controlled release mechanisms of sodium benzoate from a biodegradable polymer and halloysite nanotube composite. Polym Int. 2017;66(5):690–698. doi: 10.1002/pi.5309.
  • Cao X, Deng P, Hu S, et al. Fabrication and characterization of nanoenergetic hollow spherical hexanitrostibene (HNS) derivatives. Nanomaterials (Basel). 2018;8(5):336. doi: 10.3390/NANO8050336.
  • Abdullah Ali H, Kamal Omer H. Solubility enhancement of a poorly water-soluble drug using hydrotropy and mixed hydrotropy-Based solid dispersion techniques. Adv Pharmacol Pharm Sci. 2022;2022:7161660. doi: 10.1155/2022/7161660.
  • Acharya PC, Fernandes C, Suares D, et al. Solubility and solubilization approaches in pharmaceutical product development. In Dosage form design considerations. Amsterdam: Elsevier, 2018; Vol. 1, pp. 513–547. doi: 10.1016/B978-0-12-814423-7.00015-0.
  • Gulia R, Singh S, Arora S, et al. Development and optimization of hydrotropic solid dispersion of dexlansoprazole using Central composite design approach. Biomed Pharm Sci. 2023;11:559.
  • Mitra A, Chattaraj KG, Paul S. Elucidating the hydrotropic mechanism of the antagonistic salt PPh4Cl. J Phys Chem B. 2023;127(4):996–1012. doi: 10.1021/ACS.JPCB.2C07892.
  • Huang S, Venables DS, Lawrence SE. Pharmaceutical salts of piroxicam and meloxicam with organic counterions. Cryst Growth Des. 2022;22(11):6504–6520. doi: 10.1021/ACS.CGD.2C00722/ASSET/IMAGES/LARGE/CG2C00722_0014.JPEG.
  • Ammanage A, Rodriques P, Kempwade A, et al. Formulation and evaluation of buccal films of piroxicam co-crystals. Fut J Pharm Sci. 2020;6(1):11. doi: 10.1186/s43094-020-00033-1.
  • Beig A, Lindley D, Miller JM, et al. Hydrotropic solubilization of lipophilic drugs for oral delivery: the effects of urea and nicotinamide on carbamazepine solubility-permeability interplay. Front Pharmacol. 2016;7:379. doi: 10.3389/fphar.2016.00379.
  • Dahan A, Miller JM. The solubility-permeability interplay and its implications in formulation design and development for poorly soluble drugs. AAPS J. 2012;14(2):244–251. doi: 10.1208/s12248-012-9337-6.
  • Dahan A, Beig A, Lindley D, et al. The solubility–permeability interplay and oral drug formulation design: two heads are better than one. Adv Drug Deliv Rev. 2016;101:99–107. doi: 10.1016/j.addr.2016.04.018.
  • Abdulkarim MF, Abdullah GZ, Chitneni M, et al. Topical piroxicam in vitro release and in vivo anti-inflammatory and analgesic effects from palm oil esters-based nanocream. Int J Nanomed. 2010;5:915–924. doi: 10.2147/IJN.S13305.
  • Fine-Shamir N, Dahan A. Solubility-enabling formulations for oral delivery of lipophilic drugs: considering the solubility permeability interplay for accelerated formulation development. Expert Opin Drug Deliv. 2024;21(1):13–29. doi: 10.1080/17425247.2023.2298247.

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