Tween–80 Coating in Enhancing Physicochemical Stability, Kinetics and Release Mechanism of Layered Double Hydroxide-Ferulate

https://doi.org/10.22146/ijc.91497

Sharifah Norain Mohd Sharif(1*), Norhayati Hashim(2), Illyas Md Isa(3), Maizatul Najwa Jajuli(4), Afif Arifin(5), Norlaili Abu Bakar(6), Mazidah Mamat(7), Suyanta Suyanta(8)

(1) Department of Chemistry, Faculty of Science and Mathematics, Universiti Pendidikan Sultan Idris, Tanjong Malim 35900, Malaysia; Nanotechnology Research Centre, Faculty of Science and Mathematics, Universiti Pendidikan Sultan Idris, Tanjong Malim 35900, Malaysia
(2) Department of Chemistry, Faculty of Science and Mathematics, Universiti Pendidikan Sultan Idris, Tanjong Malim 35900, Malaysia; Nanotechnology Research Centre, Faculty of Science and Mathematics, Universiti Pendidikan Sultan Idris, Tanjong Malim 35900, Malaysia
(3) Department of Chemistry, Faculty of Science and Mathematics, Universiti Pendidikan Sultan Idris, Tanjong Malim 35900, Malaysia; Nanotechnology Research Centre, Faculty of Science and Mathematics, Universiti Pendidikan Sultan Idris, Tanjong Malim 35900, Malaysia
(4) Department of Chemistry, Faculty of Science and Mathematics, Universiti Pendidikan Sultan Idris, Tanjong Malim 35900, Malaysia; Nanotechnology Research Centre, Faculty of Science and Mathematics, Universiti Pendidikan Sultan Idris, Tanjong Malim 35900, Malaysia
(5) Tamhidi Centre, Universiti Sains Islam Malaysia, Bandar Baru Nilai, Nilai 71800, Malaysia
(6) Department of Chemistry, Faculty of Science and Mathematics, Universiti Pendidikan Sultan Idris, Tanjong Malim 35900, Malaysia
(7) School of Fundamental Science, Universiti Malaysia Terengganu, Kuala Terengganu 21030, Malaysia
(8) Department of Chemistry Education, Faculty of Mathematics and Natural Sciences, Yogyakarta State University, Yogyakarta 55281, Indonesia
(*) Corresponding Author

Abstract


This study aims to enhance the targeted delivery of a powerful antioxidant, ferulate (FA), by developing a controlled release formulation (CRF) based on the incorporation of layered double hydroxide and Tween-80 polymeric surfactant. The layered double hydroxide-ferulate (LDH-FA) synthesized by co-precipitation method was homogenously mixed with the Tween-80 coater under continuous stirring. The successful Tween-80 coating was verified with PXRD analysis and supported by FTIR. No changes in interlayer distance between LDH-FA (at 17.4 and 8.7 Å) and LDH-FA-T80 (at 17.6 and 8.6 Å) were observed in the PXRD pattern. TGA/DTG analysis demonstrated good thermal stability of LDH-FA-T80, with the ability to withstand extreme temperatures up to 460 °C. The association of Tween-80 with LDH-FA progressively sustained the release time of FA in each aqueous solution, with a release time of up to 440 min. For both LDH-FA and LDH-FA-T80, the release of FA is through dissolution and anion exchange release mechanism (regulated by pseudo-second-order kinetic model). The study's findings suggest practical applications of FA in the pharmaceutical industry by implying the retarding effect triggered by Tween-80, offering new insights for the application of CRF to enhance the therapeutic effect of FA.


Keywords


controlled release formulation; layered double hydroxide; Tween-80, ferulate; intercalation



References

[1] Sheikh Mohd Ghazali, S.A.I., Sarijo, S.H., and Hussein, M.Z., 2021, New synthesis of binate herbicide-interleaved anionic clay material: Synthesis, characterization and simultaneous controlled-release properties, J. Porous Mater., 28 (2), 495–505.

[2] Peralta, M.F., Mendieta, S.N., Scolari, I.R., Granero, G. E., and Crivello, M. E., 2021, Synthesis and release behavior of layered double hydroxides–carbamazepine composites, Sci. Rep., 11 (1), 20585.

[3] Rad, S., and Yazdi, E., 2021, Study of nano-dual organic-hydroxide drug delivery system for anticancer drugs, Medbiotech J., 5 (1), 22–27.

[4] Mohiuddin, I., Grover, A., Aulakh, J.S., Malik, A.K., Lee, S.S., Brown, R.J.C., and Kim, K.H., 2021, Starch-Mg/Al layered double hydroxide composites as an efficient solid phase extraction sorbent for non-steroidal anti-inflammatory drugs as environmental pollutants, J. Hazard. Mater., 401, 123782.

[5] Kura, A.U., Hussein-Al-Ali, S.H., Hussein, M.Z., and Fakurazi, S., 2014, Preparation of Tween 80-Zn/Al-levodopa-layered double hydroxides nanocomposite for drug delivery system, Sci. World J., 2014, 104246.

[6] Barkhordari, S., and Alizadeh, A., 2022, Fabrication of pH-sensitive chitosan/layered double hydroxide (LDH)/Fe3O4 nanocomposite hydrogel beads for controlled release of diclofenac, Polym. Bull., 79 (7), 5533–5548.

[7] Liu, Z., Lansley, A.B., Duong, T.N., Smart, J.D., and Pannala, A.S., 2022, Increasing cellular uptake and permeation of curcumin using a novel polymer-surfactant formulation, Biomolecules, 12 (12), 1739.

[8] Constantino, V.R.L., Figueiredo, M.P., Magri, V.R., Eulálio, D., Cunha, V.R.R., Alcântara, A.C.S., and Perotti, G.F., 2023, Biomaterials based on organic polymers and layered double hydroxides nanocomposites: Drug delivery and tissue engineering, Pharmaceutics, 15 (2), 413.

[9] Bozorgian, A., Aboosadi, Z.A., Mohammadi, A., Honarvar, B., and Azimi, A., 2020, Determination of CO2 gas hydrates surface tension in the presence of non-ionic surfactants and TBAC, Rev. Roum. Chim., 65 (12), 1061–1065.

[10] Baek, S., Shin, D., Kim, G., Lee, A., Noh, J., Choi, B., Huh, S., Jeong, H., and Sung, Y., 2021, Influence of amphoteric and anionic surfactants on stability, surface tension, and thermal conductivity of Al2O3/water nanofluids, Case Stud. Therm. Eng., 25, 100995.

[11] Mandal, S., Banerjee, C., Ghosh, S., Kuchlyan, J., and Sarkar, N., 2013, Modulation of the photophysical properties of curcumin in non-ionic surfactant (Tween-20) forming micelles and niosomes: A comparative study of different microenvironments, J. Phys. Chem. B, 117 (23), 6957–6968.

[12] Ravichandran, V., Lee, M., Nguyen Cao, T.G., and Shim, M.S., 2021, Polysorbate-based drug formulations for brain-targeted drug delivery and anticancer therapy, Appl. Sci., 11 (19), 9336.

[13] Nilsson, E.J., Lind, T.K., Scherer, D., Skansberger, T., Mortensen, K., Engblom, J., and Kocherbitov, V., 2020, Mechanisms of crystallisation in polysorbates and sorbitan esters, CrystEngComm, 22 (22), 3840–3853.

[14] Lima, E., Flores, J., Cruz, A.S., Leyva-Gómez, G., and Krötzsch, E., 2013, Controlled release of ferulic acid from a hybrid hydrotalcite and its application as an antioxidant for human fibroblasts, Microporous Mesoporous Mater., 181, 1–7.

[15] Sousa, R., da Silva, B.J.M., Dias, A.A., Meneses, C.C.F., Bentes, B.A., Silva, E.O., Remédios, C.M.R., Feio, W.P., Masson, O., Alves, C.N., Arruda, M.M.S.P., and Lameira, J., 2019, Ferulate anion intercalated into Zn/Al layered double hydroxide: A promising intercalation compound for inhibition of Leishmania (L.) amazonensis, J. Braz. Chem. Soc., 30 (6), 1178–1188.

[16] Long, T., Wu, Q., Wei, J., Tang, Y., He, Y.N., He, C.L., Chen, X., Yu, L., Yu, C.L., Law, B.Y.K., Wu, J.M., Qin, D.L., Wu, A.G., and Zhou, X.G., 2022, Ferulic acid exerts neuroprotective effects via autophagy induction in C. elegans and cellular models of Parkinson’s disease, Oxid. Med. Cell. Longevity, 2022, 372567.

[17] Sivakumar, S., Murali, R., Arathanaikotti, D., Gopinath, A., Senthilkumar, C., Kesavan, S., and Madhan, B., 2021, Ferulic acid loaded microspheres reinforced in 3D hybrid scaffold for antimicrobial wound dressing, Int. J. Biol. Macromol., 177, 463–473.

[18] Mancuso, A., Cristiano, M.C., Pandolfo, R., Greco, M., Fresta, M., and Paolino, D., 2021, Improvement of ferulic acid antioxidant activity by multiple emulsions: In vitro and in vivo evaluation, Nanomaterials, 11 (2), 425.

[19] Hwang, H.J., Lee, S.R., Yoon, J.G., Moon, H.R., Zhang, J., Park, E., Yoon, S.I., and Cho, J.A., 2022, Ferulic acid as a protective antioxidant of human intestinal epithelial cells, Antioxidants, 11 (8), 1448.

[20] Muda, Z., Hashim, N., Isa, I., and Ali, N.M., 2016, Preparation of layered material Zn/Al-layered double hydroxide-ferulate nanocomposites, Sainmatika, 13 (2), 35–47.

[21] Javid, A., Ahmadian, S., Saboury, A.A., Kalantar, S.M., and Rezaei-Zarchi, S., 2014, Novel biodegradable heparin-coated nanocomposite system for targeted drug delivery, RSC Adv., 4 (26), 13719–13728.

[22] Sharif, S.N.M., Hashim, N., Isa, I.M., Bakar, S.A., Saidin, M.I., Ahmad, M.S., Mamat, M., Hussein, M.Z., and Zainul, R., 2021, Polymeric nanocomposite-based herbicide of carboxymethyl cellulose coated-zinc/aluminium layered double hydroxide-quinclorac: A controlled release purpose for agrochemicals, J. Polym. Environ., 29 (6), 1817–1834.

[23] Khan, Y., Durrani, S.K., Siddique, M., and Mehmood, M., 2011, Hydrothermal synthesis of alpha Fe2O3 nanoparticles capped by Tween-80, Mater. Lett., 65 (14), 2224–2227.

[24] Dong, L., Gou, G., and Jiao, L., 2013, Characterization of a dextran–coated layered double hydroxide acetylsalicylic acid delivery system and its pharmacokinetics in rabbit, Acta Pharm. Sin. B, 3 (6), 400–407.

[25] Castro, D.C., Cavalcante, R.P., Jorge, J., Martines, M.A.U., Oliveira, L.C.S., Casagrande, G.A., and Machulek Jr., A., 2016, Synthesis and characterization of mesoporous Nb2O5 and its application for photocatalytic degradation of the herbicide methylviologen, J. Braz. Chem. Soc., 27 (2), 303–313.

[26] Wei, M., Guo, J., Shi, Z., Yuan, Q., Pu, M., Rao, G., and Duan, X., 2007, Preparation and characterization of L-cystine and L-cysteine intercalated layered double hydroxides, J. Mater. Sci., 42 (8), 2684–2689.

[27] Mir, Z.M., Gomes, C., Bastos, A.C., Sampaio, R., Maia, F., Rocha, C., Tedim, J., Höche, D., Ferreira, M.G.S., and Zheludkevich, M.L., 2021, The stability and chloride entrapping capacity of ZnAl‒NO2 LDH in high-alkaline/cementitious environment, Corros. Mater. Degrad., 2 (1), 78–99.

[28] Costa, D.G., Rocha, A.B., Souza, W.F., Chiaro, S.S.X., and Leitão, A.A., 2012, Comparative Structural, thermodynamic and electronic analyses of ZnAlAn hydrotalcite-like compounds (An=Cl, F, Br, OH, CO32− or NO3): An ab initio study, Appl. Clay Sci., 56, 16–22.

[29] Sheikh Mohd Ghazali, S.A.I., Hussein, M.Z., and Sarijo, S.H., 2013, 3,4-Dichlorophenoxyacetate interleaved into anionic clay for controlled release formulation of a new environmentally friendly agrochemical, Nanoscale Res. Lett., 8 (1), 362.

[30] Li, S., Shen, Y., Xiao, M., Liu, D., and Fan, L., 2015, Synthesis and controlled release properties of β-naphthoxyacetic acid intercalated Mg–Al layered double hydroxides nanohybrids, Arabian J. Chem., 12 (8), 2563–2571.

[31] Sarijo, S.H., Sheikh Mohd Ghazali, S.A.I., Hussein, M.Z., and Ahmad, A.H., 2015, Intercalation, physicochemical and controlled release studies of organic-inorganic–herbicide (2,4,5-tricholorphenoxy butyric acid) nanohybrid into hydrotalcite-like compounds, Mater. Today: Proc., 2 (1), 345–354.

[32] Sajid, M., Sajid Jillani, S.M., Baig, N., and Alhooshani, K., 2022, Layered double hydroxide-modified membranes for water treatment: Recent advances and prospects, Chemosphere, 287, 132140.

[33] Abniki, M., Moghimi, A., and Azizinejad, F., 2021, Synthesis of calcium-layered double hydroxide based nanohybrid for controlled release of an anti-inflammatory drug, J. Chin. Chem. Soc., 68 (2), 343–352.

[34] Kameshima, Y., Sasaki, H., Isobe, T., Nakajima, A., and Okada, K., 2009, Synthesis of composites of sodium oleate/Mg-Al-ascorbic acid-layered double hydroxides for drug delivery applications, Int. J. Pharm., 381 (1), 34–39.

[35] Hussein, M.Z., Hussein-Al-Ali, S., Zainal, Z., and Hakim, M., 2011, Development of antiproliferative nanohybrid compound with controlled release property using ellagic acid as the active agent, Int. J. Nanomedicine, 6, 1373–1383.

[36] Murtaza, G., Ahmad, M., and Shahnaz, G., 2010, Microencapsulation of diclofenac sodium by non-solvent addition technique, Trop. J. Pharm. Res., 9 (2), 187–195.

[37] Kovanda, F., Maryšková, Z., and Kovář, P., 2011, Intercalation of paracetamol into the hydrotalcite-like host, J. Solid State Chem., 184 (12), 3329–3335.

[38] Kong, X., Shi, S., Han, J., Zhu, F., Wei, M., and Duan, X., 2010, Preparation of Glycy-L-Tyrosine intercalated layered double hydroxide film and its in vitro release behavior, Chem. Eng. J., 157 (2-3), 598–604.

[39] Hashim, N., Muda, Z., Abdul Hamid, S., Md Isa, I., Kamari, A., Mohamed, A., Hussein, M.Z., and Abd Ghani, S., 2014, Characterization and controlled release formulation of agrochemical herbicides based on zinc-layered hydroxide-3-(4-methoxyphenyl) propionate nanocomposite, J. Phys. Chem. Sci., 1 (4), 1–6.

[40] Parello, M.L., Rojas, R., and Giacomelli, C.E., 2010, Dissolution kinetics and mechanism of Mg-Al layered double hydroxides: A simple approach to describe drug release in acid media, J. Colloid Interface Sci., 351 (1), 134–139.

[41] Chang, H., Li, C., Huang, R., Su, R., Qi, W., and He, Z., 2019, Amphiphilic hydrogels for biomedical applications, J. Mater. Chem. B, 7 (18), 2899–2910.

[42] Prabhakar, K., Afzal, S.M., Surender, G., and Kishan, V., 2013, Tween 80 containing lipid nanoemulsions for delivery of indinavir to brain, Acta Pharm. Sin. B, 3 (5), 345–353.



DOI: https://doi.org/10.22146/ijc.91497

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