SOLID DISPERSION OF ETHYL P-METHOXYCINNAMATE (EPMC) FROM KAEMPFERIA GALANGA RHIZOME BY FREEZE-DRYING METHOD

Authors

  • ADHITYA JESSICA Department of Pharmaceutics, Faculty of Pharmacy, Universitas Andalas, Padang-25163, Indonesia
  • INDAH TRI AZIZAH Bachelor Program, Faculty of Pharmacy, Universitas Andalas, Padang-25163, Indonesia
  • LILI FITRIANI Bachelor Program, Faculty of Pharmacy, Universitas Andalas, Padang-25163, Indonesia
  • USWATUL HASANAH Department of Pharmaceutics, Faculty of Pharmacy, Universitas Andalas, Padang-25163, Indonesia
  • ERIZAL ZAINI Department of Pharmaceutics, Faculty of Pharmacy, Universitas Andalas, Padang-25163, Indonesia

DOI:

https://doi.org/10.22159/ijap.2025.v17s1.01

Keywords:

Ethyl p-Methoxycinnamate, Kaempferia galanga, HPMC K4M, solid dispersion, dissolution rate, freeze-drying

Abstract

Objective: To increase the dissolution rate of Ethyl p-methoxycinnamate (EPMC), which was isolated from Kaempferia galanga rhizome, this study aimed to prepare and characterize a Solid Dispersion (SD) system using the hydrophilic polymer Hydroxypropyl Methylcellulose (HPMC) K4M.

Methods: EPMC was isolated from the rhizome of Kaempferia galanga and identified using a melting point instrument (Differential Scanning Calorimetry) and Thin Layer Chromatography (TLC). Three distinct EPMC and HPMC K4M ratios-1:1, 1:2, and 1:3 (w/w)-were freeze-dried to prepare the SD. Fourier Transform Infrared (FT-IR) spectroscopy, Scanning Electron Microscopy (SEM), Powder X-ray Diffraction (PXRD), and Differential Scanning Calorimetry (DSC) were used to characterize the SD. For 60 min, the dissolution test was carried out in distilled water free of CO2 and with an extra 0.1% Sodium Lauryl Sulfate (SLS).

Results: The characterization of SD systems showed a decrease in the endothermic peak and melting point in the DSC analysis, decreased peak intensity in the PXRD patterns, unchanged chemical structure in FT-IR analysis, and pores formation on the surface in SEM analysis. A significant increase in dissolution rate (p<0.05) was observed, with a 3.63-fold improvement for the 1:3 SD (60.603±1.163%) compared to intact EPMC (16.684±1.352%).

Conclusion: The SD of EPMC-HPMC K4M was successfully formed, and a higher dissolution rate was achieved than that of the intact EPMC.

References

Nonglang FP, Khale A, Bhan S. Phytochemical characterization of the ethanolic extract of Kaempferia galanga rhizome for antioxidant activities by HPTLC and GCMS. Futur J Pharm Sci. 2022 Dec 8;8(1):1-12.

Adianingsih OR, Widaryanto E, Saitama A, Zaini AH. Analysis of bioactive compounds present in Kaempferia galanga rhizome collected from different regions of east Java, Indonesia. IOP Conf Ser.: Earth Environ Sci. 2021 Nov 1;913(1):1-7. doi: 10.1088/1755-1315/913/1/012074.

Rachmaniar R, Riasari H, Fauziah L, Kenti FR, Ferdiansyah R. The effect of cocrystallization method and citric acid as co-former on water solubility of ethyl p-metoxycinnamate particle. AIP Conf Proc. 2020:080013. doi: 10.1063/5.0003178.

Rachmaniar R, Warya S, Ferdiansyah R, Riasari H, Gumelar A, Kenti. Pharmaceutical cocrystal of ethyl p-methoxycinnamate: formulation and characterization. In: 2nd Bakti Tunas Husada-Health Science International Conference (BTH-HSIC 2019). At-lantis Press; 2020. p. 96-101. doi: 10.2991/ahsr.k.200523.024.

Rachmaniar R, Gozali D, Panatarani C, Legowo WP, Warya S, Rusdiana T. Solubility enhancement of ethyl p-methoxycinnamate under nanoscale confinement. J Chin Pharm Sci. 2022;31(6):461. doi: 10.5246/jcps.2022.06.040.

Kumar R, Singh A, Salwan R, Bhanot R, Rahar S, Dhawan RK. An informative review on solid dispersion. GSC Biol Pharm Sci. 2023 Jan 30;23(1):114-21. doi: 10.30574/gscbps.2023.22.1.0498.

Mardiyanto M, Untari B, Mara A, Ferdiansyah DF. Formation of hydroxyl-amide solid dispersion involving azithromycin and chitosan-alginate biopolymer to increase the dissolution rate of azithromycin. Sci Technol Indones. 2023 Oct 1;8(4):647-53. doi: 10.26554/sti.2023.8.4.647-653.

Butar Butar ME, Wathoni N, Ratih H, Windhu Wardhana Y. Solid dispersion technology for improving the solubility of antiviral drugs. Pharm Sci Res. 2023 Apr 30;10(1):1-19. doi: 10.7454/psr.v10i1.1292.

Kaushik R, Budhwar V, Kaushik D. An overview on recent pat-ents and technologies on solid dispersion. Recent Pat Drug Deliv Formul. 2020 Oct 13;14(1):63-74. doi: 10.2174/1872211314666200117094406, PMID 31951172.

IS, An R. A review on freeze-drying: a stability enhancement technique. Res J Pharm Technol. 2022 Oct 21;15(10):4841-6.

Kamil WM, Mat Jafri MZ, Omar AF, Tan CH. Wan Ahmad [The performance and stability of titanium dioxide and ethylhexyl methoxycinnamate as sunscreen filter: a comparison study]. In: Popp J, Tuchin VV, Pavone FS, editors. Biophotonics. Photonic Solutions for Better Health Care VI. SPIE; 2018. p. 153.

Sato H, Ogino M, Yakushiji K, Suzuki H, Shiokawa KI, Kikuchi H. Ginger extract-loaded solid dispersion system with enhanced oral absorption and antihypothermic action. J Agric Food Chem. 2017 Feb 22;65(7):1365-70. doi: 10.1021/acs.jafc.6b04740, PMID 28132501.

Da Silva Junior WF, de Oliveira Pinheiro JG, Moreira CD, de Souza FJ, de Lima AA. Alternative technologies to improve solubility and stability of poorly water-soluble drugs. In: Multifunctional systems for combined delivery, Biosensing and diagnostics. El-sevier; 2017. p. 281-305. doi: 10.1016/B978-0-323-52725-5.00015-0.

Chavan RB, Rathi S, Jyothi VG, Shastri NR. Cellulose based poly-mers in development of amorphous solid dispersions. Asian J Pharm Sci. 2019 May;14(3):248-64. doi: 10.1016/j.ajps.2018.09.003, PMID 32104456.

Weerapol Y, Tubtimsri S, Jansakul C, Sriamornsak P. Improved dissolution of Kaempferia parviflora extract for oral administration by preparing solid dispersion via solvent evaporation. Asian J Pharm Sci. 2017 Mar;12(2):124-33. doi: 10.1016/j.ajps.2016.09.005, PMID 32104321.

Alezzy AA. Solubility and dissolution rate enhancement of ace-clofenac by solid dispersion employing kneading and solvent evaporation techniques. Tikrit J Pharm Sci. 2024 Jun 25;18(1):22-30. doi: 10.25130/tjphs.2024.18.1.3.22.30.

Budiman A, Sopyan I, Riyandi DS. Enhancement of glibenclamide dissolution rate by solid dispersion method using HPMC and PVP. Int J App Pharm. 2019 Jun 12:11(5):19-24. doi: 10.22159/ijap.2019v11i5.34137.

Fitriani L, Tirtania S, Umar S, Zaini E. Enhancing the solubility and dissolution rate of piperine via preparation of piperine-hydroxypropyl methylcellulose 2910 solid dispersion system using freeze-drying method. J Pharm Pharmacogn Res. 2024 Jan 1;12(1):175-83. doi: 10.56499/jppres23.1734_12.1.175.

Ciesla L, Waksmundzka Hajnos M, Sherma J. Thin layer chroma-tography. In: Grinberg N, editor. Ewing’s analytical instrumentation handbook. 4th ed. CRC Press; 2019. p. 921-42. doi: 10.1201/9781315118024-30.

Nara O. Automatic twin vessel recrystallizer. Effective purification of acetaminophen by successive automatic recrystallization and absolute determination of purity by DSC. Anal Chim Acta. 2011 Jan;685(1):91-102. doi: 10.1016/j.aca.2010.11.011, PMID 21168556.

Ishtiaq M, Asghar S, Khan IU, Iqbal MS, Khalid SH. Development of the amorphous solid dispersion of curcumin: a rational selection of polymers for enhanced solubility and dissolution. Crystals. 2022 Nov 10;12(11):1606. doi: 10.3390/cryst12111606.

Yuliandra Y, Fitriani L, Kurniawan R, Yasardi F, Zaini E. Solid dispersions of famotidine: physicochemical properties and in vivo comparative study on the inhibition of hyperacidity. Chemistry Select. 2020 Aug 7;5(29):9218-25. doi: 10.1002/slct.202001796.

Statton WO. An X‐ray crystallinity index method with applica-tion to poly(ethylene terephthalate). J Appl Polym Sci. 1963 May 9;7(3):803-15. doi: 10.1002/app.1963.070070302.

Colombo M, Orthmann S, Bellini M, Staufenbiel S, Bodmeier R. Influence of drug brittleness, nanomilling time, and freeze-drying on the crystallinity of poorly water-soluble drugs and its implications for solubility enhancement. AAPS Pharm Sci Tech. 2017 Oct 6;18(7):2437-45. doi: 10.1208/s12249-017-0722-4, PMID 28168626.

Rosiak N, Wdowiak K, Tykarska E, Cielecka Piontek J. Amor-phous solid dispersion of hesperidin with polymer excipients for enhanced apparent solubility as a more effective approach to the treatment of civilization diseases. Int J Mol Sci. 2022 Dec 2;23(23):15198. doi: 10.3390/ijms232315198, PMID 36499518.

Jermain SV, Miller D, Spangenberg A, Lu X, Moon C, Su Y. Homo-geneity of amorphous solid dispersions-an example with KinetiSol®. Drug Dev Ind Pharm. 2019 May 4;45(5):724-35. doi: 10.1080/03639045.2019.1569037, PMID 30653376.

Park SH, Song IS, Choi MK. Preparation and characterization of quercetin-loaded solid dispersion by solvent evaporation and freeze-drying method. Mass Spectrom Lett. 2016 Sep 30;7(3):79-83. doi: 10.5478/MSL.2016.7.3.79.

Rachmaniar R, Warya S, Ferdiansyah R, Riasari H, Gumelar A, Kenti. Pharmaceutical cocrystal of ethyl p-methoxycinnamate: formulation and characterization. In: The proceedings of the 2nd bakti tunas husada-health Science International Conference (BTH-HSIC 2019). Paris, France: Atlantis Press; 2020. doi: 10.2991/ahsr.k.200523.024.

Ekowati J, Widyowati RR, Isadiartuti D. Preparation of an inclu-sion complex system of ethyl p-methoxycinnamate-hydroxypropyl-β-cyclodextrin: characterization and solubility evaluation. Res J Pharm Biol Chem Sci. 2017;8(1):1486-94.

Umar S, Usman H, Salsabila H, Zaini E. Solid dispersion of tenoxicam-HPMC by freeze-drying: solid-state properties, dis-solution study, and analgesic activity in mice. Open Access Ma-ced J Med Sci. 2022 Apr 25;10(A):800-6. doi: 10.3889/oamjms.2022.9553.

Zaini E, Fitriani L, Effendy S, Noviza D, Halim A. Preparation and characterization of solid dispersion telmisartan-hydroxypropyl methyl cellulose(HPMC) E5 lV by co-grinding method. Orient J Chem. 2017 Apr 28;33(2):873-8. doi: 10.13005/ojc/330236.

Minhaz MA, Rahman MM, Ahsan MQ, Khalipha AB, Chowdhury MR. Dissolution enhancement of poorly soluble drug by solvent evaporation method using hydrophilic polymer: a solid disper-sion technique. Int J Pharma Life Sci. 2012 Dec 14;1(2):1-18. doi: 10.3329/ijpls.v1i2.12952.

Xu WJ, Xie HJ, Cao QR, Shi LL, Cao Y, Zhu XY. Enhanced dissolution and oral bioavailability of valsartan solid dispersions prepared by a freeze-drying technique using hydrophilic polymers. Drug Deliv. 2016 Jan 2;23(1):41-8. doi: 10.3109/10717544.2014.903012, PMID 24735247.

Published

24-02-2025

How to Cite

JESSICA, A., AZIZAH, I. T., FITRIANI, L., HASANAH, U., & ZAINI, E. (2025). SOLID DISPERSION OF ETHYL P-METHOXYCINNAMATE (EPMC) FROM KAEMPFERIA GALANGA RHIZOME BY FREEZE-DRYING METHOD. International Journal of Applied Pharmaceutics, 17(1), 1–7. https://doi.org/10.22159/ijap.2025.v17s1.01

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