Isolation and characterization of curcumin by antisolvent and cooling crystallization method for a potential antimicrobial nanofibrous membrane

Document Type : Original Research Article

Authors

1 Institute of Biotechnology & Genetic Engineering, University of Sindh, Jamshoro 76080, Pakistan

2 Institute of Biotechnology and Genetic Engineering, University of sindh, Jamshoro

3 Dr. M.A. Kazi Institute of Chemistry, University of Sindh, Jamshoro 76080, Pakistan

4 Pakistan council of Scientific and Industrial Research Karachi laboratories complex Karachi

5 Institute of Pharmacy Shaheed Muhtarma Benazir Bhutto Medical University Larkana Sindh, Pakistan.

Abstract

Objective(s): The main objective of this study is to develop a potential antibacterial nanofibrous membrane with a highly porous structure, and a large surface area to volume ratio from a synergistic combination of a synthetic polymer with a bioactive antimicrobial compound like curcumin for different biological applications like wound healing and food packing.
Methods: Soxhlet extraction and antisolvent cooling crystallization method were applied for the extraction of curcuminoids and curcumin. Characterization of isolated curcumin was carried out by FTIR spectroscopy and UV-spectrometry as validated according to the international conference of harmonization (ICH). The nanofibrous membrane was generated by an electrospinning technique from a synergistic mixture of polyvinyl alcohol with isolated curcumin.
Results: FTIR spectra confirm the presence of all the functional groups and UV-spectrophotometry presented total accuracy in % of 99.25 %, 99.56 %, 99.72 % and 99.96 % respectively. SEM results presented smooth, and continuous nanofibers without any bead-like structures with an average diameter of 215.38 + 29.32 nm in PVA-Cur-10 nanofibers samples. The antibacterial activity of isolated curcumin presented a 24.93+12.3 mm and 23.02 +1.2 mm zone of inhibition against S. aureus, and E.coli respectively.
Conclusions: This study presents the successful isolation of curcumin from crude curcuminoid by antisolvent and cooling crystallization method and its use in the preparation of a potential antibacterial electrospun nanofibrous membrane with PVA. The fabricated membrane exhibited excellent durability, strength and antibacterial properties, which can be used to protect wounds and food from harmful bacteria.

Keywords

Main Subjects

References

1 T. R. Charan et al., "'Comparative analysis by total yield, antimicrobial and phytochemical evaluation of curcuminoid of district Kasur: With its potential use and characterization in electrospinning nanofibers,'" https://doi.org/10.1177/15280837221111457, vol. 52, p. 152808372211114, Oct. 2022,https://doi.org/10.1177/15280837221111457
2 T. R. Charan et al., "'Nanomaterials of curcumin-hyaluronic acid': their various methods of formulations, clinical and therapeutic applications, present gap, and future directions," Futur. J. Pharm. Sci., vol. 7, no. 1, p. 126, Dec. 2021, https://doi.org/10.1186/s43094-021-00281-9  
3 P. Wen, D. H. Zhu, H. Wu, M. H. Zong, Y. R. Jing, and S. Y. Han, "Encapsulation of cinnamon essential oil in electrospun nanofibrous film for active food packaging," Food Control, vol. 59, pp. 366-376, Jan. 2016 https://doi.org/10.1016/j.foodcont.2015.06.005  
4 B. A. R. N. Durand, C. Pouget, C. Magnan, V. Molle, J. P. Lavigne, and C. Dunyach-Remy, "Bacterial Interactions in the Context of Chronic Wound Biofilm: A Review," Microorganisms, vol. 10, no. 8, Aug. 2022, https://doi.org/10.3390/microorganisms10081500  
5 V. K. Pandey, S. N. Upadhyay, K. Niranjan, and P. K. Mishra, "Antimicrobial biodegradable chitosan-based composite Nano-layers for food packaging," Int. J. Biol. Macromol., vol. 157, pp. 212-219, Aug. 2020, https://doi.org/10.1016/j.ijbiomac.2020.04.149  
6 K. Zhang et al., "Double-Layer Nanofibrous Sponge Tube via Electrospun Fiber and Yarn for Promoting Urethral Regeneration," Adv. Fiber Mater., 2023, https://doi.org/10.1007/s42765-022-00252-6  
7 H. Abral et al., "Highly transparent and antimicrobial PVA based bionanocomposites reinforced by ginger nanofiber," Polym. Test., vol. 81, p. 106186, Jan. 2020, https://doi.org/10.1016/j.polymertesting.2019.106186  
8 J. C. Park et al., "Electrospun poly(vinyl alcohol) nanofibers: effects of degree of hydrolysis and enhanced water stability," Polym. J. 2010 423, vol. 42, no. 3, pp. 273-276, Jan. 2010, https://doi.org/10.1038/pj.2009.340  
9 M. A. Teixeira, M. T. P. Amorim, and H. P. Felgueiras, "Poly(Vinyl Alcohol)-Based Nanofibrous Electrospun Scaffolds for Tissue Engineering Applications," Polymers (Basel)., vol. 12, no. 1, Jan. 2020, https://doi.org/10.3390/polym12010007  
10 Z. Czibulya et al., "The Effect of the PVA/Chitosan/Citric Acid Ratio on the Hydrophilicity of Electrospun Nanofiber Meshes," Polym. 2021, Vol. 13, Page 3557, vol. 13, no. 20, p. 3557, Oct. 2021, https://doi.org/10.3390/polym13203557  
11 D. Hu and L. Wang, "Physical and antibacterial properties of polyvinyl alcohol films reinforced with quaternized cellulose," J. Appl. Polym. Sci., vol. 133, no. 25, Jul. 2016 https://doi.org/10.1002/app.43552  
12 S. Mitra, T. Mateti, S. Ramakrishna, and A. Laha, "A Review on Curcumin-Loaded Electrospun Nanofibers and their Application in Modern Medicine," JOM 2022 749, vol. 74, no. 9, pp. 3392-3407, Feb. 2022 https://doi.org/10.1007/s11837-022-05180-9  
13 S. Tripathy et al., "Curcumin Extraction, Isolation, Quantification and Its Application in Functional Foods: A Review With a Focus on Immune Enhancement Activities and COVID-19," Front. Nutr., vol. 8, p. 675, Sep. 2021 https://doi.org/10.3389/fnut.2021.747956  
14 B. Kocaadam and N. Şanlier, "Curcumin, an active component of turmeric (Curcuma longa), and its effects on health," Crit. Rev. Food Sci. Nutr., vol. 57, no. 13, pp. 2889-2895, Sep. 2017 https://doi.org/10.1080/10408398.2015.1077195  
15 G. Grynkiewicz and P. Ślifirski, "Curcumin and curcuminoids in quest for medicinal status.," Acta Biochim. Pol., vol. 59, no. 2, pp. 201-212, May 2012 https://doi.org/10.18388/abp.2012_2139  
16 "Quantitative analysis of Curcuminoid collected from different location in Indonesia by TLC-Densitometry and its antioxidant capacity"  
17 T. Jiang, R. Ghosh, and C. Charcosset, "Extraction, purification and applications of curcumin from plant materials-A comprehensive review," Trends Food Sci. Technol., vol. 112, pp. 419-430, Jun. 2021 https://doi.org/10.1016/j.tifs.2021.04.015  
18 N. Ahmad et al., "Isolation, characterization, and quantification of curcuminoids and their comparative effects in cerebral ischemia," http://dx.doi.org/10.1080/10826076.2017.1293549, vol. 40, no. 3, pp. 133-146, Feb. 2017 https://doi.org/10.1080/10826076.2017.1293549  
19 N. Rathi and V. G. Gaikar, "Crystallization of Curcumin and Cinnamic Acid from Aqueous Solutions of Hydrotropes," J. Cryst. Process Technol., vol. 08, no. 03, pp. 73-87, 2018 https://doi.org/10.4236/jcpt.2018.83005  
20 J. Liu, M. Svärd, P. Hippen, and Å. C. Rasmuson, "Solubility and crystal nucleation in organic solvents of two polymorphs of curcumin," J. Pharm. Sci., vol. 104, no. 7, pp. 2183-2189, Jul. 2015 https://doi.org/10.1002/jps.24463  
21 L. Péret-Almeida, A. P. F. Cherubino, R. J. Alves, L. Dufossé, and M. B. A. Glória, "Separation and determination of the physico-chemical characteristics of curcumin, demethoxycurcumin and bisdemethoxycurcumin," Food Res. Int., vol. 38, no. 8-9, pp. 1039-1044, https://doi.org/10.1016/j.foodres.2005.02.021  
22 A. Viçosa, J. J. Letourneau, F. Espitalier, and M. Inês Ré, "An innovative antisolvent precipitation process as a promising technique to prepare ultrafine rifampicin particles," J. Cryst. Growth, vol. 342, no. 1, pp. 80-87. https://doi.org/10.1016/j.jcrysgro.2011.09.012  
23 E. Horosanskaia, L. Yuan, A. Seidel-morgenstern, and H. Lorenz, "Purification of curcumin from ternary extract-similar mixtures of curcuminoids in a single crystallization step," Crystals, vol. 10, no. 3, 2020. https://doi.org/10.3390/cryst10030206  
24 M. Kakran et al., "Preparation of nanoparticles of poorly water-soluble antioxidant curcumin by antisolvent precipitation methods," JNR, vol. 14, no. 3, p. 757, Mar. 2012. https://doi.org/10.1007/s11051-012-0757-0  
25 K. S. Chadchan, S. N. Das, J. G. Jargar, and K. K. Das, "A Comparative Study on Anti-diabetic Effects of Aqueous arietinum extracts on Alloxan Induced Diabetic Male Albino Rats," J. Young Pharm., vol. 9, no. 2, pp. 230-233, 2017. https://doi.org/10.5530/jyp.2017.9.45  
26 R. S. Pandit, S. C. Gaikwad, G. A. Agarkar, A. K. Gade, and M. Rai, "Curcumin nanoparticles: physico-chemical fabrication and its in vitro efficacy against human pathogens," 3 Biotech, vol. 5, no. 6, p. 991. https://doi.org/10.1007/s13205-015-0302-9  
27 A. A. Tunio, S. H. Naqvi, Q. U. N. Tunio, T. Rehman Charan, M. A. Bhutto, and M. H. Mughari, "Determination of Antioxidant, Antimicrobial Properties with Evaluation of Biochemicals and Phytochemicals Present in Oscillatoria limosa of District Jamshoro, Pakistan," Yuz. Yıl Univ. J. Agric. Sci., vol. 32, no. 3, pp. 538-547. https://doi.org/10.29133/yyutbd.1112896  
28 Q. U. N. Tunio et al., "Determination of Phytochemicals, Antimicrobial, Antioxidant and Allelopathic Effects of Fagonia cretica L., collected from Jamshoro, Pakistan," Yuz. Yıl Univ. J. Agric. Sci., vol. 32, no. 4, pp. 785-794. https://doi.org/10.29133/yyutbd.1122798  
29 M. M. Mahmud, S. Zaman, A. Perveen, R. A. Jahan, M. F. Islam, and M. T. Arafat, "Controlled release of curcumin from electrospun fiber mats with antibacterial activity," J. Drug Deliv. Sci. Technol., vol. 55, p. 101386, 2020. https://doi.org/10.1016/j.jddst.2019.101386  
30 S. S. Hettiarachchi, S. P. Dunuweera, A. N. Dunuweera, and R. M. G. Rajapakse, "Synthesis of Curcumin Nanoparticles from Raw Turmeric Rhizome," ACS Omega, vol. 6, no. 12, pp. 8246-8252, Mar. 2021. https://doi.org/10.1021/acsomega.0c06314  
31 P. Kushwaha, B. Shukla, J. Dwivedi, and S. Saxena, "Validated high-performance thin-layer chromatographic analysis of curcumin in the methanolic fraction of Curcuma longa L. rhizomes," Futur. J. Pharm. Sci. 2021 71, vol. 7, no. 1, pp. 1-7. https://doi.org/10.1186/s43094-021-00330-3  
32 B. Fonseca-Santos, M. P. D. Gremião, and M. Chorilli, "A simple reversed phase high-performance liquid chromatography (HPLC) method for determination of in situ gelling curcumin-loaded liquid crystals in in vitro performance tests," Arab. J. Chem., vol. 10, no. 7, pp. 1029-1037, Nov. 2017. https://doi.org/10.1016/j.arabjc.2016.01.014  
33 D. W. G. Harron, "Technical Requirements for Registration of Pharmaceuticals for Human Use: The ICH Process," Textb. Pharm. Med., vol. 1994, no. November 1996, pp. 447-460, 2013. https://doi.org/10.1002/9781118532331.ch23  
34 R. A. Da Silva-Buzanello et al., "Validation of an Ultraviolet-visible (UV-Vis) technique for the quantitative determination of curcumin in poly(l-lactic acid) nanoparticles," Food Chem., vol. 172, pp. 99-104, Apr. 2015. https://doi.org/10.1016/j.foodchem.2014.09.016  
35 P. Ratnatilaka Na Bhuket, W. Wichitnithad, O. Sudtanon, and P. Rojsitthisak, "A stability-indicating UPLC method for the determination of curcumin diethyl disuccinate, an ester prodrug of curcumin, in raw materials," Heliyon, vol. 6, no. 8, p. e04561, Aug. 2020. https://doi.org/10.1016/j.heliyon.2020.e04561  
36 H. A. Pawar, A. J. Gavasane, and P. D. Choudhary, "A Novel and Simple Approach for Extraction and Isolation of Curcuminoids from Turmeric Rhizomes," Adv. Recycl. Waste Manag., vol. 06, no. 01, pp. 1-4, 2018. https://doi.org/10.4172/2475-7675.1000300  
37 P. R. K. Mohan, G. Sreelakshmi, C. V. Muraleedharan, and R. Joseph, "Water soluble complexes of curcumin with cyclodextrins: Characterization by FT-Raman spectroscopy," Vib. Spectrosc., vol. Complete, no. 62, pp. 77-84, Sep. 2012. https://doi.org/10.1016/j.vibspec.2012.05.002  
38 A. Ubeyitogullari and O. N. Ciftci, "A novel and green nanoparticle formation approach to forming low-crystallinity curcumin nanoparticles to improve curcumin's bioaccessibility," Sci. Reports 2019 91, vol. 9, no. 1, pp. 1-11, Dec. 2019. https://doi.org/10.1038/s41598-019-55619-4  
39 D. Zheng et al., "Antibacterial Mechanism of Curcumin: A Review," Chem. Biodivers., vol. 17, no. 8, p. e2000171, Aug. 2020, doi: 10.1002/CBDV.202000171. https://doi.org/10.1002/cbdv.202000171  
40 C. Dai et al., "The Natural Product Curcumin as an Antibacterial Agent: Current Achievements and Problems," Antioxidants 2022, Vol. 11, Page 459, vol. 11, no. 3, p. 459, Feb. 2022. https://doi.org/10.3390/antiox11030459  
41 A. Adamczak, M. Ożarowski, and T. M. Karpiński, "Curcumin, a Natural Antimicrobial Agent with Strain-Specific Activity," Pharmaceuticals, vol. 13, no. 7, pp. 1-12, Jul. 2020. https://doi.org/10.3390/ph13070153  
42 A. Di Salle et al., "Antimicrobial and Antibiofilm Activity of Curcumin-Loaded Electrospun Nanofibers for the Prevention of the Biofilm-Associated Infections," Molecules, vol. 26, no. 16, Aug. 2021. https://doi.org/10.3390/molecules26164866  
43 A. Adamczak, M. Ożarowski, and T. M. Karpiński, "Curcumin, a Natural Antimicrobial Agent with Strain-Specific Activity," Pharmaceuticals, vol. 13, no. 7, pp. 1-12, Jul. 2020. https://doi.org/10.3390/ph13070153  
44 A. Di Salle et al., "Antimicrobial and Antibiofilm Activity of Curcumin-Loaded Electrospun Nanofibers for the Prevention of the Biofilm-Associated Infections," Molecules, vol. 26, no. 16, Aug. 2021. https://doi.org/10.3390/molecules26164866  
45 M. Zamani, M. P. Prabhakaran, and S. Ramakrishna, "Advances in drug delivery via electrospun and electrosprayed nanomaterials," Int. J. Nanomedicine, vol. 8, pp. 2997-3017, Aug. 2013. https://doi.org/10.2147/IJN.S43575  
46 X. Hu, S. Liu, G. Zhou, Y. Huang, Z. Xie, and X. Jing, "Electrospinning of polymeric nanofibers for drug delivery applications," J. Control. Release, vol. 185, no. 1, pp. 12-21, Jul. 2014. https://doi.org/10.1016/j.jconrel.2014.04.018  
47 P. Snetkov, S. Morozkina, R. Olekhnovich, and M. Uspenskaya, "Electrospun curcumin-loaded polymer nanofibers: solution recipes, process parameters, properties, and biological activities," Mater. Adv., vol. 3, no. 11, pp. 4402-4420, Jun. 2022. https://doi.org/10.1039/D2MA00440B  
48 M. M. Mahmud, S. Zaman, A. Perveen, R. A. Jahan, M. F. Islam, and M. T. Arafat, "Controlled release of curcumin from electrospun fiber mats with antibacterial activity," J. Drug Deliv. Sci. Technol., vol. 55, no. November 2019, p. 101386, 2020. https://doi.org/10.1016/j.jddst.2019.101386  
49 M. M. Mahmud, A. Perveen, M. A. Matin, and M. T. Arafat, "Effects of binary solvent mixtures on the electrospinning behavior of poly (vinyl alcohol)," Mater. Res. Express, vol. 5, no. 11, Nov. 2018. https://doi.org/10.1088/2053-1591/aadf1f  
50 M. K. Gaydhane, J. S. Kanuganti, and C. S. Sharma, "Honey and curcumin loaded multilayered polyvinylalcohol/cellulose acetate electrospun nanofibrous mat for wound healing," J. Mater. Res., vol. 35, no. 6, pp. 600-609, Mar. 2020. https://doi.org/10.1557/jmr.2020.52
Nanomedicine Research Journal
Volume 8, Issue 3
July 2023
Pages 246-258

Files

Share

How to cite

Statistics