Research Article | Volume: 8, Issue: 10, October, 2018

Evaluation of Multifunction Bioactivities of Extracted Chitosan and their UV/Ozone Derivatives

Tamer I. M. Ragab Gehan T. El-Bassyouni Wafaa A. Helmy Hanan A. A. Taie Ahmed Refaat Medhat A. Ibrahim Eman Abd El-Hmeed Mona A. Esawy   

Open Access   

Published:  Oct 31, 2018

DOI: 10.7324/JAPS.2018.81008
Abstract

The objective of the present study was the extraction of chitosan from the seashell exoskeleton, then it was modified by the exposure to different time intervals of ultraviolet/ozone (UV/ozone). Also, the study focused on the differentiation between the properties of native chitosan and their UV/ozone forms. The molecular weight and degree of deacetylation of the extracted chitosan were determined. UV/ozone modified chitosan was analyzed using FTIR. The result proved that the irradiation of the prepared samples resulted in slight shifts in the absorbance bands position, also the occurrence of UV-induced photooxidation in the range of OH vibration. Molecular modeling at B3LYP/6-31g(d, p) and PM6 levels indicated that radiation was supposed to affect the H-bonding of the NH2 group through weak interaction with the six-respective hydrogen bonding in the three NH2 groups. UV/ozone chitosan acquired improvement in the antimicrobial activity by an increment of the exposure time against different pathogen with variable degrees. Antioxidant activity was determined using different methods and the results confirmed the role of UV/ozone in improving this property. The fibrinolytic activity reported that chitosan treated with UV/ozone for 3 and 4 h showed great activity. On the other hand, the anticoagulant activity was non-significant.


Keyword:     Chitosan UV/ozone Molecular modeling antimicrobial anticoagulant and fibrinolytic activity.


Citation:

Ragab T, El-Bassyouni GT, Helmy W, Taie H, Refaat A, Ibrahim MA, Abd El-Hmeed E, Esawy MA. Evaluation of Multifunction Bioactivities of Extracted Chitosan and their UV/Ozone Derivatives. J App Pharm Sci, 2018; 8(10): 053-062.

Copyright: © The Author(s). This is an open-access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Reference

Abd El-Rehim HA, El-Sawy NM, Hegazy el-SA, Soliman el- SA, Elbarbary AM. Improvement of antioxidant activity of chitosan by chemical treatment and ionizing radiation. Int J Biol Macromol, 2012; 50(2):403-413. https://doi.org/10.1016/j.ijbiomac.2011.12.021

Abdulkarim A, Isa MT, Abdulsalam S, Muhammad AJ, Ameh AO. Extraction and characterization of chitin and chitosan from mussel shell. Civil Environ Res, 2013; 3:108-114.

Ahlafi H, Moussout H, Boukhlifi F, Echetna M, Bennani MN, Slimane SM. Kinetics of N-Deacetylation of Chitin Extracted from Shrimp Shells Collected from Coastal Area of Morocco. Med J Chem, 2013; 2:503- 513. https://doi.org/10.13171/mjc.2.3.2013.22.01.20

AOAC. 2005. Official Methods of Analysis 15th Edition. Washington, DC: Association of Official Analytical Chemists.

Bano I, Afzal Ghauri M, Arshad MI, Yasin T, Younus M. Bioac¬tivity of variant molecular weight chitosan against drug-resistant bacteria isolated from human wounds. Microb. Drug Resist, 2017; 23:958-965. https://doi.org/10.1089/mdr.2016.0211

Benzie IFF, Strain JJ. The ferric reducing ability of plasma (FRAP) as a measure of antioxidant power, the FRAP assay. Anal Biochem, 1996; 239:70-76. https://doi.org/10.1006/abio.1996.0292

Brand-Williams W, Cuvelier ME, Berset C. Use of a free radical method to evaluate antioxidant activity. LWT-Food Sci Technol, 1995; 28:25-30. https://doi.org/10.1016/S0023-6438(95)80008-5

Ciancia M, Quintana I, Cerezo, AS. Overview of anticoagulant activity of sulfated polysaccharides from seaweeds in relation to their structures, focusing on those of green seaweeds. Curr Med Chem, 2010; 17:2503-29. https://doi.org/10.2174/092986710791556069

Feng T, Du Y, Li J, Hu Y, Kennedy JF. Enhancement of antioxidant activity of chitosan by irradiation. Carbohydr Polym, 2008; 73:126-132. https://doi.org/10.1016/j.carbpol.2007.11.003

Ferrero F. Sustainable antimicrobial finishing of cotton fabrics by chitosan UV-grafting, from laboratory experiments to semi industrial scale-up. J Clean Prod, 2015; 96:244-252. https://doi.org/10.1016/j.jclepro.2013.12.044

Gaussian 09, Revision C01, Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb Staroverov MA, Keith T, Kobayashi R, Normand J, Raghavachari K, Rendell, A, Burant JC, SIyengar S, Tomasi J, Cossi M, Rega N, Millam JM, Klene M, Knox JE, Cross JB, Bakken V, Adamo C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi R, Pomelli C, Ochterski JW, Martin RL, Morokuma K, Zakrzewski VG, Voth GA, Salvador P, Dannenberg JJ, Dapprich S, Daniels AD, Farkas O, Foresman JB, Ortiz JV, Cioslowski J, Fox DJ, Gaussian, Inc, Wallingford C.T. 2010.

Gordon MF. 1990. The mechanism of antioxidant action. London: Elsevier Applied Science 1-18.

Guirguis O, El-Bassyouni GT, Esawy MA, Abd Elkader NR, Mahmoud HM, Mostafa HM, Abdel-Zaher NA. Exposure of chitosan to UV/ozone, Structural information and antibacterial activity. J Appl Pharm Sci, 2016; 6:124-130. https://doi.org/10.7324/JAPS.2016.601217

Heinz H, Suter UW. Atomic charges for classical simulations of polar systems. J Phys Chem B, 2004; 108:18341-18352. https://doi.org/10.1021/jp048142t

Hongpattarakere T, Riyaphan O. Effect of deacetylation conditions on antimicrobial activity of chitosans prepared from carapace of black tiger shrimp (Penaeus monodon), Songklanakarin. J Sci Technol, 2008; 30(Supp l1):1-9.

Ibrahim M, Mahmoud AA. Computational notes on the reactivity of some functional groups. J Comput TheorNanosci, 2009; 6:1523-1526. https://doi.org/10.1166/jctn.2009.1205

Kowalonek J. Studies of chitosan/pectin complexes exposed to UV radiation. Int J Biol Macromol, 2017a; 103:515-524.

Kowalonek J. Surface and thermal properties of UV-irradiated chitosan/poly (ethylene oxide) blends. J Photochem Photobiol A, 2017b; 348:209-218.

Lertsutthiwong P, How NC, Chandrkrachang S, Stevens WF. Effect of Chemical Treatment on the Characteristics of Shrimp Chitosan. J Met Mater Miner, 2002; 12:11-18.

Li Q, Dunn ET, Grandmaison EW, Goosen MFA. Applications and properties of chitosan. J Bioact Compat Pol, 1992; 7:370-397. https://doi.org/10.1177/088391159200700406

Lim C, Lee DW, Israelachvili JN, Jho YS, Hwang DS. Contact time- and pH-dependent adhesion and cohesion of low molecular weight chitosan coated surfaces. Carbohydr Polym, 2015; 117:887-894. https://doi.org/10.1016/j.carbpol.2014.10.033

Michael MN, El-Zaher NA, Ibrahim SF. Investigation into surface modification of some polymeric fabrics by UV/Ozone treatment. Polym Plast Tech & Eng, 2004; 43:1041-1052. https://doi.org/10.1081/PPT-200030016

Miehlich B, Savin A, Stoll H, Preuss H. Results obtained with the correlation energy density functional of Becke and Lee Yang and Parr. Chem Phys Lett, 1989; 157:200-206. https://doi.org/10.1016/0009-2614(89)87234-3

Moon JK, Shibamoto T. Antioxidant assays for plant and food components. J Agric Food Chem. 2009; 57:1655-1666. https://doi.org/10.1021/jf803537k

Moreno-Vásqueza MJ, Valenzuela-Buitimeaa EL, Plascencia- Jatomea M, Encinas-Encinas JC, Rodríguez-Félix F, Sánchez-Valdes S, Rosas- Burgos EC, Ocano-Higuera, VM, Graciano-Verdugoa AZ. Functionalization of chitosan by a free radical reaction, Characterization, antioxidant and antibacterial potential. Carbohydr Polym, 2017; 155:117-127. https://doi.org/10.1016/j.carbpol.2016.08.056

Nawi MA, Sabar S, Jawad AH, Sheilatina, Wan Ngah WS. Adsorption of Reactive Red 4 by immobilized chitosan on glass plates: Towards the design of immobilized TiO2–chitosan synergistic photocatalyst-adsorption bilayer system. Biochem Eng J, 2010; 49:317-325. https://doi.org/10.1016/j.bej.2010.01.006

Jawad AH, Nawi MA. Oxidation of crosslinked chitosan-epichlorohydrine film and its application with TiO2 for phenol removal. Carbohyd Polym, 2012; 90:87-94. https://doi.org/10.1016/j.carbpol.2012.04.066

No HK, Lee MY. Isolation of Chitin from Crab Shell Waste. Journal Korean Soc. Food Nutrition, 1995; 24:105-113.

Oyaizu M. Studies on the product of browning reaction prepared from glucosamine. Japanese J Nutr, 1986; 44:307-315. https://doi.org/10.5264/eiyogakuzashi.44.307

Pomin VH, Pinto MMM, de Sousa ME, da Silva MC. Marine Non-Glycosaminoglycan Sulfated Glycans as Potential Pharmaceuticals. Pharmaceuticals (Basel). 2015; 8:848-864. https://doi.org/10.3390/ph8040848

Rashid TU, Rahman MM, Kabir S, Shamsuddin SM, Khan MA. A new approach for the preparation of chitosan from γ-irradiation of prawn shell, effects of radiation on the characteristics of chitosan. Poly Int, 2012; 61:1302-1308. https://doi.org/10.1002/pi.4207

Sionkowska A, Planecka A, Lewandowska K, Michalska M. The influence of UV-irradiation on thermal and mechanical properties of chitosan and silk fibroin mixtures. J Photoch Photobio B, 2014; 140:301-305. https://doi.org/10.1016/j.jphotobiol.2014.08.017

Sionkowska A, Skopinska-Wisniewska J, Planecka A, Kozlowska J, The influence of UV irradiation on the properties of chitosan films containing keratin. Polym Degrad Stab, 2010; 95:2486-2491.

Srinivasa Reddy Ch, Ammani K, Rose Mary T. In vitro evaluation of fibrinolytic and antioxidant activities of Maba buxifolia (Rottb.) Juss. Stem. J Pharmacogn Phytochem, 2015; 3:148-151.

Stewart JP, Mopac93, Fujitsu Ltd., Tokyo, Japan (Scigress Explorer v7.7.0.47), 2009.

Toan NV. Production of Chitin and Chitosan from Partially Autolyzed Shrimp Shell Materials. The Open Biomaterials Journal, 2009; 1:21-24. https://doi.org/10.2174/1876502500901010021

US Pharmacopeia of the United State of America 16th Revision, Mack Publishing Company, Washington, DC USA, 1960:317.

Ushakumari UN, Ramanujan R. Astaxanthin from shrimp shell waste. Int J Pharm Chem Res, 2012; 1:1-6.

Wang T, Turhan M, Gunasekaran S. Selected properties of pH-sensitive, biodegradable chitosan- poly (vinyl alcohol) hydrogel. Polym Int, 2004; 53:911-918. https://doi.org/10.1002/pi.1461

Wang W, Bo SQ, Li SQ, Qin W. Determination of the Mark- Houwink equation for chitosans with different degrees of deacetylation. Int J Biol Macromol, 1991; 13:281-285. https://doi.org/10.1016/0141-8130(91)90027-R

Wassel MA, Farag RS, Shehata HA, Anwar MM, Mohamed HA. Investigate the Adsorption Mechanism of Heavy Metals as Chromium Ions (Cr+3) from Different Solutions Using Modified Chitosan Egypt. J Chem. The 8th. Int Conf Text Res Div, Nat Res Centre, Cairo, 2017; 1-14.

William BJ. Electronegativity from Avogadro to Pauling, Part 1, Origins of the Electronegativity Concept. J Chem Educ, 1996; 73:11-20. https://doi.org/10.1021/ed073p11

You L, Lu F, Li D, Qiao Z, Yin Y. Preparation and flocculation properties of cationic starch/chitosan crosslinking-copolymer. J Hazard Mater, 2009; 172:38-45. https://doi.org/10.1016/j.jhazmat.2009.06.120

Zajạc A, Hanuza J, Wandas M, Dymin´ska L. Determination of N-acetylation degree in chitosan using Raman spectroscopy. Spectrochim Acta A, 2015; 134:114-120. https://doi.org/10.1016/j.saa.2014.06.071

Zainal Z, Hui LK, Hussein MZ, Abdullah AH, Hamadneh IR. Characterization of TiO2–Chitosan/Glass photocatalyst for the removal of a monoazo dye via photodegradation–adsorption process J Hazard Mater, 2009; 164:138-145.

Zhang D, Yang S, Chen Y, Liu S, Zhao H, Gu J. 60Co γ-ray Irradiation Crosslinking of Chitosan/Graphene Oxide Composite Film: Swelling, Thermal Stability, Mechanical, and Antibacterial Properties. Polymers, 2018; 10:294. doi: 10.3390/polym10030294. https://doi.org/10.3390/polym10030294

Becke AD. Density‐functional thermochemistry. III. The role of exact exchange. J Chem Phys, 1993; 98:5648-52.

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