Antiinfective properties of ursolic acid-loaded chitosan nanoparticles against Staphylococcus aureus

Antiinfective properties of ursolic acid-loaded chitosan nanoparticles against Staphylococcus aureus

The present study aimed to synthesize ursolic acid-loaded chitosan nanoparticles (UA-Ch-NPs) as an antiinfective agent against 21 Staphylococcus aureus isolates. The UA-Ch-NPs were synthesized by a simple method and then characterized by TEM, FTIR, DLS-zeta potential, and XRD analyses. According to the characterization results, highly dispersed spherical nanoparticles with a mean diameter of 258 nm and a zeta potential of + 40.1 mV were developed. The antibacterial properties of UA-Ch-NPs were investigated and their inhibitory effect on biofilm formation was demonstrated by AFM. Finally, the expression levels of icaA and icaD were measured using real-time PCR. Results indicated that the minimum inhibitory concentration (MIC) of UA and UA-Ch-NPs against S. aureus was 64 and 32 µg/mL, respectively. The treatment of bacterial cells with UA-Ch-NPs significantly decreased the expression of icaA and icaD genes which are engaged in biofilm formation. Our results indicated that UA-Ch-NPs could be a promising material for antibacterial and antibiofilm applications.

___

  • 1. Honda H, Krauss MJ, Jones JC, Olsen MA, Warren DK. The value of infectious diseases consultation in Staphylococcus aureus bacteremia. The American Journal of Medicine 2010; 123 (7): 631-637. doi: 10.1016/j.amjmed.2010.01.015
  • 2. Vasudevan P, Nair MKM, Annamalai T, Venkitanarayanan KS. Phenotypic and genotypic characterization of bovine mastitis isolates of Staphylococcus aureus for biofilm formation. Veterinary Microbiology 2003; 92 (1): 179-185. doi: 10.1016/S0378-1135(02)00360-7
  • 3. Lopez-Garcia S, Castaneda-Sanchez JI, Jimenez-Arellanes A, Dominguez-Lopez L, Castro-Mussot ME et al. Macrophage activation by ursolic and oleanolic acids during mycobacterial infection. Molecules 2015; 20 (8): 14348-14364. doi: 10.3390/molecules200814348
  • 4. Do Nascimento PGG, Lemos TLG, Bizerra AMC, Arriaga ÂMC, Ferreira DA et al. Antibacterial and antioxidant activities of ursolic acid and derivatives. Molecules 2014; 19 (1): 1317-1327. doi: 10.3390/molecules19011317
  • 5. Kozai K, Miyake Y, Kohda H, Kametaka S, Yamasaki K et al. Inhibition of glucosyltransferase from Streptococcus mutans by oleanolic acid and ursolic acid. Caries Research 1987; 21 (2): 104-108. doi: 10.1159/000261010
  • 6. Kim MJ, Kim CS, Park JY, Lim YK, Park SN et al. Antimicrobial effects of ursolic acid against mutans streptococci isolated from Koreans. International Journal of Oral Biology 2011; 36 (1): 7-11. doi: 10.1007/s12275-011-1002-8
  • 7. Jesus JA, Lago JHG, Laurenti MD, Yamamoto ES, Passero LFD. Antimicrobial activity of oleanolic and ursolic acids: an update. EvidenceBased Complementary and Alternative Medicine 2015; 2015 (3): 610-624. doi: 10.1155/2015/620472
  • 8. Wang M, Zhao T, Liu Y, Wang Q, Xing S et al. Ursolic acid liposomes with chitosan modification: promising antitumor drug delivery and efficacy. Materials Science and Engineering: C 2017; 71 (3): 1231-1240. doi: 10.1016/j.msec.2016.11.014
  • 9. Azadani RN, Sabbagh M, Salehi H, Cheshmi A, Raza A et al. Sol-gel: uncomplicated, routine and affordable synthesis procedure for utilization of composites in drug delivery. Journal of Composites and Compounds 2021; 3 (6): 57-70. doi: 10.52547/jcc.3.1.6
  • 10. Jin H, Pi J, Yang F, Wu C, Cheng X et al. Ursolic acid-loaded chitosan nanoparticles induce potent anti-angiogenesis in tumor. Applied Microbiology and Biotechnology 2016; 100 (6): 6643-6652. doi: 10.1007/s00253-016-7360-8
  • 11. Jang HW, Zareidoost A, Moradi M, Abuchenari A, Bakhtiari A et al. Photosensitive nanocomposites: environmental and biological applications. Journal of Composites and Compounds 2020; 2 (2): 50-60. doi: 10.29252/jcc.2.1.7
  • 12. Arefian M, Hojjati M, Tajzad I, Mokhtarzade A, Mazhar M et al. A review of Polyvinyl alcohol/carboxy methyl cellulose (PVA/CMC) composites for various applications. Journal of Composites and Compounds 2020; 2 (3): 69-76. doi: 10.29252/jcc.2.2.2
  • 13. Niazvand F, Cheshmi A, Zand M, NasrAzadani R, Kumari B et al. An overview of the development of composites containing Mg and Zn for drug delivery. Journal of Composites and Compounds 2020; 2 (5): 193-204. doi: 10.29252/jcc.2.4.4
  • 14. Jayakumar R, Prabaharan M, Nair SV, Tamura H. Novel chitin and chitosan nanofibers in biomedical applications. Biotechnology Advances 2010; 28 (1): 142-150. doi: 10.1016/j.biotechadv.2009.11.001
  • 15. Mohebbi S, Nezhad MN, Zarrintaj P, Jafari SH, Gholizadeh SS et al. Chitosan in biomedical engineering: a critical review. Current Stem Cell Research & Therapy 2019; 14 (2): 93-116. doi: 10.2174/1574888X13666180912142028
  • 16. Akanbi OE, Njom HA, Fri J, Otigbu AC, Clarke AM. Antimicrobial susceptibility of Staphylococcus aureus isolated from recreational waters and beach sand in eastern Cape Province of South Africa. International Journal of Environmental Research and Public Health 2017; 14 (9): 1001-1013. doi: 10.3390/ijerph14091001
  • 17. Subbiahdoss G, Reimhult E. Biofilm formation at oil-water interfaces is not a simple function of bacterial hydrophobicity. Colloids and Surfaces B: Biointerfaces 2020; 194: 111163. doi: 10.1016/j.colsurfb.2020.111163
  • 18. Kırmusaoğlu S. The methods for detection of biofilm and screening antibiofilm activity of agents. In Antimicrobials, Antibiotic Resistance, Antibiofilm Strategies and Activity Methods, IntechOpen. 2019
  • 19. Stepanović S, Vuković D, Dakić I, Savić B, Švabić-Vlahović M. A modified microtiter-plate test for quantification of staphylococcal biofilm formation. Journal of Microbiological Methods 2000; 40 (2): 175-179. doi: 10.1016/s0167-7012(00)00122-6
  • 20. Gheysarzadeh A, Ansari A, Emami MH, Razavi AE, Mofid MR. Over-expression of low-density lipoprotein receptor-related protein-1 is associated with poor prognosis and invasion in pancreatic ductal adenocarcinoma. Pancreatology 2019; 19 (3): 429-435. doi: 10.1016/j. pan.2019.02.012
  • 21. Jabeen M, Ahmad S, Shahid K, Sadiq A, Rashid U. Ursolic acid hydrazide based organometallic complexes: synthesis, characterization, antibacterial, antioxidant, and docking studies. Frontiers in Chemistry 2018; 14 (6): 343-355. doi: 10.3389/fchem.2018.00055
  • 22. Khan F, Yu H, Kim YM. Bactericidal activity of usnic acid-chitosan nanoparticles against persister cells of biofilm-forming pathogenic bacteria. Marin Drugs 2020; 18 (5): 270-281. doi: 10.3390/md18050270
  • 23. Fernandes Queiroz M, Melo KRT, Sabry DA, Sassaki GL, Rocha HAO. Does the use of chitosan contribute to oxalate kidney stone formation? Marine Drugs 2015; 13 (1): 141-158. doi: 10.3390/md13010141
  • 24. Khan DM, Manzoor MAP, Rao IV, Moosabba MS. Evaluation of biofilm formation, cell surface hydrophobicity and gelatinase activity in Acinetobacter baumannii strains isolated from patients of diabetic and non-diabetic foot ulcer infections. Biocatalysis and Agricultural Biotechnology 2019; 18 (6): 101007-101017. doi: 10.1016/j.bcab.2019.01.045
  • 25. Tyfa A, Kunicka-Styczynska A, Zabielska J. Evaluation of hydrophobicity and quantitative analysis of biofilm formation by Alicyclobacillus sp. Acta Biochimica Polonica 2015; 62 (4): 785-90. doi: 10.18388/abp.2015_1133
  • 26. Arciola CR, Campoccia D, Ravaioli S, Montanaro L. Polysaccharide intercellular adhesin in biofilm: structural and regulatory aspects. Frontiers in Cellular and Infection Microbiology 2015; 10 (5): 7-17. doi: 10.3389/fcimb.2015.00007
  • 27. Ruseva V, Jankevics H, Corbett J. An optimized filling method for capillary DLS. MethodsX 2019; 6 (2): 606-614. doi: 10.1016/j. mex.2019.03.006
  • 28. Antonio E, Junior ODRA, Marcano RGDJV, Diedrich C, Da Silva Santos J et al. Chitosan modified poly (lactic acid) nanoparticles increased the ursolic acid oral bioavailability. International Journal of Biological Macromolecules 2021; 172: 133-142. doi: 10.1016/j. ijbiomac.2021.01.041
  • 29. Jabeen M, Ahmad S, Shahid K, Sadiq A, Rashid U. Ursolic acid hydrazide based organometallic complexes: synthesis, characterization, antibacterial, antioxidant, and docking studies. Frontiers in Chemistry 2018; 6: 55. doi: 10.3389/fchem.2018.00055
  • 30. Kratz F, Senter P, Steinhagen H. Drug delivery in oncology: from basic research to cancer therapy. Weinheim, Germany: Wiley-VCH, 2013.
  • 31. Kim B, Han G, Toley BJ, Kim CK, Rotello VM et al. Tuning payload delivery in tumour cylindroids using gold nanoparticles. Nature Nanotechnology 2010; 5 (6): 465-472. doi: 10.1038/nnano.2010.58.
  • 32. Honary S, Zahir F. Effect of zeta potential on the properties of nano-drug delivery systems-a review (Part 1). Tropical Journal of Pharmaceutical Research 2013; 12 (2): 255-264. doi: 10.4314/tjpr.v12i2.19
  • 33. Wu P, Tu B, Liang J, Guo S, Cao N et al. Synthesis and biological evaluation of pentacyclic triterpenoid derivatives as potential novel antibacterial agents. Bioorganic Chemistry 2021; 109: 104692. doi: 10.1016/j.bioorg.2021.104692
  • 34. Fan W, Yan W, Xu Z, Ni H. Formation mechanism of monodisperse, low molecular weight chitosan nanoparticles by ionic gelation technique. Colloids and surfaces B: Biointerfaces 2012; 90 (1): 21-7. doi: 10.1016/j.colsurfb.2011.09.042
  • 35. Qi L, Xu Z, Jiang X, Hu C, Zou X. Preparation and antibacterial activity of chitosan nanoparticles. Carbohydrate Research 2004; 339 (16): 2693-2700. doi: 10.1016/j.carres.2004.09.007
  • 36. Brooks G, Carroll K, Butel J, Morse S, Mietzner T. Jawetz, Melnick, & Adelberg’s Medical Microbiology. New York, USA: McGraw-Hill, 2015.
  • 37. Qian W, Wang W, Zhang J, Wang T, Liu M et al. Antimicrobial and antibiofilm activities of ursolic acid against carbapenem-resistant Klebsiella pneumoniae. The Journal of Antibiotics 2020; 73 (6): 382-391. doi: 10.1038/s41429-020-0285-6
Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: Yılda 6 Sayı
  • Yayıncı: TÜBİTAK
Sayıdaki Diğer Makaleler

Chemical composition and biological activities of essential oils of two new chemotypes of Glebionis Cass.

Hüseyin SERVİ

Ultrasound assisted supramolecular liquid phase microextraction procedure for Sudan I at trace level in environmental samples

Özgür ÖZALP, Furkan UZCAN, Mustafa SOYLAK

Acetylene hydrochlorination over tin nitrogen based catalysts: effect of nitrogen carbondots as nitrogen precursor

Fuxiang LI, Ganqing ZHAO, Yibo WU, Yongjun HAN, Songtian LI, Guoxv HE, Qingbin LI, Xuerong SUN, Peisong LIU, Shiying LUO, Liping CHENG

New iodine-apatites: synthesis and crystal structure

Evgeny N. BULANOV, Sergey S. PETROV, Alexander V. KNYAZEV

A survey on surface morphology control of cross-linked poly(N-vinylpyrrolidone) polymer particle via inverse suspension polymerization

Sedat ÇETİN, Uğur SOYKAN

Cytotoxic and apoptotic effects of Hypericum androsaemum on prostate adenocarcinoma (PC-3) and hepatocellular carcinoma (Hep G2) cell lines with identification of secondary metabolites by LC-HRMS

Mehmet BOĞA, Gül ÖZHAN, Ercan ÇINAR, Ahmet Ceyhan GÖREN, Tuğçe BORAN, Ezgi ERSOY, Esra EROĞLU ÖZKAN, Nurdan YAZICI BEKTAŞ

Characterization of extracts from Papaver rhoeas and potential valorization of these extracts in dyeing applications

Beatrice GEORGE, Mohand Ouidir BOUSSOUM, Abdelkader ALI-NEHARI, Rachida OULDMOKHTAR

Investigation of PZT-5H and PZT-8 type piezoelectric effect on cycling stability on SiMWCNT containing anode materials

M. Taha DEMİRKAN, Mehbare DOĞRUSÖZ, Rezan DEMİR ÇAKAN

Photocatalytic decomposition of textile dyestuffs by photosensitive metal oxide catalysts

Gülin Selda POZAN SOYLU, Esra Yeliz ALTUN, Z. Tuba ŞİŞMANOĞLU

Enhancement of dispersion stability of inorganic additives via poly(sodium-4- styrenesulfonate) treatment geared to hydrogel applications

Filiz BORAN, Merve OKUTAN