Novel chitosan oligosaccharide-based nanoparticles for gastric mucosal administration of the phytochemical “apocynin”

References

• Dudhani AR, Kosaraju SL. Bioadhesive chitosan nanoparticles: preparation and characterization. Carbohydr Polym. 2010;81(2):243–251. doi:10.1016/j.carbpol.2010.02.026
   Web of Science ®Google Scholar
• Patel BK, Parikh RH, Aboti PS. Development of oral sustained release rifampicin loaded chitosan nanoparticles by design of experiment. J Drug Deliv. 2013;2013. doi:10.1155/2013/370938
   Google Scholar
• Divya K, Jisha MS. Chitosan nanoparticles preparation and applications. Environ Chem Lett. 2018;16(1):101–112. doi:10.1007/s10311-017-0670-y
   Web of Science ®Google Scholar
• Grenha A. Chitosan nanoparticles: a survey of preparation methods. ‎J Drug Target. 2012;20(4):291–300. doi:10.3109/1061186X.2011.65412122296336
   PubMed Web of Science ®Google Scholar
• Smith J, Wood E, Dornish M. Effect of chitosan on epithelial cell tight junctions. Pharm Res. 2004;21(1):43–49. doi:10.1023/B:PHAM.0000012150.60180.e314984256
   PubMed Web of Science ®Google Scholar
• Čalija B, Milić J, Cekić N, Krajišnik D, Daniels R, Savić S. Chitosan oligosaccharide as prospective cross-linking agent for naproxen-loaded Ca-alginate microparticles with improved pH sensitivity. Drug Dev Ind Pharm. 2013;39(1):77–88. doi:10.3109/03639045.2012.65881322339172
   PubMed Web of Science ®Google Scholar
• Ye Y, Xu Y, Liang W, et al. DNA-loaded chitosan oligosaccharide nanoparticles with enhanced permeability across Calu-3 cells. J Drug Target. 2013;21(5):474–486. doi:10.3109/1061186X.2013.76688523480724
   PubMed Web of Science ®Google Scholar
• Muanprasat C, Chatsudthipong V. Chitosan oligosaccharide: biological activities and potential therapeutic applications. Pharmacol Ther. 2017;170:80–97. doi:10.1016/j.pharmthera.2016.10.01327773783
   PubMed Web of Science ®Google Scholar
• Qiao Y, Bai XF, Du YG. Chitosan oligosaccharides protect mice from LPS challenge by attenuation of inflammation and oxidative stress. Int Immunopharmacol. 2011;11(1):121–127. doi:10.1016/j.intimp.2010.10.01621059391
   PubMed Web of Science ®Google Scholar
• Yang EJ, Kim JG, Kim JY, Kim SC, Lee NH, Hyun CG. Anti-inflammatory effect of chitosan oligosaccharides in RAW 264.7 cells. Cent Eur J Biol. 2010;5(1):95–102. doi:10.2478/s11535-009-0066-5
   Google Scholar
• Yousef M, Pichyangkura R, Soodvilai S, Chatsudthipong V, Muanprasat C. Chitosan oligosaccharide as potential therapy of inflammatory bowel disease: therapeutic efficacy and possible mechanisms of action. Pharmacol Res. 2012;66(1):66–79. doi:10.1016/j.phrs.2012.03.01322475725
   PubMed Web of Science ®Google Scholar
• Prabhu V, Shivani A. An overview of history, pathogenesis and treatment of perforated peptic ulcer disease with evaluation of prognostic scoring in adults. Ann Med Health Sci Res. 2014;4(1):22–29. doi:10.4103/2141-9248.12660424669326
   PubMedGoogle Scholar
• Liu YH, Zhang ZB, Zheng YF, et al. Gastroprotective effect of andrographolide sodium bisulfite against indomethacin-induced gastric ulceration in rats. Int Immunopharmacol. 2015;26(2):384–391. doi:10.1016/j.intimp.2015.04.00925916678
   PubMed Web of Science ®Google Scholar
• Fan R, Shan X, Qian H, et al. Protective effect of apocynin in an established alcoholic steatohepatitis rat model. Immunopharmacol Immunotoxicol. 2012a;34(4):633–638. doi:10.3109/08923973.2011.64826622233197
   PubMed Web of Science ®Google Scholar
• Kinoshita H, Matsumura T, Ishii N, et al. Apocynin suppresses the progression of atherosclerosis in apoE-deficient mice by inactivation of macrophages. Biochem Biophys Res Commun. 2013;431(2):124–130. doi:10.1016/j.bbrc.2012.12.07523318172
   PubMedGoogle Scholar
• Marín M, Giner RM, Ríos JL, Recio Mdel C. Protective effect of apocynin in a mouse model of chemically-induced colitis. Planta Med. 2013;79(15):1392–1400. doi:10.1055/s-0033-135071023970425
   PubMed Web of Science ®Google Scholar
• Hwang YJ, Lee SJ, Park JY, et al. Apocynin suppresses lipopolysaccharide-induced inflammatory responses through the inhibition of MAP kinase signaling pathway in RAW264.7 cells. Drug Dev Res. 2016;77(6):271–277. doi:10.1002/ddr.2132127488478
   PubMed Web of Science ®Google Scholar
• Ximenes VF, Kanegae MP, Rissato SR, Galhiane MS. The oxidation of apocynin catalyzed by myeloperoxidase: proposal for NADPH oxidase inhibition. Arch Biochem Biophys. 2007;457(2):134–141. doi:10.1016/j.abb.2006.11.00617166480
   PubMed Web of Science ®Google Scholar
• Aman RM, Abu Hashim II, Meshali MM. Novel chitosan-based solid-lipid nanoparticles to enhance the bio-residence of the miraculous phytochemical “apocynin”. Eur J Pharm Sci. 2018;124:304–318. doi:10.1016/j.ejps.2018.09.00130193859
   PubMed Web of Science ®Google Scholar
• Brenza TM, Ghaisas S, Ramirez JEV, et al. Neuronal protection against oxidative insult by polyanhydride nanoparticle-based mitochondria-targeted antioxidant therapy. Nanomedicine. 2017;13(3):809–820. doi:10.1016/j.nano.2016.10.00427771430
   PubMed Web of Science ®Google Scholar
• de Oliveira JK, Ronik DF, Ascari J, Mainardes RM, Khalil NM. Nanoencapsulation of apocynin in bovine serum albumin nanoparticles: physicochemical characterization. ‎J Nanosci Nanotechnol Asia. 2018;8(1):90–99. doi:10.2174/2210681206666160822112408
   Google Scholar
• Sharma S, Parmar A, Bhardwaj R, Kaur T. Design and characterization of apocynin loaded PLGA nanoparticles and their in vivo efficacy in hyperoxaluric rats. Curr Drug Deliv. 2018;15(7):1020–1027. doi:10.2174/156720181566618022816351929493454
   PubMedGoogle Scholar
• Du YZ, Ying XY, Wang L, et al. Sustained release of ATP encapsulated in chitosan oligosaccharide nanoparticles. Int J Pharm. 2010;392(1–2):164–169. doi:10.1016/j.ijpharm.2010.03.05020362652
   PubMedGoogle Scholar
• Dyawanapelly S, Koli U, Dharamdasani V, Jain R, Dandekar P. Improved mucoadhesion and cell uptake of chitosan and chitosan oligosaccharide surface-modified polymer nanoparticles for mucosal delivery of proteins. Drug Deliv Transl Res. 2016;6(4):365–379. doi:10.1007/s13346-016-0295-x27106502
   PubMed Web of Science ®Google Scholar
• Luo Q, Zhao J, Zhang X, Pan W. Nanostructured lipid carrier (NLC) coated with chitosan oligosaccharides and its potential use in ocular drug delivery system. Int J Pharm. 2011;403(1–2):185–191. doi:10.1016/j.ijpharm.2010.10.01320951778
   PubMed Web of Science ®Google Scholar
• Murata M, Nakano K, Tahara K, Tozuka Y, Takeuchi H. Pulmonary delivery of elcatonin using surface-modified liposomes to improve systemic absorption: polyvinyl alcohol with a hydrophobic anchor and chitosan oligosaccharide as effective surface modifiers. Eur J Pharm Biopharm. 2012;80(2):340–346. doi:10.1016/j.ejpb.2011.10.01122036988
   PubMed Web of Science ®Google Scholar
• El-Naga RN. Apocynin protects against ethanol-induced gastric ulcer in rats by attenuating the upregulation of NADPH oxidases 1 and 4. Chem Biol Interact. 2015;242:317–326. doi:10.1016/j.cbi.2015.10.01826522475
   PubMed Web of Science ®Google Scholar
• Papadimitriou S, Bikiaris D, Avgoustakis K, Karavas E, Georgarakis M. Chitosan nanoparticles loaded with dorzolamide and pramipexole. Carbohydr Polym. 2008;73(1):44–54. doi:10.1016/j.carbpol.2007.11.007
   Web of Science ®Google Scholar
• Higuchi T. Mechanism of sustained‐action medication. Theoretical analysis of rate of release of solid drugs dispersed in solid matrices. J Pharm Sci. 1963;52(12):1145–1149. doi:10.1002/jps.260052121014088963
   PubMed Web of Science ®Google Scholar
• Korsmeyer RW, Gurny R, Doelker E, Buri P, Peppas NA. Mechanisms of solute release from porous hydrophilic polymers. Int J Pharm. 1983;15(1):25–35. doi:10.1016/0378-5173(83)90064-9
   Web of Science ®Google Scholar
• Alarcón de la Lastra C, Nieto A, Martin MJ, Cabre F, Herrerias JM, Motilva V. Gastric toxicity of racemic ketoprofen and its enantiomers in rat: oxygen radical generation and COX-expression. Inflamm Res. 2002;51(2):51–57. doi:10.1007/BF0268399911930903
   PubMedGoogle Scholar
• Cheng YT, Wu SL, Ho CY, Huang SM, Cheng CL, Yen GC. Beneficial effects of camellia oil (Camellia oleifera Abel.) on ketoprofen-induced gastrointestinal mucosal damage through upregulation of HO-1 and VEGF. J Agric Food Chem. 2014;62(3):642–650. doi:10.1021/jf404614k24377395
   PubMedGoogle Scholar
• Hougee S, Hartog A, Sanders A, et al. Oral administration of the NADPH-oxidase inhibitor apocynin partially restores diminished cartilage proteoglycan synthesis and reduces inflammation in mice. Eur J Pharmacol. 2006;531(1–3):264–269. doi:10.1016/j.ejphar.2005.11.06116405885
   PubMed Web of Science ®Google Scholar
• El-Kamel AH, Sokar MS, Al Gamal SS, Naggar VF. Evaluation of stomach protective activity of ketoprofen floating microparticles. Indian J Pharm Sci. 2003;65(4):399–401.
   Google Scholar
• Elmowafy EM, Awad GAS, Mansour S, El-Shamy AA. Ionotropically emulsion gelled polysaccharides beads: preparation. in vitro and in vivo evaluation. Carbohydr Polym. 2009;75(1):135–142. doi:10.1016/j.carbpol.2008.07.019
   Web of Science ®Google Scholar
• Mohamed EA, Abu Hashim II, Yusif RM, et al. Polymeric micelles for potentiated antiulcer and anticancer activities of naringin. Int J Nanomedicine. 2018;13:1009–1027. doi:10.2147/IJN.S17762729497294
   PubMed Web of Science ®Google Scholar
• Bancroft JD, Gamble M. Theory and Practice of Histological Techniques. 5th ed. London, UK: Churchill Livingstone; 2007.
   Google Scholar
• Al Asmari A, Al Shahrani H, Al Masri N, Al Faraidi A, Elfaki I, Arshaduddin M. Vanillin abrogates ethanol induced gastric injury in rats via modulation of gastric secretion, oxidative stress and inflammation. Toxicol Rep. 2016;3:105–113. doi:10.1016/j.toxrep.2015.11.00128959528
   PubMedGoogle Scholar
• Fisher ER, Anderson S, Dean S, et al. Solving the dilemma of the immunohistochemical and other methods used for scoring estrogen receptor and progesterone receptor in patients with invasive breast carcinoma. Cancer. 2005;103(1):164–173. doi:10.1002/cncr.2106915565575
   PubMedGoogle Scholar
• Anter HM, Abu Hashim II, Awadin W, Meshali MM. Novel anti-inflammatory film as a dosage form for the external medication with bioactive phytochemical “apocynin”. Drug Des Devel Ther. 2018;12:2981–3001. doi:10.2147/DDDT.S176850
   PubMed Web of Science ®Google Scholar
• Panyam J, Labhasetwar V. Biodegradable nanoparticles for drug and gene delivery to cells and tissue. Adv Drug Deliv Rev. 2003;55(3):329–347. doi:10.1016/S0169-409X(02)00228-412628320
   PubMed Web of Science ®Google Scholar
• Zhang H, Oh M, Allen C, Kumacheva E. Monodisperse chitosan nanoparticles for mucosal drug delivery. Biomacromolecules. 2004;5(6):2461–2468. doi:10.1021/bm049621115530064
   PubMed Web of Science ®Google Scholar
• Md S, Khan RA, Mustafa G, et al. Bromocriptine loaded chitosan nanoparticles intended for direct nose to brain delivery: pharmacodynamic, pharmacokinetic and scintigraphy study in mice model. Eur J Pharm Sci. 2013;48(3):393–405. doi:10.1016/j.ejps.2012.12.00723266466
   PubMed Web of Science ®Google Scholar
• Nallamuthu I, Devi A, Khanum F. Chlorogenic acid loaded chitosan nanoparticles with sustained release property, retained antioxidant activity and enhanced bioavailability. Asian J Pharm Sci. 2015;10(3):203–211. doi:10.1016/j.ajps.2014.09.005
   Web of Science ®Google Scholar
• Sun L, Chen Y, Zhou Y, et al. Preparation of 5-fluorouracil-loaded chitosan nanoparticles and study of the sustained release in vitro and in vivo. Asian J Pharm Sci. 2017;12(5):418–423. doi:10.1016/j.ajps.2017.04.002
   PubMed Web of Science ®Google Scholar
• Honary S, Maleki M, Karami M. The effect of chitosan molecular weight on the properties of alginate/chitosan microparticles containing prednisolone. Trop J Pharm Res. 2009;8(1):53–61. doi:10.4314/tjpr.v8i1.14712
   Web of Science ®Google Scholar
• Li F, Li S, Jiang T, Sun Y. Syntheses and characterization of chitosan oligosaccharide-graft-polycaprolactone copolymer I thermal and spherulite morphology studies. Adv Mat Res. 2011;183–185:155–160. doi:10.4028/www.scientific.net/AMR.183-185.155
   Google Scholar
• Gurses MS, Erkey C, Kizilel S, Uzun A. Characterization of sodium tripolyphosphate and sodium citrate dehydrate residues on surfaces. Talanta. 2018;176:8–16. doi:10.1016/j.talanta.2017.07.09228917809
   PubMedGoogle Scholar
• Harisa GI, Badran MM, Attia SM, Alanazi FK, Shazly GA. Influence of pravastatin chitosan nanoparticles on erythrocytes cholesterol and redox homeostasis: an in vitro study. Arab J Chem. 2018;11(8):1236–1246. doi:10.1016/j.arabjc.2015.10.016
   Web of Science ®Google Scholar
• Shaji J, Shaikh M. Formulation, optimization, and characterization of biocompatible inhalable d-cycloserine-loaded alginate-chitosan nanoparticles for pulmonary drug delivery. Asian J Pharm Clin Res. 2016;9(2):82–95. doi:10.22159/ajpcr.2016.v9s2.11814
   Google Scholar
• Mourya V, Inamdar N, Choudhari YM. Chitooligosaccharides: synthesis, characterization and applications. Polym Sci A. 2011;53(7):583–612. doi:10.1134/S0965545X11070066
   Google Scholar
• Keawchaoon L, Yoksan R. Preparation, characterization and in vitro release study of carvacrol-loaded chitosan nanoparticles. Colloids Surf B Biointerfaces. 2011;84(1):163–171. doi:10.1016/j.colsurfb.2010.12.03121296562
   PubMed Web of Science ®Google Scholar
• Fan W, Yan W, Xu Z, Ni H. Formation mechanism of monodisperse, low molecular weight chitosan nanoparticles by ionic gelation technique. Colloids Surf B Biointerfaces. 2012b;90(1):21–27. doi:10.1016/j.colsurfb.2011.09.04222014934
   PubMedGoogle Scholar
• Prathima S, Harendra Kumar ML. Mucin profile of upper gastrointestinal tract lesions. J Clin Biomed Sci. 2012;2(4):185–191.
   Google Scholar
• Zaghlool SS, Shehata BA, Abo-Seif AA, AbdEl-Latif HA. Protective effects of ginger and marshmallow extracts on indomethacin-induced peptic ulcer in rats. J Nat Sci Biol Med. 2015;6(2):421–428. doi:10.4103/0976-9668.16002626283843
   PubMedGoogle Scholar
• Barbieri SS, Cavalca V, Eligini S, et al. Apocynin prevents cyclooxygenase 2 expression in human monocytes through NADPH oxidase and glutathione redox-dependent mechanisms. Free Radic Biol Med. 2004;37(2):156–165. doi:10.1016/j.freeradbiomed.2004.04.02015203187
   PubMed Web of Science ®Google Scholar
• Stefanska J, Pawliczak R. Apocynin: molecular aptitudes. Mediators Inflamm. 2008;2008:1–10. ID 106507. doi:10.1155/2008/106507
   Web of Science ®Google Scholar
• Sidahmed HM, Hashim NM, Amir J, et al. Pyranocycloartobiloxanthone A, a novel gastroprotective compound from Artocarpus obtusus Jarret, against ethanol-induced acute gastric ulcer in vivo. Phytomedicine. 2013;20(10):834–843. doi:10.1016/j.phymed.2012.12.00723570997
   PubMedGoogle Scholar
• Bandarage UK, Janero DR. Nitric oxide-releasing nonsteroidal anti-inflammatory drugs novel gastrointestinal-sparing drugs. Mini Rev Med Chem. 2001;1(1):57–70. doi:10.2174/138955701340716012369991
   PubMedGoogle Scholar
• McCarty MF. Dietary nitrate and reductive polyphenols may potentiate the vascular benefit and alleviate the ulcerative risk of low-dose aspirin. Med Hypotheses. 2013;80(2):186–190. doi:10.1016/j.mehy.2012.11.02523265354
   PubMedGoogle Scholar
• Ohta Y, Nishida K. Protective effect of L-arginine against stress-induced gastric mucosal lesions in rats and its relation to nitric oxide-mediated inhibition of neutrophil infiltration. Pharmacol Res. 2001;43(6):535–541. doi:10.1006/phrs.2001.081211419962
   PubMedGoogle Scholar
• Katary MA, Salahuddin A. Gastroprotective effect of vanillin on indomethacin-induced gastric ulcer in rats: protective pathways and anti-Secretory mechanism. Clin Exp Pharmacol. 2017;7(2). doi:10.4172/2161-1459.1000232
   Google Scholar
• Roveda JAC, Franco DW. Nitric oxide releasing-dendrimers: an overview. Braz J Pharm Sci. 2013;49:1–14. doi:10.1590/S1984-82502013000700002
   Web of Science ®Google Scholar
• Cortivo R, Vindigni V, Iacobellis L, Abatangelo G, Pinton P, Zavan B. Nanoscale particle therapies for wounds and ulcers. Nanomedicine. 2010;5(4):641–656. doi:10.2217/nnm.10.220528458
   PubMed Web of Science ®Google Scholar
• Lamprecht A, Ubrich N, Yamamoto H, et al. Design of rolipram-loaded nanoparticles: comparison of two preparation methods. J Control Release. 2001;71(3):297–306. doi:10.1016/S0168-3659(01)00230-911295222
   PubMed Web of Science ®Google Scholar