Therapeutic Potential of Hydroxypropyl- β -Cyclodextrin-Based Extract of Medicago sativa in the Treatment of Mucopolysaccharidoses

Planta Medica

Volumn 83, Issue 1-2, 2017, Pages 40-50

  Fumić, Barbara ^a,b   Končić, Marijana Zovko ^a   Jug, Mario ^a  

^a UNIVERSITY OF ZAGREB   (Croatia)

^b KBC Zagreb   (Croatia)

Author keywords

chelating activity; Fabaceae; glycosaminoglycans; hydroxypropyl cyclodextrin; Medicago sativa; polyphenols; radical scavenging activity

Indexed keywords

2 HYDROXYPROPYL BETA CYCLODEXTRIN; ALCOHOL; DAIDZEIN; FORMONONETIN; GENISTEIN; GLYCITEIN; GLYCOSAMINOGLYCAN; WATER; 2-HYDROXYPROPYL-BETA-CYCLODEXTRIN; ANTIOXIDANT; BETA CYCLODEXTRIN DERIVATIVE; FLAVONOID; PHENOL DERIVATIVE; PLANT EXTRACT; PLANT MEDICINAL PRODUCT; SCAVENGER;

ALFALFA; ARTICLE; COMPLEX FORMATION; CONCENTRATION RESPONSE; CONTROLLED STUDY; DPPH RADICAL SCAVENGING ASSAY; DRUG DESIGN; DRUG ISOLATION; FREEZE DRYING; GLYCOSAMINOGLYCAN METABOLISM; HUMAN; HUMAN CELL; HUMAN TISSUE; IC50; IN VITRO STUDY; IRON CHELATION; MUCOPOLYSACCHARIDOSIS; OXIDATIVE STRESS; RESPONSE SURFACE METHOD; SKIN FIBROBLAST; ULTRASOUND; CHEMISTRY; DOSE RESPONSE; FIBROBLAST; ISOLATION AND PURIFICATION; METABOLISM; MUCOPOLYSACCHARIDOSIS III; SKIN;

ANTIOXIDANTS; BETA-CYCLODEXTRINS; DOSE-RESPONSE RELATIONSHIP, DRUG; ETHANOL; FIBROBLASTS; FLAVONOIDS; FREE RADICAL SCAVENGERS; GLYCOSAMINOGLYCANS; MEDICAGO SATIVA; MUCOPOLYSACCHARIDOSIS III; PHENOLS; PHYTOCHEMICALS; PLANT EXTRACTS; SKIN; ULTRASONIC WAVES;

EID: 84969929680     PISSN: 00320943     EISSN: 14390221     Source Type: Journal    
DOI: 10.1055/s-0042-107357     Document Type: Article

References (54)

1. Bora K. S., Sharma A. Phytochemical and pharmacological potential of Medicago sativa: a review. Pharm Biol: 2011; 49 211 220
2. Gholami A., De Geyter N., Pollier J., Goormachtig S., Goossens A. Natural product biosynthesis in Medicago species. Nat Prod Rep: 2014; 31 356 380
3. Neufeld E. F., Muenzer J. The mucopolysaccharidoses. In: Scriver C. R., Beaudet A. L., Sly W. S., Valle D., Childs B., Kinzler K. W., Vogelstein B. editors The metabolic and molecular bases of inherited disease. 8th edition, Vol III. New York McGraw-Hill: 2001; 3421 3452
4. Muenzer J. Mucopolysaccharidoses. Adv Pediatr: 1986; 33 269 302
5. Neufeld E. F., Fratantoni J. C. Inborn errors of mucopolysaccharide metabolism. Science: 1970; 169 141 146
6. Walkley S. U. Pathogenic cascades in lysosomal disease - why so complex? J Inherit Metab Dis: 2009; 32 181 189
7. Villani G. RD, Gargiulo N., Faraonio R., Castaldo S., Gonzalez Y Reyero E., Di Natale P. Cytokines, neurotrophins, and oxidative stress in brain disease from mucopolysaccharidosis IIIB. J Neurosci Res: 2007; 85 612 622
8. Trudel S., Trécherel E., Gomila C., Peltier M., Aubignat M., Gubler B., Morlière P., Heard J. M., Ausseil J. Oxidative stress is independent of inflammation in the neurodegenerative Sanfilippo syndrome type B. J Neurosci Res: 2015; 93 424 432
9. Moskot M., Jakóbkiewicz-Banecka J., Kloska A., Smolińska E., Mozolewski P., Malinowska M., Rychłowski M., Banecki B., Wȩgrzyn G., Gabig-Cimińska M. Modulation of expression of genes involved in glycosaminoglycan metabolism and lysosome biogenesis by flavonoids. Sci Rep: 2015; 23 9378
10. Pingret D., Fabiano-Tixier A. S., La Bourvellec C., Renard C. MGC, Chemat F. Lab and pilot-scale ultrasound assisted extraction of polyphenols from apple pomace. J Food Eng: 2012; 111 73 81
11. Shirsath S. R., Sonawane S. H., Gogate P. R. Intensification of extraction of natural products using ultrasonic irradiation - A review of current status. Chem Eng Process: 2012; 53 10 23
12. Ratnasooriya C. C., Rupasonghe H. PV. Extraction of phenolic compounds from grapes and their pomace using β -cyclodextrin. Food Chem: 2012; 134 625 631
13. Rahmawati S. I., Ishimaru K., Hou D. X., Hayashi N. Antioxidant and anticancer activities of mistletoe tea prepared by high temperature extraction with cyclodextrin. Bulg J Agric Sci: 2014; 4 818 823
14. Mantegna S., Binello L., Boffa L., Giorgis M., Cena C., Cravotto G. A one pot-ultrasound-assisted water extraction/cyclodextrin encapsulation of resveratrol from Polygonum cuspidatum. Food Chem: 2012; 130 746 750
15. Kurkov S. V., Loftsson T. Cyclodextrins. Int J Pharm: 2013; 453 167 180
16. Pinho E., Grootveld M., Soarez G., Henriques M. Cyclodextrin as encapsulation agents for plant bioactive compounds. Carbohydr Polym: 2014; 101 121 135
17. López-Nicolás J. M., Rodríguez-Bonilla P., García-Carmona F. Cyclodextrins and antioxidants. Crit Rev Food Sci Nutr: 2014; 54 251 276
18. Yatsu F. KJ, Koester L. S., Lula I., Passos J. J., Sinisterra R., Bassani V. L. Multiple complexation of cyclodextrins with soy isoflavones present in an enriched fraction. Carbohydr Polym: 2013; 98 726 735
19. Qiao L., Sun Y., Fu Y., Zhang W., Li X., Chen J., Shen Y., Ye X. Sonochemical effects on 14 flavonoids common in citrus: relation to stability. PLoS One: 2014; 9 e87766
20. Nadeem S. H., Torun M., Özdemir F. Spray drying of the mountain tea (Sideritis stricta) water exracts by using different hydrocolloid carriers. LWT Food Sci Tech: 2011; 44 1626 1635
21. Kasper J. C., Friess W. The freezing step in lyophilization: physico-chemical fundamentals, freezing methods and consequences on process performance and quality attributes of biopharmaceuticals. Eur J Pharm Biopharm: 2011; 78 248 263
22. Kloska A., Jakóbkiewicz-Banecka J., Narajczyk M., Banecka-Majkutewicz Z., Wȩgrzyn G. Effects of flavonoids on glycosaminoglycan synthesis: implications for substrate reduction therapy in Sanfilippo disease and other mucopolysaccharidoses. Metab Brain Dis: 2011; 26 1 8
23. Devi K. P., Malar D. S., Nabavi S. F., Sureda A., Xiao J., Nabavi S. M., Daglia M. Kaempferol and inflammation: from chemistry to medicine. Pharmacol Res: 2015; 99 1 10
24. Nabavi S. F., Braidy N., Gortzi O., Sobarzo-Sanchez E., Daglia M., Skalicka-Woźniak K., Nabavi S. M. Luteolin as an anti-inflammatory and neuroprotective agent: a brief review. Brain Res Bull: 2015; 119 1 11
25. Sak K. Site-specific anticancer effects of dietary flavonoid quercetin. Nutr Cancer: 2014; 66 177 193
26. Del Rio D., Rodriguez-Mateos A., Spencer J. P., Tognolini M., Borges G., Crozier A. Dietary (poly)phenolics in human health: structures, bioavailability, and evidence of protective effects against chronic diseases. Antioxid Redox Signal: 2013; 18 1818 1892
27. Zhang M., Li J., Zhang L., Chao J. Preparation and spectral investigation of inclusion complex of caffeic acid with hydroxypropyl- β -cyclodextrin. Spectrochim Acta A: 2009; 71 1891 1895
28. Kim H., Choi J., Jung S. Inclusion complexes of modified cyclodextrins with some flavonols. J Incl Phenom Macrocycl Chem: 2009; 64 43 47
29. Shulman M., Cohen M., Soto-Gutierez A., Yagi H., Wang H., Goldwasser J., Lee-Parsons C. W., Benny-Ratsaby O., Yarmush M. L., Nahmias Y. Enhancement of naringerin bioavailability by complexation with hydroxypropyl- β -cyclodextrin. PLoS One: 2011; 6 e188033
30. Goritzi O., Styliani C., Ioannis R. G. Coencapsulation of ferulic and galic acid in hp- β -cyclodextrin. Food Chem: 2015; 185 33 40
31. Lucas-Abellán C., Fortea M. I., Gabaldón J., Núñez-Delicado E. Complexation of resveratrol by native and modified cyclodextrins: Determination of complexation constant by enzymatic, solubility and fluorimetric assays. Food Chem: 2008; 111 262 267
32. Mercader-Ros M. T., Lucas-Abellán C., Fortea M. I., Gabaldón J. A., Núñez-Delicado E. Effect of HP- β -cyclodextrins complexation on the antioxidant activity of flavonols. Food Chem: 2010; 118 769 773
33. García-Padial M., Martínez-Ohárriz M. C., Navarro-Blasco I., Zornoza A. The role of cyclodextrins in ORAC-fluorescence assays. antioxidant capacity of tyrosol and caffeic acid with hydroxypropyl- β -cyclodextrin. J Agric Food Chem: 2013; 61 12260 12264
34. Nguyen T. A., Liu B., Zhao J., Thomas D. S., Hook J. M. An investigation into the supramolecular structure, solubility, stability and antioxidant activity of rutin/cyclodextrin inclusion complex. Food Chem: 2013; 136 186 192
35. Kasote D. M., Katyare S. S., Hegde M. V., Bae H. Significance of antioxidant potential of plants and its relevance to therapeutic applications. Int J Biol Sci: 2015; 11 982 991
36. Julian C., Cifuentes C., Alfaro M., Miranda S., Barriga G., Olea-Azar C. Spectroscopic characterization of the inclusion complexes of luteolin with native and derivatized β -cyclodextrin. Bioorg Med Chem: 2010; 18 5025 5031
37. Carlotti M. E., Sapino S., Ugazio E., Caron G. On the complexation of quercetin with methyl- β -cyclodextrin: photostability and antioxidant studies. J Incl Phenom Macrocycl Chem: 2011; 70 81 90
38. Norkus E. Metal ion complexes with native cyclodextrins. An overview. J Incl Phenom Macrocycl Chem: 2009; 65 237 248
39. Ren J., Meng S., Lekka C. E., Kaxiras E. Complexation of flavonoids with iron: structure and optical signatures. J Phys Chem B: 2008; 112 1845 1850
40. Kawabata Y., Wada K., Nakatani M., Yamada S., Onoue S. Formulation design for poorly water-soluble drugs based on biopharmaceutics classification system: basic approaches and practical applications. Int J Pharm: 2011; 420 1 10
41. Del Valle E. MM. Cyclodextrins and their uses: a review. Process Biochem: 2004; 39 1033 1046
42. Souza D. S., Marques L. G., de Barros Gomes E., Narain N. Lyophilisation of avocado (Persea americana Mill.): Effect of freezing and lyophilization pressure on antioxidant activity, texture and browning of pulp. Dry Technol: 2015; 33 194 204
43. Sogi S. D., Siddq M., Dolan K. D. Total phenolics, carotenoids and antioxidant properties of Tommy Atkin mango cubes as affected by drying technique. LWT Food Sci Technol: 2015; 62 564 568
44. Guiné R. P., Barroca M. J., Gonçalves F. J., Alves M., Oliveira S., Mendes M. Artificial neural network modelling of the antioxidant activity and phenolic compounds of bananas submitted to different drying treatments. Food Chem: 2015; 168 454 459
45. Yemis O., Mazza G. Optimization of furfural and 5-hydroxymethylfurfural production from wheat straw by a microwave-assisted process. Bioresour Technol: 2012; 109 215 223
46. Donga C. H., Xie X. Q., Wang X. L., Zhana Y., Yao Y. J. Application of Box-Behnken design in optimization for polysaccharides extraction from cultured mycelium of Cordyceps sinensis. Food Bioprod Process: 2009; 87 139 144
47. Singleton V. L., Orthofer R., Lamuela-Raventos R. M. Analysis of total phenols and other oxidation substrates and antioxidants by means of Folin-Ciocalteau reagent. Methods Enzymol: 1999; 299 152 178
48. Kumazawa S., Hamasaka T., Nakayama T. Antioxidant activity of propolis of various geographic origins. Food Chem: 2004; 84 329 339
49. Jug M., Zovko Končić M., Kosalec I. Modulation of antioxidant, chelating and antimicrobial activity of poplar chemo-type propolis by extraction procures. LWT Food Sci Technol: 2014; 57 530 537
50. Decker E. A., Welch B. Role of ferritin as lipid oxidation catalyst in muscle food. J Agric Food Chem: 1990; 38 674 677
51. Zovko Končić M., Barbarić M., Perković I., Zorc B. Antiradical, chelating and antioxidant activities of hydroxamic acids and hydroxyureas. Molecules: 2011; 16 6232 6242
52. Martin L., Castilho C., Silveira I., Abreu J. M. Liquid chromatographic validation of a quantitation method for phytoestrogens, biochanin -A, coumestrol, daidzein, formononetin, and genistein, in lucerne. J Liq Chromatogr Relat Technol: 2006; 29 2875 2884
53. Farndale R. W., Buttle D. J., Barrett A. J. Improved quantitation and discrimination of sulphated glycosaminoglycans by use of dimethylmethylene blue. Biochim Biophys Acta: 1986; 883 173 177
54. Kim Y. J., Sah R. L., Doong J. Y., Grodzinsky A. J. Fluorometric assay of DNA in cartilage explants using Hoechst 33258. Anal Biochem: 1988; 174 168 176