Fabrication of nanostructured PEDOT clusters using β-cyclodextrin as substrate and applied for simultaneous determination of hyperoside and shikonin

Colloids and Surfaces A: Physicochemical and Engineering Aspects

Volumn 482, Issue , 2015, Pages 203-212

  Wu, Liping ^a,b   Xu, Jingkun ^a   Lu, Limin ^b   Yang, Taotao ^a   Gao, Yansha ^a  

^a JIANGXI SCIENCE AND TECHNOLOGY NORMAL UNIVERSITY   (China)

^b JIANGXI AGRICULTURAL UNIVERSITY   (China)

Author keywords

Hyperoside; Nanostructured PEDOT CD; Shikonin; Simultaneous determination

Indexed keywords

CYCLODEXTRINS; ELECTROCHEMICAL IMPEDANCE SPECTROSCOPY; X RAY DIFFRACTION;

ELECTROCATALYTIC PERFORMANCE; FOURIER TRANSFORM INFRARED; HYPEROSIDE; NANO-STRUCTURED; POLY-3 ,4-ETHYLENEDIOXYTHIOPHENE; SCANNING ELECTRONIC MICROSCOPY (SEM); SHIKONIN; SIMULTANEOUS DETERMINATIONS;

NANOCOMPOSITES;

BETA CYCLODEXTRIN; HYPERIN; NANOMATERIAL; POLY(3,4 ETHYLENEDIOXYTHIOPHENE); SHIKONIN; UNCLASSIFIED DRUG;

AQUEOUS SOLUTION; ARTICLE; CATALYST; CONTROLLED STUDY; DIFFERENTIAL PULSE VOLTAMMETRY; ELECTROCHEMICAL IMPEDANCE SPECTROSCOPY; ELECTRON TRANSPORT; INFRARED SPECTROSCOPY; NANOFABRICATION; ONE POT SYNTHESIS; PH; POLYMERIZATION; PRIORITY JOURNAL; REPRODUCIBILITY; SCANNING ELECTRON MICROSCOPY; X RAY DIFFRACTION;

EID: 84930941785     PISSN: 09277757     EISSN: 18734359     Source Type: Journal    
DOI: 10.1016/j.colsurfa.2015.05.017     Document Type: Article

References (57)

1. Han M.G., Foulger S.H. Crystalline colloidal arrays composed of poly(3,4-ethylenedioxythiophene)-coated polystyrene particles with a stop band in the visible regime. Adv. Mater. 2004, 16:231-234.
2. Han M.G., Foulger S.H. Preparation of poly(3,4-ethylenedioxythiophene) (PEDOT) coated silica core-shell particles and PEDOT hollow particles. Chem. Commun. 2004, 19:2154-2155.
3. Khan M.A., Armes S.P. Synthesis and characterization of micrometer-sized poly(3,4-ethylenedioxythiophene)-coated polystyrene latexes. Langmuir 1999, 15:3469-3475.
4. Han M.G., Foulger S.H. 1-Dimensional structures of poly(3,4-ethylenedioxy-thiophene) (PEDOT): a chemical route to tubes, rods, thimbles, and belts. Chem. Commun. 2005, 24:3092-3094.
5. Xiao R., Cho S.I., Liu R., Lee S.B. Controlled electrochemical synthesis of conductive polymer nanotube structures. J. Am. Chem. Soc. 2007, 129:4483-4489.
6. Jang J., Bae J., Park E. Selective fabrication of poly (3,4-ethylenedioxythiophene) nanocapsules and mesocellular foams using surfactant-mediated interfacial polymerization. Adv. Mater. 2006, 18:354-358.
7. Landfester K., Montenegro R., Scherf U., Guntner R., Asawa-pirom U., Patil S., Neher D., Kietzke T. Semiconducting polymer nanospheres in aqueous dispersion prepared by a miniemulsion process. Adv. Mater. 2002, 14:651-655.
8. Bein T., Enzel P. Encapsulation of polypyrrole chains in zeolite channels. Angew. Chem. Int. Ed. Engl. 1989, 28:1692-1694.
9. Enzel P., Bein T. Inclusion of polyanlline filaments in zeolite molecular sieves. J. Phys. Chem. 1989, 93:6270-6272.
10. Cheng Q., Pavlinek V., Lengalova A., Li C., Belza T., Saha P. Electrorheological properties of new mesoporous material with conducting polypyrrole in mesoporous silica. Micropor. Mesopor. Mater. 2006, 94:193-199.
11. Nguyen T.Q., Wu J., Doan V., Schwartz B.J., Tolbert S.H. Control of energy transfer in oriented conjugated polymer-mesoporous silica composites. Science 2000, 288:652-656.
12. Abidian M.R., Kim D.H., Martin D.C. Conducting-polymer nanotubes for controlled drug release. Adv. Mater. 2006, 18:405-409.
13. Zhang L., Peng H., Kilmartin P.A., Soeller C., Travas-Sejdic J. Poly(3,4-ethylenedioxythiophene) and polyaniline bilayer nanostructures with high conductivity and electrocatalytic activity. Macromolecules 2008, 41:7671-7678.
14. Jang J., Oh J.H., Stucky G.D. Fabrication of ultrafine conducting polymer and graphite nanoparticles. Angew. Chem. Int. Ed. 2002, 41:4016-4019.
15. Müller K., Klapper M., Müllen K. Synthesis of conjugated polymer nanoparticles in non-aqueous emulsions. Macromol. Rapid Commun. 2006, 27:586-593.
16. Groenendaal L.B., Jonas F., Freitag D., Pielartzik H., Reynolds J.R. Poly(3,4-ethylenedioxythiophene) and its derivatives: past, present, and future. Adv. Mater. 2000, 12:481-494.
17. Zhang L., Wen Y.P., Yao Y.Y., Wang Z.F., Duan X.M., Xu J.K. Electrochemical sensor based on f-SWCNT and carboxylic group functionalized PEDOT for the sensitive determination of bisphenol A. Chin. Chem. Lett. 2014, 25:517-522.
18. Heywang G., Jonas F. Poly(alkylenedioxythiophene)s-new, very stable conducting polymers. Adv. Mater. 1992, 4:116-118.
19. Perepichka I.F., Besbes M., Levillain E., Salle M., Roncali J. Hydrophilic oligo(oxyethylene)-derivatized poly(3,4-ethylenedioxythiophenes): cation -responsive optoelectroelectrochemical properties and solid-state chromism. Chem. Mater. 2002, 14:449-457.
20. Jiang F.X., Xu J.K. The research progress of poly(3,4-ethylenedioxythiophene)/ poly(styrene sulfonic acid)-one of the most promising and successful conducting polymers. J. Nanchang Voc. Tech. Techers' Coll. 2013, 6:36-52.
21. Kung C.W., Cheng Y.H., Chen H.W., Vittal R., Ho K.C. Hollow microflower arrays of PEDOT and their application for the counter electrode of a dye-sensitized solar cell. J. Mater. Chem. A 2013, 1:10693-10702.
22. Moreno J.R., Astorga E.N., Dalchiele E.A., Schrebler R., Barrado J.R.R., Matrín F. Vertically aligned ZnO@CuS@PEDOT core@shell nanorod arrays decorated with MnO2 nanoparticles for a high-performance and semi-transparent supercapacitor electrode. Chem. Commun. 2014, 50:5652-5655.
23. Guo C.X., Li C.M. Direct electron transfer of glucose oxidase and biosensing of glucose on hollow sphere-nanostructured conducting polymer/metal oxide composite. Phys. Chem. Chem. Phys. 2010, 12:12153-12159.
24. Kochkar H., Aouine M., Ghorbel A., Berhault G. Shape-controlled synthesis of silver and palladium nanoparticles using β-cyclodextrin. J. Phys. Chem. C 2011, 115:11364-11373.
25. Xu C., Wang J., Wan L., Lin J., Wang X. Microwave-assisted covalent modification of graphene nanosheets with hydroxypropyl-β-cyclodextrin and its electrochemical detection of phenolic organic pollutants. J. Mater. Chem. 2011, 21:10463-10471.
26. 2 and its paradoxical role in guest's photodegradation. Chem. Commun. 2013, 49:825-827.
27. Shang S., Zeng W., Tao X.M. Fabrication of conducting polypyrrole/β-cyclodextrin nano-and micro-spheres using molecular templates. RSC Adv. 2012, 2:4675-4682.
28. Chen X., Yang L., Oppenheim J.J., Howard M.Z. Cellular pharmacology studies of shikonin derivatives. Phytother. Res. 2002, 16:199-209.
29. Kaith B.S., Kaith N.S., Chauhan N.S. Anti-inflammatory effect of arnebia euchroma root extracts in rats. J. Ethnopharmacol. 1996, 55:77-80.
30. Staniforth V., Wang S.Y. Shikonins, phytocompounds from lithospermum erythrorhizon, inhibit the transcriptional activation of human tumor necrosis factor α promoter in vivo. J. Biol. Chem. 2003, 279:5877-5885.
31. Shen C.C., Syu W.J., Li S.Y. Antimicrobial activities of naphthazarins from arnebia euchroma. J. Nat. Prod. 2002, 65:1857-1862.
32. Sasaki K., Yoshizaki F., Abe H. The anti-Candida activity of shikonin. Yakugaku Zasshi 2000, 120:587-589.
33. Sasaki K., Abe H., Yoshizaki F. In vitro antifungal activity of naphthoquinone derivatives. Biol. Pharm. Bull. 2002, 25:669-670.
34. Tandon V.K., Chhor R.B., Singh R.V. Design, synthesis and evaluation of novel 1,4-naphthoquinone derivatives as antifungal and anticancer agents. Bioorg. Med. Chem. Lett. 2004, 14:1079-1083.
35. Chen X., Yang L., Zhang N. Shikonin a component of Chinese herbal medicine, inhibits chemokine receptor function and suppresses human immunodeficiency virus type 1. Antimicrob. Agents Chemother. 2003, 47:2810-2816.
36. Yamasaki K., Otake T., Mori H. Screening test of crude drug extract on anti-HIV activity. Yakugaku Zasshi 1993, 113:818-824.
37. You Y.J., Kim Y., Song G.Y. E)-6-(1-alkyloxyiminoalkyl)-5,8-dimethoxy-1,4-naphthoquinones: synthesis, cytotoxic activity and antitumor activity. Bioorg. Med. Chem. 2000, 10:2301-2303. Lett.
38. Masuda Y., Shima G., Aiuchi T. Involvement of tumor necrosis factor receptor -associated protein 1 (TRAP1) in apoptosis induced by β-hydroxyisovaleryl shikonin. J. Biol. Chem. 2004, 279:42503-42515.
39. Kapadia G.J., Balasubramanian V., Tokuda H. Anti-tumor promoting effects of naphthoquinone derivatives on short term epstein-barr early antigen activation assay and in mouse skin carcinogenesis. Cancer Lett. 1997, 113:47-53.
40. Calonghi N., Pagnotta E., Parolin C. A new EGFR inhibitor induces apoptosis in colon cancer cells. Biochem. Biophys. Res. Co 2007, 354:409-413.
41. Chinese Pharmacopoeia Commission Pharmacopoeia of the People's Republic of China 2010, Vol. I. China Medical Science and Technology Press, Beijing. Chinese edn.
42. Edwards J.E., Brown P.N., Talent N., Dickinson T.A., Shipley P.R. A review of the chemistry of the genus crataegus. Phytochemistry 2012, 79:5-26.
43. Li Z.L., Liu J.C., Hu J., Li X.Q., Wang S.W., Yi D.H., Zhao M.G. Protective effects of hyperoside against human umbilical vein endothelial cell damage induced by hydrogen peroxide. J. Ethnopharmcol. 2012, 139:388-394.
44. 2-ARE signaling pathway. Biochem. Bioph. Res. Co 2011, 410:759-765.
45. XL-regulated mitochondrial apoptotic pathway. Eur. J. Pharmacol. 2011, 672:45-55.
46. Zheng M., Liu C., Pan F., Shi D., Zhang Y. Antidepressant-like effect of hyperoside isolated from apocynum venetum leaves: possible cellular mechanisms. Phytomedicine 2012, 19:145-149.
47. Guo Y.J., Guo S.J., Ren J.T., Zhai Y.M., Dong S.J., Wang E.K. Cyclodextrin functionalized graphene nanosheets with high supramolecular recognition capability: synthesis and host-guest inclusion for enhanced electrochemical performance. ACS Nano 2010, 4:4001-4010.
48. Yao Y.Y., Wen Y.P., Zhang L., Wang Z.F., Zhang H., Xu J.K. Electrochemical recognition and trace-level detection of bactericide carbendazim using carboxylic group functionalized poly(3,4-ethylenedioxythiophene) mimic electrode. Anal. Chim. Acta 2014, 831:38-49.
49. Xu Y.F., Wang Y., Liang J.J., Huang Y., Ma Y.F., Wan X.J., Chen Y.S. A hybrid material of graphene and poly (3,4-ethyldioxythiophene) with high conductivity, flexibility, and transparency. Nano Res. 2009, 2:343-348.
50. Han Y.Q., Lu Y. Characterization and electrical properties of conductive polymer/colloidal graphite oxide nanocomposites. Compos. Sci. Technol. 2009, 69:1231-1237.
51. Periasamy R., Kothainayaki S., Rajamohan R., Sivakumar K. Spectral investigation and characterization of host-guest inclusion complex of 4, 4'-methylene-bis(2-chloroaniline) with beta-cyclodextrin. Carbohydr. Polym. 2014, 114:558-566.
52. Ye S.J., Fang L., Lu Y. Contribution of charge-transfer effect to surface-enhanced IR for Ag@PPy nanoparticles. Phys. Chem. Chem. Phys. 2009, 11:2480-2484.
53. Anson F.C. Application of potentiostatic current integration to the study of the adsorption of cobalt({rectangle open, vertical})-(ethylenedinitrilo) tetraacetate on mercury electrodes. Anal. Chem. 1964, 36:932-934.
54. Laviron E. Adsorption, autoinhibition and autocatalysis in polarography and in linear potential sweep voltammetry. J. Electroanal. Chem. Interfacial Electrochem. 1974, 52:355-393.
55. Sanghavi B.J., Srivastava A.K. Simultaneous voltammetric determination of acetaminophen, aspirin and caffeine using an in situ surfactant-modified multiwalled carbon nanotube paste electrode. Electrochim. Acta 2010, 55:8638-8648.
56. Zhou H.B., Wang J.Y., Yea B.X. Electrochemical investigation of redox reactions of herbal drug-shikonin and its determination in pharmaceutical preparations. J. Anal. Chem. 2010, 65:749-754.
57. An J., Li J.P., Chen W.X., Yang C.X., Hu F.D., Wang C.M. Electrochemical study and application on shikonin at poly(diallyldimethylammonium chloride) functionalized graphene sheets modified glass carbon electrode. Chem. Res. Chin. Univ. 2013, 29:798-805.