QSPR prediction of retention times of phenylurea herbicides by biological plastic evolution

Current Drug Safety

Volumn 7, Issue 4, 2012, Pages 262-268

  Torrens, Francisco ^a   Castellano, Gloria ^b  

^a UNIVERSITY OF VALENCIA   (Spain)

^b UNIVERSIDAD CATÓLICA DE VALENCIA SAN VICENTE MÁRTIR   (Spain)

Author keywords

Biological plastic evolution; Co ordination index; Hydration free energy; Molecular dipole moment; Morphologic index; Salvation parametre model

Indexed keywords

CARBANILAMIDE; HERBICIDE;

ABSORPTION; ARTICLE; CHEMICAL STRUCTURE; CHEMOMETRICS; CONFORMATION; ENERGY; ENTHALPY; EVOLUTION; FLOW RATE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDRATION; LIPOPHILICITY; MOLECULAR DYNAMICS; PRIORITY JOURNAL; QUANTITATIVE STRUCTURE PROPERTY RELATION; SOLID PHASE EXTRACTION; SOLVATION; TEMPERATURE; TIME; ULTRAVIOLET RADIATION;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; HERBICIDES; MODELS, MOLECULAR; MULTIVARIATE ANALYSIS; PHENYLUREA COMPOUNDS; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; REGRESSION ANALYSIS; THERMODYNAMICS; WATER POLLUTION, CHEMICAL; WATER SUPPLY;

EID: 84876718418     PISSN: 15748863     EISSN: None     Source Type: Journal    
DOI: 10.2174/157488612804096551     Document Type: Article

References (54)

1. Sørensen SR, Albers CN, Aamand J. Rapid mineralization of the phenylurea herbicide diuron by Variovorax sp. strain SRS16 in pure culture and within a two-member consortium. Appl Environ Microbiol 2008; 74: 2332-2340.
2. Pinto GMF, Jardim ICSF. J Liq Chromatogr Rel Technol 2000; 23: 1353-1363.
3. Cederlund H, Börjesson E, Önneby K, Stenström J. Metabolic and cometabolic degradation of herbicides in the fine material of railway ballast. Soil Biol Biochem 2007; 39: 473-484.
4. Van der Heeft E, Dijkman E, Baumann RA, Hogendorn EA. Comparison of various liquid chromatographic methods involving UV and atmospheric pressure chemical ionization mass spectrometric detection for the efficient trace analysis of phenylurea herbicides in various types of water samples. J Chromatogr A 2000; 879: 39-50.
5. Canonica S. Laubscher HU. Inhibitory effect of dissolved organic matter on triplet-induced oxidation of aquatic contaminants. Photochem Photobiol Sci 2008; 7: 547-551.
6. Khodja AA, Lavedrine B, Richard C, Sehili T. Photocatalytic degradation of metoxuron in aqueous suspensions of TiO2. Analytical and kinetic studies. Int J Photoenergy 2002; 4: 147-151.
7. Sojo LE, Gamble DS, Gutzman DW. Sorption and bound residue formation of linuron, methylparathion, and metolachlor by carrot tissues: Kinetics by online HPLC microextraction. J Agric Food Chem 1997; 45: 3634-3641.
8. Lawrence JF, Ménard C, Hennion MC, Pichon V, LeGoffic F, Durand N. Evaluation of immunoaffinity chromatography as a replacement for organic solvent clean-up of plant extracts for the determination of triazine herbicides by liquid chromatography. J Chromatogr A 1996; 752: 147-154.
9. Organonitrogen pesticides method: 5601. In: NIOSH Manual of Analytical Methods 1998; pp 1-21.
10. Berrada H, Font G, Moltó JC. Application of solid-phase microextraction for determining phenylurea herbicides and their homologous anilines from vegetables. J Chromatogr A 2004; 1042: 9-14.
11. Jeannot R, Sabik H, Sauvard E, Genin E. Application of liquid chromatography with mass spectrometry combined with photodiode array detection and tandem mass spectrometry for monitoring pesticides in surface waters. J Chromatogr A 2000; 879: 51-71.
12. Herrera S, Martin-Esteban A, Fernandez P, Stevenson D, Camara C. Evaluation of a mixed immunosorbent for selective trace enrichment of phenylurea herbicides in plant material. Fresenius J Anal Chem 1998; 362: 547-551.
13. Martin-Esteban A, Fernández P, Stevenson D. Cámara C. Mixed immunosorbent for selective on-line trace enrichment and liquid chromatography of phenylurea herbicides in environmental waters. Analyst 1997; 122: 1113-1117.
14. Ferrer I, Barceló D. LC-MS methods for trace determination of pesticides in environmental samples. Analusis 1998; 26: 118-122.
15. Yarita T, Sugino K, Ihara T, Nomura A. Liquid chromatography- mass spectrometric analysis of phenylurea herbicides and their degradation products using an atmospheric pressure ionization interface. Anal Commun 1998; 35: 91-92.
16. Barroso MB, Konda LN, Morovjan G. Multiresidue analysis of phenylurea herbicides in environmental and drinking water by capillary electrophoresis. J High Resol Chromatogr 1999; 22: 171-176.
17. Batista S, Silva E, Galhardo S, Viana P, Cerejeira MJ. Evaluation of pesticide contamination of ground water in two agricultural areas of Portugal. Int J Environ Anal Chem 2002; 82: 601-609.
18. Chicharro M, Bermejo E, Sanchez A, Zapardiel A, Fernandez-Gutierrez A, Arraez D. Multiresidue analysis of phenylurea herbicides in environmental waters by capillary electrophoresis using electrochemical detection. Anal Bioanal Chem 2005; 382: 519-526.
19. Bautista A, Aaron JJ, Mahedero MC, Muñoz de la Peña A. Usefulness of micellar media for the quantitative analysis of phenylurea herbicides in water by photochemically-induced fluorescence. Analusis 1999; 27: 857-863.
20. Gil-García MD, Martínez-Galera M, Parrilla-Vázquez P, Mughari AR, Ortiz-Rodríguez IM. Application of the Doehlert design to optimize the signal obtained in photochemically induced fluorescence for the determination of eight phenylureas. J Fluoresc 2008; 18: 365-373.
21. Baranowska I, Pieszko C. Derivative spectrophotometry in the analysis of bromacil and metoxuron in the presence of simazine or propazine and hexazinone. Anal Lett 2002; 35: 473-486.
22. Sherma J. Thin-layer chromatography of pesticides - A review of applications for 2002-2004. Acta Chromatogr 2005; 15: 5-30.
23. Muñoz de la Peña A, Mahedero MC, Bautista-Sánchez A. Monitoring of phenylurea and propanil herbicides in river water by solid-phase-extraction high performance liquid chromatography with photoinduced-fluorimetric detection. Talanta 2003; 60: 279-285.
24. Ferrer I, Pichon V, Hennion MC, Barceló D. Automated sample preparation with extraction columns by means of anti-isoproturon immunosorbents for the determination of phenylurea herbicides in water followed by liquid chromatography-diode array detection and liquid chromatography-atmospheric pressure chemical ionization mass spectrometry. J Chromatogr A 1997; 777: 91-98.
25. Li F, Martens D, Kettrup A. Simultaneous determination of sixteen phenylurea herbicides in water by high performance liquid chromatography and solid phase extraction. Se Pu 2001; 19: 534-537.
26. Cserháti T, Forgács E, Deyl Z, Miksik I, Eckhardt A. Chromatographic determination of herbicide residues in various matrices. Biomed Chromatogr 2004; 18: 350-359.
27. Mattina MJI. Carrier effect in the analysis of phenylurea herbicides using high-performance liquid chromatoeraphy-particle beam-mass spectrometry. J Chromatogr A 1991; 549: 237-245.
28. Hamada M, Wintersteiger R. Determination of phenylurea herbicides in drinking water. J Planar Chromatogr Modern TLC 2002; 15: 11-18.
29. García-Reyes JF, Gilbert-López B, Molina-Díaz A, Fernández-Alba, AR. Determination of pesticide residues in fruit-based soft drinks. Anal Chem 2008; 80: 8966-8974.
30. Mumin A, Akhter KF, Abedin Z, Hossain Z. Determination and characterization of caffeine in tea, coffee and soft drinks by solid phase extraction and high performance liquid chromatography (SPE-HPLC). Malays J Chem 2006; 8: 45-51.
31. Cao XL, Corriveau J, Popovic S. Levels of bisphenol A in canned soft drink products in Canadian markets. J Agric Food Chem 2009; 57: 1307-1311.
32. Pan Z, Wang L, Mo W, Wang C, Hu W, Zhang J. Determination of benzoic acid in soft drinks by gas chromatography with on-line pyrolytic methylation technique. Anal Chim Acta 2005; 545: 218-223.
33. Lucena R, Cárdenas S, Gallego M, Valcárcel M. Continuous flow autoanalyzer for the sequential determination of total sugars, colorant and caffeine contents in soft drinks. Anal Chim Acta 2005; 530: 283-289.
34. Papadopoulou-Mourkidou E, Patsias J, Papadakis E, Koukourikou A. Use of an automated on-line SPE-HPLC method to monitor caffeine and selected aniline and phenol compounds in aquatic systems of Macedonia-Thrace, Greece. Fresenius J Anal Chem 2001; 371: 491-496.
35. Yoshioka N, Ichihashi K. Determination of 40 synthetic food colors in drinks and candies by high-performance liquid chromatography using a short column with photodiode array detection. Talanta 2008; 74: 1408-1413.
36. Kaur M, Malik AK, Singh B. Determination of phenylurea herbicides in tap water and soft drink samples by HPLC-UV and solid-phase extraction. LC GC Eur 2012; 25: 120-129.
37. Torrens F, Sánchez-Marín J, Nebot-Gil I. Universal model for the calculation of all organic solvent-water partition coefficients. J Chromatogr A 1998; 827: 345-358.
38. Torrens F. Universal organic solvent-water partition coefficient model. J Chem Inf Comput Sci 2000; 40: 236-240.
39. Torrens F. Calculation of partition coefficient and hydrophobic moment of the secondary structure of lysozyme. J Chromatogr A 2001; 908: 215-221.
40. Torrens F. Free energy of solvation and partition coefficients in methanol-water binary mixtures. Chromatographia 2001; 53: S199-S203.
41. Torrens F, Soria V. Stationary-mobile phase distribution coefficient for polystyrene standards. Sep Sci Technol 2002; 37: 1653-1665.
42. Torrens F. Calculation of organic solvent-water partition coefficients of iron-sulfur protein models. Polyhedron 2002; 21: 1357-1361.
43. Torrens F. Calculation of solvents and co-solvents of single-wall carbon nanotubes: Cyclopyranoses. Nanotechnology 2005; 16: S181-S189.
44. Torrens F, Castellano G. (Co-)solvent selection for single-wall carbon nanotubes: Best solvents, acids, superacids and guest-host inclusion complexes. Nanoscale 2011; 3: 2494-2510.
45. Torrens F. A new chemical index inspired by biological plastic evolution. Indian J Chem Sect A 2003; 42: 1258-1263.
46. Torrens F. A chemical index inspired by biological plastic evolution: Valence-isoelectronic series of aromatics. J Chem Inf Comput Sci 2004; 44: 575-581.
47. Ruíz-Bustos A. La evolución plástica. Granada: Andalucía 1994.
48. Hopfinger AJ. Polymer-solvent interactions for homopolypeptides in aqueous solution. Macromolecules 1971; 4: 731-737.
49. Hopfinger AJ, Battershell RD. Application of SCAP to drug design: 1. Prediction of octanol-water partition coefficients using solvent-dependent conformational analyses. J Med Chem 1976; 19: 569-573.
50. Gibson KD, Scheraga HA. Minimization of polypeptide energy, I. Preliminary structures of bovine pancreatic ribonuclease S-peptide. Proc Natl Acad Sci USA 1967; 58: 420-427.
51. Rekker RF. The hydrophobic fragmental constant. Amsterdam: Elsevier 1976.
52. Pascal P. Program SCAP, Université Henry Poincaré-Nancy I, 1991.
53. Dewar MJS, Zoebisch EG, Healy EF, Stewart JJP. AM1: A new general purpose quantum mechanical model. J Am Chem Soc 1985; 107: 3902-3909.
54. Torrens F. Characterizing cavity-like spaces in active-site models of zeolites. Comput Mater Sci 2003; 27: 96-101.