Application of multivariate curve resolution-alternating least squares (MCR-ALS) for resolving pyrogallol autoxidation in weakly alkaline aqueous solutions

• Autorzy: Aleksandar Veselinović , Ružica Nikolić , Goran Nikolić
• Języki publikacji: EN

Abstrakty

EN

Multivariate curve resolution - alternating least squares (MCR-ALS) has been applied to data collected from UV/Vis spectrophotometric analysis of the autoxidation process of pyrogallol in weakly alkaline aqueous solutions. The MCR-ALS analysis was able to explain the autoxidation kinetics of pyrogallol at pH 7.4 and 8.0, allowing deduction of the pure spectra and concentration changes of different species present throughout the entire process. The autoxidation process at pH 7.4 was found to follow a first-order reaction model, with formation of purpurogallin as the sole and terminal product. Changing the pH to 8.0 not only accelerated autoxidation of pyrogallol to purpurogallin but also introduced a further autoxidation of purpurogallin. At pH 8.0 the process fits a model of two consecutive first-order reactions. The first step is formation of purpurogallin, which reacts in a further autoxidation to form a yellow colored substance, most probably purpurogallin polymer. [...]

Słowa kluczowe

EN

Pyrogallol; Purpurogallin; Autoxidation; MCR-ALS

• Czasopismo: Open Chemistry
• Rocznik: 2012
• Tom: 10
• Numer: 6
• Strony: 1942-1948

Daty

wydano

2012-12-01

online

2012-09-21

Twórcy

autor

Aleksandar Veselinović

• Department of Chemistry, Faculty of Medicine, University of Niš, 18000, Niš, Serbia,

autor

Ružica Nikolić

• Department of Chemistry, Faculty of Sciences and Mathematics, University of Niš, 18000, Niš, Serbia

autor

Goran Nikolić

• Department of Chemistry, Faculty of Medicine, University of Niš, 18000, Niš, Serbia

Bibliografia

• [1] S. Budavari (Ed.), The Merck Index, Pyrogallol, 12th edition (Merck & Co. Inc., Whitehall, NJ, 1996) 1375–1376
• [2] M. Gilner, G.A. Moore, H. Cederberg, Hydroquinone The WHO Environmental Series (WHO Publications, Albany, NY, 1994) vol. 157
• [3] K. Saeki, S. Hayakawa, M. Isemura, T. Miyase, Phytochemistry 53, 391 (2000) http://dx.doi.org/10.1016/S0031-9422(99)00513-0[Crossref]
• [4] J. Yamada, S. Yoshimura, H. Yamakawa, M. Sawada, M. Nakagawa, S. Hara, Y. Kaku, T. Iwama, T. Naganawa, Y. Banno, S. Nakashima, N. Sakai, Neurosci. Res. 45, 1, (2003) http://dx.doi.org/10.1016/S0168-0102(02)00196-7[Crossref]
• [5] T. Inui, K. Nakahara, M. Uchida, W. Miki, K. Unoura, Y. Kokeguchi, T. Hosokawa, Bull. Chem. Soc. Jpn. 77, 1201 (2004) http://dx.doi.org/10.1246/bcsj.77.1201[Crossref]
• [6] W.H. Park, Y.H. Han, S.H. Kim, S.Z Kim, Toxicology 235, 130 (2007) http://dx.doi.org/10.1016/j.tox.2007.03.018[Crossref]
• [7] E. Nicolis, I. Lampronti, M.C. Dechecchi, M. Borgatti, A. Tamanini, N. Bianchi, V. Bezzerri, I. Mancini, M.G. Giri, P. Rizzotti, R. Gambari, G. Cabrini, Int. Immunopharmacol. 8, 1672 (2008) http://dx.doi.org/10.1016/j.intimp.2008.08.001[Crossref]
• [8] Y.K. Gupta, M. Sharma, G. Chaudhary, Methods Find. Exp.Clin. Pharmacol. 24, 497 (2002) http://dx.doi.org/10.1358/mf.2002.24.8.705070[Crossref]
• [9] G. Upadhyay, S.P. Gupta, O. Prakash, M.P. Singh, Chem-biol. Interact. 183, 333 (2010) http://dx.doi.org/10.1016/j.cbi.2009.11.028[Crossref]
• [10] R. Gao, Z. Yuan, Z. Zhao, X. Gao, Bioelectrochem. Bioenerg. 45, 41 (1998) http://dx.doi.org/10.1016/S0302-4598(98)00072-5[Crossref]
• [11] K. Miyazaki, S. Arai, T. Iwamato, M. Takasaki, A. Tomoda, Tohuku J. Exp. Med. 203, 319 (2004) http://dx.doi.org/10.1620/tjem.203.319[Crossref]
• [12] N. Zhu, M. Wang, G.-J. Wei, K.-J. Lin, C.S. Yang, C.-T. Ho, Food Chem. 73, 345 (2001) http://dx.doi.org/10.1016/S0308-8146(00)00308-3[Crossref]
• [13] N.P. Evmiridis, K.N. Thanasoulias, A.G. Vlessidis, Talanta 46, 179 (1998) http://dx.doi.org/10.1016/S0039-9140(97)00272-5[Crossref]
• [14] M. Guresir, N. Aktas, A. Tanyolac, Process Biochem. 40, 1175 (2005) http://dx.doi.org/10.1016/j.procbio.2004.04.007[Crossref]
• [15] P.D. Collier, J. Chem. Soc. C 2255 (1966) [Crossref]
• [16] R. Tauler, Chemom. Intell. Lab. Syst. 30, 133 (1995) http://dx.doi.org/10.1016/0169-7439(95)00047-X[Crossref]
• [17] M. Garrido, F.X. Ruis, M.S. Larrechi, Anal. Bioanal. Chem. 390, 2059 (2008) http://dx.doi.org/10.1007/s00216-008-1955-6[Crossref]
• [18] Y. Nia, Q. Liub, S. Kokot, Spectrochim. Acta. A 78, 443 (2011) http://dx.doi.org/10.1016/j.saa.2010.11.007[Crossref]
• [19] G.H. Golub, C.F. Van Loan, Matrix Computations, 2nd edition (The John Hopkins University Press, London, 1989)
• [20] H. Gampp, M. Meader, C.J Meyer, A.D. Zuberbuehler, Anal. Chim. Acta 193, 287 (1987) http://dx.doi.org/10.1016/S0003-2670(00)86160-7[Crossref]
• [21] F.C. Sanchez, J. Toft, B. van den Bogaert, D.L. Massart, Anal. Chem. 68, 79 (1996) http://dx.doi.org/10.1021/ac950496g[Crossref]
• [22] W. Windig, J. Guliment, Anal. Chem. 63, 1425 (1991) http://dx.doi.org/10.1021/ac00014a016[Crossref]
• [23] S. Navea, A. D. Juan, R. Tauler, Anal. Chim. Acta 446, 185 (2001) http://dx.doi.org/10.1016/S0003-2670(01)00912-6[Crossref]
• [24] J. Jaumot, R. Gargallo, A.D. Juan, R. Tauler, Chemometr. Intell. Lab. 76, 101 (2005) http://dx.doi.org/10.1016/j.chemolab.2004.12.007[Crossref]
• [25] C. Fernández, M.P. Callao, M.S. Larrechi, J. Hazard. Mater. 190, 986 (2011) http://dx.doi.org/10.1016/j.jhazmat.2011.04.037[Crossref]
• [26] M. Meloun, T. Syrový, A. Vrána, Anal. Chim. Acta 489, 137 (2003) http://dx.doi.org/10.1016/S0003-2670(03)00761-X[Crossref]
• [27] M. Meloun, J. Čapek, T. Syrový, Talanta 66, 547 (2005) http://dx.doi.org/10.1016/j.talanta.2004.11.033[Crossref]
• [28] M. Amrhein, B. Srinivasan, D. Bonvin, M.M. Schumacher, Chemom. Intell. Lab. Syst. 33, 17 (1996) http://dx.doi.org/10.1016/0169-7439(95)00086-0[Crossref]
• [29] H. Tauber, J. Biol. Chem. 205, 395 (1953)
• [30] H.I. Abrash, D. Shih, E. Woodrow, F. Malekmehr, Int. J. Chem. Kinet. 21, 465 (1989) http://dx.doi.org/10.1002/kin.550210609[Crossref]
• [31] C.E. Lund Myhre and C.J. Nielsen, Atmos. Chem. Phys. 4, 1759 (2004) http://dx.doi.org/10.5194/acp-4-1759-2004[Crossref]
• [32] R.A. Back, Can. J. Chem. 62, 1414 (1984) http://dx.doi.org/10.1139/v84-241[Crossref]

Identyfikatory

DOI

10.2478/s11532-012-0125-z