A new method for isolating (E)-azastilbene derivatives with antimicrobial properties from aqueous samples

• Autorzy: Kluska M. , Witkowska-Krajewska E. , Prukała W.

Identyfikatory

DOI

10.1515/ohs-2018-0003

• Języki publikacji: EN

Abstrakty

EN

This paper presents the results of a study aimed at developing the extraction process and determining long-term stability of (E)-azastilbene derivatives in order to explore their possible use as preservative, antiseptic and disinfectant substances. The study was performed in three different matrices: distilled, surface and waste water. Test substances included bromide of (E)-N-(o-bro-mobenzyl)-4′-hydroxystilbazole-4 and chloride of (E)-N-(p-chlorobenzyl)-4′-hydroxystilbazole-4. The extraction process involved the use of three stationary phases: octyl, octadecyl and naphthylpropyl. The highest recovery values (amounting to approx. 95%) were obtained in the naphthylpropyl column for all of the above-mentioned matrices. A decline in the stability of the analysed derivatives after a 28-day period was below 14% in all matrix types.

Słowa kluczowe

EN

surface water; waste water; disinfectants; extraction; (E)-azastilbenes

• Wydawca: Institute of Oceanography University of Gdańsk
• Czasopismo: Oceanological and Hydrobiological Studies
• Rocznik: 2018
• Tom: Vol. 47, No. 1
• Strony: 19--26
• Opis fizyczny: Bibliogr. 30 poz.

Twórcy

autor

Kluska M.

• Institute of Chemistry, Siedlce University of Natural Sciences and Humanities, ul. 3 Maja 54, 08-110 Siedlce, Poland

autor

Witkowska-Krajewska E.

• Hospital Pharmacy Department, Hospital Solec Sp. z o. o., Solec 93, 00-382 Warszawa, Poland

autor

Prukała W.

• Faculty of Chemistry, Adam Mickiewicz University, ul. Umultowska 89b, 61-614 Poznan, Poland

Bibliografia

• [1]. Buszewski, B. & Szultka, M. (2012). Past, present, and future of solid phase extraction: a review. Crit. Rev. Anal. Chem. 42(3): 198-213.
• [2]. Buszewski, B., Nowaczyk, J., Ligor, T., Olszowy, P., Ligor, M. et al. (2009). Preparation and characterization of microporous fibers for sample preparation and LC-MS determination of drugs. J. Sep. Sci. 32: 2448-2454. .
• [3]. Buszewski, B., Olszowy, P., Pikus, S. & Kozak, M. (2014). Electropolymerized nanoporous polymeric SPME coatings: preparation and characterization by small angle X-ray scattering and scanning electron microscopy. Monatsh. Chem. 145: 527-531.
• [4]. Buszewski, B., Olszowy, P., Szultka, M. & Jezewska, A. (2012). New approaches to extraction techniques in determination of 4,40-methylenebis(2-chloroaniline) in air and water solutions. Talanta 93: 117-121.
• [5]. Buszewski, B., Szultka, M., Olszowy, P., Bocian, S. & Ligor. T. (2011). A novel approach to the rapid determination of amoxicillin in human plasma by solid phase microextraction and liquid chromatography. Analyst 136: 2635-2642.
• [6]. Buszewski, B., Welerowicz, T., Tęgowska, E. & Krzemiński, T.F. (2009). Determination of β-blockers antagonists In biological samples by solid-phase extraction with cholesteroli phase and LC/MS. Anal. Bioanal. Chem. 393: 263-272.
• [7]. Castro, R., Natera, R., Duran, E. & Garcia-Barroso, C. (2008). Application of solid phase extraxtion techniques to analyse volatile compounds in wines and other enological products. Eur. Food Res. Techn. 228(1): 1 -18.
• [8]. Gadzala-Kopciuch, R., Ricanyova, J. & Buszewski, B. (2009). Isolation and detection of steroids from human urine by molecularly imprinted solid-phase extraction and liquid chromatography. J. Chromatogr. B 877: 1177-1184.
• [9]. Gadzała-Kopciuch, R.M., Kluska, M., Wełniak, M. & Buszewski, B. (2005). Silicon dioxide surfaces with aryl interaction sits for chromatographic applications. Mater. Chem. Physics 89: 228-237.
• [10]. Guerrero, E.D., Chinnici, F., Natali, N., Marin, R.N. & Riponi C. (2008). Solid-phase extraction method for determination of volatile compounds in traditional balsamic vinegar. J. Sep. Sci. 31(16-17): 3030-3036.
• [11]. Kartoglu, U., Ozgüler, N.K., Wolfson, L.J. & Kurzatkowski, W. (2010). Validation of the shake test for detecting freeze damage to adsorbed vaccines. Bull. World Health Organ. 88: 624-631.
• [12]. Kataoka, H. (2005). Recent advances in solid-phase microextraction and related techniques for pharmaceutical and biomedical analysis. Curr. Pharm. Anal. 1: 65-84.
• [13]. Kluska, M., Liepinsh, E., Pypowski, K. & Erchak, N. (2008). Separation of azepinio-methyl derivatives of ES-silanates by the use of aryl stationary phases in HPLC. J. Liq. Chromatogr. Rel. Technol. 31: 675-682.
• [14]. Konieczka, P. & Namieśnik, J. (2007). Ocena i kontrola jakości wyników pomiarówan alitycznych. WNT, Warszawa.
• [15]. Lord, H. & Pawliszyn, J. (2000). Evolution of solid-phase microextraction technology. J. Chromatogr. A 885: 153-193.
• [16]. Mehdinia, A. & Aziz-Zanjani, M.O. (2013). Advances for sensitive, rapid and selective extraction in different configurations of solid-phase microextraction. Trends Anal. Chem. 51, 13-22.
• [17]. Michel, M. & Buszewski, B. (2009). Porous graphitic carbon sorbents in biomedical and environmental applications. Adsorption 15: 193-202.
• [18]. Oriel, B.S. & Itani, K.M. (2017). The impact of surgical hand antisepsis technique on surgical site infection. Am. J. Surgery 213: 24-29.
• [19]. Pandey, A.K., Kumar, P., Singh, P., Tripathi, N.N. & Bajpai, V.K. (2016). Essential oils: sources of antimicrobials and food preservatives. Front Microbiol. 7: 2161-2195.
• [20]. Pisanello, D. (2014). Chemistry of Foods: EU Legal and Regulatory Approaches, SpringerBriefs in Chemistry of Foods.
• [21]. Prukała, W. & Kędzia, B. (1999). Antimicrobial activity of some N-alkyl and N-nitrobenzyl substituted halides of (E)-4′-hydroxy-3′-methoxystilbazoles-4. Il Farmaco 54: 584-587.
• [22]. Prukała, W., Prukała, D., Pypowski, K., Chrząścik, I. & Kluska, M. (2008a). Separation of biologically active isomers of (E)-N-meta- and paranitroazastilbenes by the HPLC technique. J. Liq. Chromatogr. Rel. Technol. 31: 578-585.
• [23]. Prukała, W., Prukała, D., Pypowski, K., Chrząścik, I. & Kluska, M. (2008b). Chromatography of biologically active chlorides of (E)-N-o-(m- or p-)chlorobenzyl-γ-azastilbenols-2′(3′ or 4′). J. Liq. Chromatogr. Rel. Technol. 31: 2612-2620.
• [24]. Regulation (EU) 1308/2013 establishing common organisation of the markets in agricultural products (Dairy Designations) http://eur-lex.europa.eu/.
• [25]. Sawa, T., Shimizu, M., Moriyama, K. & Wiener-Kronish, J.P. (2014). Association between Pseudomonas aeruginosa type III secretion, antibiotic resistance, and clinical outcome: a review. Crit. Care 18: 668-673.
• [26]. Szultka-Młyńska, M., Olszowy, P. & Buszewski, B. (2016). Nanoporous conducting polymer-based coatings in microextraction techniques for environmental and biomedical applications. Crit. Rev. Anal. Chem. 46(3): 236-247.
• [27]. Szumski, M., Kłodzińska, E., Jarmalaviciene, R., Maruska, A. & Buszewski B. (2007). Considerations on influence of charge distribution on determination of bio-molecules and microorganisms and tailoring the monolithic (continuous bed) materials for bioseparations. J. Biochem. Biophys. Methods 70: 107-115.
• [28]. Wang, S.S., Fitz-Simmons, S.C., O’Leary, L.A., Rock, M.J., Gwinn, M.L. et al. (2001). Early diagnosis of cystic fibrosis in the newborn period and risk of Pseudomonas aeruginosa acquisition in the first 10 years of life: A registry-based longitudinal study. Pediatrics 107(2): 274-279.
• [29]. Wyrzykiewicz, E. & Prukała, W. (1995). Synthesis and antimicrobial properties of N-substituted halides of (E)-azastilbenols. II Farmaco 50: 779-782.
• [30]. Yahr, T.L. & Greenberg, E.P. (2004). The genetic basis for the commitment to chronic versus acute infection in Pseudomonas aeruginosa. Mol. Cell 19: 497-498.

Uwagi

Opracowanie rekordu w ramach umowy 509/P-DUN/2018 ze środków MNiSW przeznaczonych na działalność upowszechniającą naukę (2018).