Ature of an oxidant applied, pH of solutions, the variety and concentration of acid or buffer utilized, temperature and time of reaction (Borg and Cotziaz 1962; El-Gindy et al. 2002; Puzanowska-Tarasiewicz et al. 2005; Nalcz-Jawecki et al. 2008; Puzanowska-Tarasiewicz et al. 2009). The hydrolysis of phenothiazines was also described within the literature (Pawelczyk and Marciniec 1974; Pawelczyk et al. 1975; Egorov 1998; Nalcz-Jawecki et al. 2008). The most often reported modifications with the molecule concerned S/N-oxidation, wherein N-oxides areMed Chem Res (2017) 26:2443sirtuininhibitorFig. four MS fragmentaion spectrum of substrate (Flu-A) a and its photodegradation solutions DP I b and DP II c (FV 250 V)formed primarily by oxidation from the nitrogen atoms present in the side chain at the 10-position. Oxidation in the nitrogen atom in phenothiazine ring is less probably to occur since substitution of an alkyl group in the 10-position causes oxidation at ring to be a lot more hard. In addition transformation from the trifluoromethyl to a carboxylic group, elimination of amine side chains or dimerization could be also observed (Pawelczyk et al. 1975; Heyes 1982; Egorov 1998; Nalcz-Jawecki et al. 2008; Trautwein and K merer 2012). According to the above literature data connected with degradation of distinctive phenothiazine derivatives, the molecular formula of DP I at m/z 445 could possibly be defined as C20H23F3N2O4S and also the corresponding structure could possibly be attributed to any oxides of Flu-A: sulfoxides or N-oxides. For unambiguous identification of DP I greater FV (250 V) was used brought on in-source fragmentation of compound.Noggin Protein supplier Fragmentation ions of the phenothiazine core combined with oxygen at m/z 296 and 340, which indicates oxidation at a sulfur atom in a phenothiazine ring, have been observed. Additionally, MS fragments at m/z 162 and 118 exclude oxidation at an aliphatic amine side chain. On this basis the item at m/z 445 might be attributed to a sulfoxide of FluA (DP I) (Fig. 4b). Below light DP II formation were observed. MS fragmentation of DP II led to fragment ions m/z 224 and 256, which may perhaps indicate a transformation with the trifluoromethyl moiety to a carboxylic group (Fig. 4c).DP I and II eluted at earlier retention time than their parent compound, which indicates their larger polarity. This observation may well confirm the hypothesis that DP I (logPcalc. = 1.90; the worth calculated by ChemDraw system) is really a sulfoxide of Flu-A (for Flu-A logPcalc. = 2.93) and DP II is a carboxylic derivative of Flu-A (logPcalc.GAS6 Protein web = 1.PMID:27017949 57).ConclusionsIn this paper stability of new fluphenazine analogue (FluA), which was made to counteract the resistance of cancer cells to cytostatics, was investigated. According to the outcomes we obtained, it was demonstrates that Flu-A in solutions is sensitive to light and oxidative agents, so the substance should be protected ahead of these variables in the future studies (preformulation process, testing on animal models and so on.). Flu-A susceptibility to oxidation and photodegradation was confirmed by HPLC-ESI-MS and degradation profile obtained.Acknowledgements This study was partly supported by Poznan University of Medical Sciences grant 502-14-03305411-08304 and 502-01-03305411-04981.Med Chem Res (2017) 26:2443sirtuininhibitor451 Compliance with ethical standards Conflict of interest interests. The authors declare that they have no competing2451 Jaszczyszyn A, Gsiorowski K, witek P, Malinka W (2009) The influence with the newly synthesized fluphenazine analogues on.
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