Photocatalytic degradation of cyclophosphamide and ifosfamide: Effects of wastewater matrix, transformation products and in silico toxicity prediction

Osawa, Rodrigo A.; Barrocas, B.; Monteiro, Olinda C.; Oliveira, M. Conceição; Florêncio, M. Helena

doi:10.1016/j.scitotenv.2019.07.247

Cited by 27 publications

(14 citation statements)

References 38 publications

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“…There are various reports showing the effects of UV irradiation on the persistence and biological activities of photosensitive compounds [ 23 , 24 , 25 , 26 , 27 ]. For example, the photoproduct of ametryn, which is one of herbicides, showed a higher acute ecotoxicological effect on Vibrio fischeri [ 23 ], and some photoproducts of cyclophosphamide and ifosfamide, which are categorized as antineoplastic drugs, might have a mutagenic potential in silico toxicity prediction [ 24 ]. On the other hand, the photoproduct of linezolid, which is one of oxazolidinone antibiotics, showed no antibacterial activities [ 25 ].…”

Section: Resultsmentioning

confidence: 99%

Photoprotective Effects of Selected Amino Acids on Naproxen Photodegradation in Aqueous Media

et al. 2020

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It is important to develop a photostabilization strategy to ensure the quality of photosensitive compounds, including pharmaceuticals. This study focused on the protective effects of 20 amino acids on the photodegradation of naproxen (NX), a photosensitive pharmaceutical, to clarify the important nature of a good photostabilizer. Our previous report indicated the photodegradability of NX and the protective effects of some antioxidants on its photodegradation, therefore, this compound was used as a model compound. The degradation of NX in aqueous media during ultraviolet light (UV) irradiation and the protective effects of selected amino acids were monitored through high-performance liquid chromatography (HPLC), equipped with a reverse-phase column. Addition of cysteine, tryptophan, and tyrosine induced the significant suppression of NX photodegradation after UV irradiation for 3 h (residual amount of NX; 15.35%, 6.82%, and 15.64%, respectively). Evaluation of the antioxidative activity and UV absorption spectrum showed that cysteine suppressed NX degradation through its antioxidative ability, while tryptophan and tyrosine suppressed it through their UV filtering ability. Furthermore, three amino acids at higher concentrations (more than 100 µmol/L) showed more protective effects on NX photodegradation. For 10 mmol/L, residual amounts of NX with cysteine, tryptophan, and tyrosine were 58.51%, 69.34%, and 82.40%, respectively. These results showed the importance of both photoprotective potencies (antioxidative potency and UV filtering potency) and stability to UV irradiation for a good photostabilizer of photosensitive pharmaceuticals.

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Section: Resultsmentioning

confidence: 99%

Photoprotective Effects of Selected Amino Acids on Naproxen Photodegradation in Aqueous Media

et al. 2020

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“…This approach allows overcoming several drawbacks, including poor water solubility, chemical instability, inadequate oral or local absorption, too short half-life and also formulation or administration issues, facilitating the accumulation of a drug at the desired site of action and thus improving its selectivity and safety [ 98 ]. Since a prodrug is transformed into the corresponding active metabolite in vivo, stability studies should be performed on both forms of the drug [ 81 , 87 , 98 ].…”

Section: Stability Of Anticancer Prodrugsmentioning

confidence: 99%

“…Furthermore, the stability of many antineoplastic drugs has been studied in surface waters and wastewater treatment effluents as these compounds, once in the environment, can be harmful to aquatic organisms as they are mutagenic, genotoxic, cytotoxic, carcinogenic and teratogenic [ 81 ].…”

Section: Introductionmentioning

confidence: 99%

Anticancer Drugs: Recent Strategies to Improve Stability Profile, Pharmacokinetic and Pharmacodynamic Properties

et al. 2022

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In past decades, anticancer research has led to remarkable results despite many of the approved drugs still being characterized by high systemic toxicity mainly due to the lack of tumor selectivity and present pharmacokinetic drawbacks, including low water solubility, that negatively affect the drug circulation time and bioavailability. The stability studies, performed in mild conditions during their development or under stressing exposure to high temperature, hydrolytic medium or light source, have demonstrated the sensitivity of anticancer drugs to many parameters. For this reason, the formation of degradation products is assessed both in pharmaceutical formulations and in the environment as hospital waste. To date, numerous formulations have been developed for achieving tissue-specific drug targeting and reducing toxic side effects, as well as for improving drug stability. The development of prodrugs represents a promising strategy in targeted cancer therapy for improving the selectivity, efficacy and stability of active compounds. Recent studies show that the incorporation of anticancer drugs into vesicular systems, such as polymeric micelles or cyclodextrins, or the use of nanocarriers containing chemotherapeutics that conjugate to monoclonal antibodies can improve solubility, pharmacokinetics, cellular absorption and stability. In this study, we summarize the latest advances in knowledge regarding the development of effective highly stable anticancer drugs formulated as stable prodrugs or entrapped in nanosystems.

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“…Because of the accelerated pace of industrial and agricultural production as well as military and scientific activities, water pollution has long been a world‐wide concern (Lu et al 2015; Wang and Yang 2016; Shemer et al 2017; Osawa et al 2019; Zhang et al 2019). Water pollutants mainly include physical, chemical, and biological substances, which pose a great threat to both the ecology and public health, including the destruction of biodiversity and the induction of cancers in wildlife and humans (Deutschmann et al 2016; Kenworthy et al 2018; Burdon et al 2019).…”

Section: Introductionmentioning

confidence: 99%

“…Furthermore, restoration of water quality can effectively reduce the incidence rate of such tumors (Baumann and Harshbarger 1995). Wildlife inhabiting polluted water suffer from many kinds of toxic damage caused by pollutants (de Castro et al 2017; Osawa et al 2019; Pérez‐Coyotl et al 2019). Humans who use polluted water are at the same risks (Azizullah et al 2011; Wang and Yang 2016).…”

Section: Introductionmentioning

confidence: 99%

Indigenous Fish–Based Assessment of Genotoxic Potentials of the Helong Reservoir in Guangzhou, China

Xian

Tang

Chen

et al. 2021

Enviro Toxic and Chemistry

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The present study was conducted to assess the genotoxic potential of water from the Helong Reservoir, which was designated as a strategic drinking water source by the Guangdong Provincial Government of China in October 2016. Four kinds of common indigenous fish samples (Labeo rohita, Cirrhinus molitorella, red tilapia, and Oreochromis niloticus) were collected at 6 sampling sites during the period from July to November 2020. Fish from the clean drinking water source of the upper reaches of the Liuxihe Reservoir in Guangzhou were collected as the control. Both the alkaline single cell gel electrophoresis assay and the micronucleus test were used to detect DNA damage and the micronucleus rate in erythrocytes of fish samples, respectively. The results indicated that there was a significant increase in comet tail length, Olive tail moment, and micronucleus rates of all fish samples compared with those of the control (p < 0.05). The order of sensitivity to DNA damage and micronucleus formation was Labeo rohita > Cirrhinus molitorella > red tilapia > Oreochromis niloticus. The results of the 2 kinds of experiments were in perfect agreement with each other. We conclude that there are obvious genotoxic effects from the water in the Helong Reservoir. As a strategic drinking water source, the safety of the Reservoir water quality should be considered. The local government should put the restoration of the Helong Reservoir water quality on the agenda as soon as possible.

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Photocatalytic degradation of cyclophosphamide and ifosfamide: Effects of wastewater matrix, transformation products and in silico toxicity prediction

Cited by 27 publications

References 38 publications

Photoprotective Effects of Selected Amino Acids on Naproxen Photodegradation in Aqueous Media

Photoprotective Effects of Selected Amino Acids on Naproxen Photodegradation in Aqueous Media

Anticancer Drugs: Recent Strategies to Improve Stability Profile, Pharmacokinetic and Pharmacodynamic Properties

Indigenous Fish–Based Assessment of Genotoxic Potentials of the Helong Reservoir in Guangzhou, China

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