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Search for "reactive oxygen species" in Full Text gives 52 result(s) in Beilstein Journal of Organic Chemistry.
Multicomponent reactions driving the discovery and optimization of agents targeting central nervous system pathologies
Beilstein J. Org. Chem. 2024, 20, 3151–3173, doi:10.3762/bjoc.20.261
- biomolecules like DNA and lipids. Lipid peroxidation and membrane disruption can cause random cross-linking, resulting in cell death and the fragmentation of proteins and enzymes. Elevated concentrations of reactive oxygen species (ROS) from various molecular processes contribute to the oxidation of proteins
Advances in the use of metal-free tetrapyrrolic macrocycles as catalysts
Beilstein J. Org. Chem. 2024, 20, 3085–3112, doi:10.3762/bjoc.20.257
- photochemistry, porphyrins are mainly used for the generation of singlet oxygen (1O2) or other reactive oxygen species. Porphyrins in the triplet excited state can relax to the ground state by transferring energy to molecular oxygen (triplet state) forming 1O2 (Figure 13b) [67]. Photosensitized singlet oxygen
N-Glycosides of indigo, indirubin, and isoindigo: blue, red, and yellow sugars and their cancerostatic activity
Beilstein J. Org. Chem. 2024, 20, 2840–2869, doi:10.3762/bjoc.20.240
- , the downstream signaling pathways seem to be based on the production of reactive oxygen species [48]. Like E-β-46b, the presence of derivative E-β-46e appears to control apoptosis in melanoma cells which is (again) increased by the presence of TRAIL and results in complete loss of cell viability. As
- . The most important biomolecular step, however, was the early production (already after one hour) of reactive oxygen species (ROS). This was demonstrated by pretreatment with antioxidants which completely stopped induction of apoptosis and of the loss of cell viability and resulted in disappearance of
- proliferation, 60% reduction of cell viability and 30% induced apoptosis at a 10 μM level. Like in case of the studies mentioned above, apoptosis was further increased in combination with TRAIL. Induction of reactive oxygen species were again mandatory for these effects to be observed. In fact, apoptosis was
Interaction of a pyrene derivative with cationic [60]fullerene in phospholipid membranes and its effects on photodynamic actions
Beilstein J. Org. Chem. 2024, 20, 2732–2738, doi:10.3762/bjoc.20.231
- safer control of Vm. Keywords: liposome; π–π interaction; reactive oxygen species; superoxide radical anion; Introduction The [60]fullerene (C60) is known as an excellent electron acceptor [1][2] and is commonly used in organic solar cell applications [3]. Taking advantage of the fact that C60 can be
- photoinduced generation of reactive oxygen species (ROS) [8]. In our more recent study, the reversal of Vm after stopping photoirradiation of our triad molecule was associated with the renewal of the plasma membrane through endocytosis in living cells [6]. These results suggested that the photoinduced change
- (–)). Photoinduced generation of reactive oxygen species (ROS) by cationic derivative of C60 (catC60)-loaded liposomes (catC60-lip) (5 µM catC60) in the absence and presence of 1-pyrenebutyric acid (PyBA, 50 µM). (a) X-band electron spin resonance (ESR) spectra of 2,2,6,6,-tetramethyl-4-piperidone (4-oxo-TEMP
Methodology for awakening the potential secondary metabolic capacity in actinomycetes
Beilstein J. Org. Chem. 2024, 20, 753–766, doi:10.3762/bjoc.20.69
- is regulated by such heat shock sensors. Although long-term high-temperature culture experiments are employed in this study, reactive oxygen species (ROS) may exert a stronger effect than high temperature. In actinomycetes, several sensor proteins for ROS have been reported (e.g., SoxR and OxyR
Research progress on the pharmacological activity, biosynthetic pathways, and biosynthesis of crocins
Beilstein J. Org. Chem. 2024, 20, 741–752, doi:10.3762/bjoc.20.68
- , and epileptic disorders [26][27]. Four mechanisms have been reported for the treatment of Alzheimer's disease with crocins. Crocins function as antioxidants that slow down the progression of the disease by increasing the ʟ-glutathione (GSH) level and reducing the presence of reactive oxygen species
Switchable molecular tweezers: design and applications
Beilstein J. Org. Chem. 2024, 20, 504–539, doi:10.3762/bjoc.20.45
- proximity of the metallic centers which allows MMLCT transitions. These properties have been used to generate reactive oxygen species (ROS) and efficient photocatalytic oxidative cyanation of N-phenyl-1,2,3,4-tetrahydroisoquinoline. The photocatalytic activity of the catalyst could be allosterically imbibed
Photoinduced in situ generation of DNA-targeting ligands: DNA-binding and DNA-photodamaging properties of benzo[c]quinolizinium ions
Beilstein J. Org. Chem. 2024, 20, 101–117, doi:10.3762/bjoc.20.11
- cancer [39], and bacterial, fungal, parasitic and viral infections [40][41]. In general, PDT operates on the basis of a photosensitizer, which generates reactive intermediates upon irradiation [42][43][44][45]. Hence, in the type-I mechanism the photosensitizer induces the formation of reactive oxygen
- species (ROS), such peroxyl, alkoxy and hydroxyl radicals, or carbon-centered radicals, which subsequently induce DNA strand cleavage. In the type-II mechanism, a triplet-excited photosensitizer reacts with molecular oxygen to give highly reactive singlet oxygen, 1O2, as reactive intermediate, which in
Effects of the aldehyde-derived ring substituent on the properties of two new bioinspired trimethoxybenzoylhydrazones: methyl vs nitro groups
Beilstein J. Org. Chem. 2023, 19, 1713–1727, doi:10.3762/bjoc.19.125
- ][35][36]. Our lead compound INHHQ (or 8-hydroxyquinoline-2-carboxaldehyde isonicotinoyl hydrazone) has been successfully tested in the prevention of short- and long-term memory deficits in a mice model of sporadic AD [33]. Additionally, INHHQ decreases copper-mediated production of reactive oxygen
- species (ROS) in vitro, which may be another mechanism through which the compound exerts its protective effects in the brain. From a drug development perspective, however, INHHQ has some pharmacological limitations, such as low solubility and certain susceptibility to hydrolysis in a water-rich medium
Synthesis and biological evaluation of Argemone mexicana-inspired antimicrobials
Beilstein J. Org. Chem. 2023, 19, 1511–1524, doi:10.3762/bjoc.19.108
- ) protein [16][17], as well as perturbing carbohydrate metabolism to generate reactive oxygen species that damage the DNA [18], as modes of action for berberine’s antibacterial effects. The antitumor properties of berberine have been attributed to DNA binding, and in particular regulating the activity of
First example of organocatalysis by cathodic N-heterocyclic carbene generation and accumulation using a divided electrochemical flow cell
Beilstein J. Org. Chem. 2022, 18, 979–990, doi:10.3762/bjoc.18.98
- molecular oxygen, or electrochemically generated superoxide (cathodic reduction of O2), which oxidize the Breslow intermediate [30][39]. In fact, the presence of some reactive oxygen species in the reaction environment was previously demonstrated by the formation of compound 1b (see Table 1). IL Recycling
Structural basis for endoperoxide-forming oxygenases
Beilstein J. Org. Chem. 2022, 18, 707–721, doi:10.3762/bjoc.18.71
- endoperoxide-containing natural products, numerous synthetic analyses and biosynthesis of endoperoxide compounds have been reported [18][19][20][21]. In some cases; e.g., in the biosynthesis of artemisinin and ergosterol peroxides, a reactive oxygen species (ROS) such as singlet oxygen, which is generated by
Menadione: a platform and a target to valuable compounds synthesis
Beilstein J. Org. Chem. 2022, 18, 381–419, doi:10.3762/bjoc.18.43
- reactive oxygen species (ROS) generation, resulted from the interactions between nucleophilic biomolecules and 1,4-naphthoquinonic nucleus of menadione and its derivatives. The presence of an α,β-unsaturated diketone in the quinone structures allows them to accept electrons through reduction processes
- ][38]. In the presence of oxygen, the reduced species is oxidized back to the quinone, thus completing the cycle. In case of naphthoquinones such as menadione, the quinone–semiquinone or quinone–hydroquinone interconversion generates reactive oxygen species (ROS), such as superoxide anion (O2
Photophysical, photostability, and ROS generation properties of new trifluoromethylated quinoline-phenol Schiff bases
Beilstein J. Org. Chem. 2021, 17, 2799–2811, doi:10.3762/bjoc.17.191
- damage caused by oxidative stress, especially by eliminating reactive oxygen species (ROS) such as hydroxyl radicals (•OH), superoxide anions (O2•‒), and singlet oxygen (1O2) [3][22][23]. Therefore, research in recent years has focused on new compounds obtained from natural sources or by synthetic
- possible reactive oxygen species in DMSO solution (e.g., hydroxyl and superoxide radical species) that are not identified by the type of photooxidation assay employed in this work. The good photostability and tendency of these Schiff base derivatives to generate 1O2 under light irradiation demonstrated
A visible-light-induced, metal-free bis-arylation of 2,5-dichlorobenzoquinone
Beilstein J. Org. Chem. 2021, 17, 2315–2320, doi:10.3762/bjoc.17.149
- nature makes them crucial players in both the regulation of reactive oxygen species and biological stress levels in human tissue [9], as well as in the photosynthesis of plants and bacteria [10]. Aside from their use in therapeutics, quinones possess unique photophysical and electronic properties
Constrained thermoresponsive polymers – new insights into fundamentals and applications
Beilstein J. Org. Chem. 2021, 17, 2123–2163, doi:10.3762/bjoc.17.138
Biochemistry of fluoroprolines: the prospect of making fluorine a bioelement
Beilstein J. Org. Chem. 2021, 17, 439–460, doi:10.3762/bjoc.17.40
- acids and their metabolic derivatives, which may impact cellular homeostasis. In addition, proline metabolism is related to stress response and scavenging of reactive oxygen species in many organisms [62]. In E. coli, the main path for proline synthesis starts from glutamate, which is phosphorylated by
19F NMR as a tool in chemical biology
Beilstein J. Org. Chem. 2021, 17, 293–318, doi:10.3762/bjoc.17.28
Insight into functionalized-macrocycles-guided supramolecular photocatalysis
Beilstein J. Org. Chem. 2021, 17, 139–155, doi:10.3762/bjoc.17.15
- accessible for MO and ii) the Au cores could perform as electron acceptors (Au+ to Au0), which prevents the recombination of the electron–hole pairs produced by TiO2. Such a system generated more excited electrons for the generation of reactive oxygen species (ROS) and also acted as an effective reaction
Heterogeneous photocatalysis in flow chemical reactors
Beilstein J. Org. Chem. 2020, 16, 1495–1549, doi:10.3762/bjoc.16.125
4-Hydroxy-3-methyl-2(1H)-quinolone, originally discovered from a Brassicaceae plant, produced by a soil bacterium of the genus Burkholderia sp.: determination of a preferred tautomer and antioxidant activity
Beilstein J. Org. Chem. 2020, 16, 1489–1494, doi:10.3762/bjoc.16.124
- in liquid production cultures, quenched hydroxy radical-induced chemiluminescence emitted by luminol by 86%. Because some Burkholderia species are pathogenic to plants and animals, the above result suggests that 1 is a potential antioxidant to counteract reactive oxygen species-based immune response
- reactive oxygen species (ROS), is implemented in eukaryotic cells, including protists [32], as an innate immune response to deactivate foreign substances or as part of phagocytic digestion of internalized nutrients [33]. Pathogenic microbes are equipped with a multitude of strategies to circumvent host
Extension of the 5-alkynyluridine side chain via C–C-bond formation in modified organometallic nucleosides using the Nicholas reaction
Beilstein J. Org. Chem. 2020, 16, 1–8, doi:10.3762/bjoc.16.1
- HeLa and K562 cell lines [31]. The formation of a reactive oxygen species in the presence of cobalt compounds was determined in K562 cells. The results indicate that the mechanism of action for most antiproliferative cobalt compounds may be related to the induction of oxidative stress [31
α,ß-Didehydrosuberoylanilide hydroxamic acid (DDSAHA) as precursor and possible analogue of the anticancer drug SAHA
Beilstein J. Org. Chem. 2019, 15, 2524–2533, doi:10.3762/bjoc.15.245
- species (ROS) as some apoptotic features. Keywords: anticancer drug; cross metathesis; HDAC inhibition; hydroxamates; reactive oxygen species; Introduction Suberoylanilide hydroxamic acid (SAHA, 1, Figure 1, vorinostat [1][2], has now emerged as a FDA approved drug for the treatment of relapsed and
- preliminarily evaluated for anticancer activity towards HeLa cells. The administration of the analogues caused a significant decrease in the proliferation of HeLa cells. Furthermore, one of the analogues showed a maximum cytotoxicity with a minimum GI50 value of 2.5 µg/mL and the generation of reactive oxygen
Fluorescent phosphorus dendrimers excited by two photons: synthesis, two-photon absorption properties and biological uses
Beilstein J. Org. Chem. 2019, 15, 2287–2303, doi:10.3762/bjoc.15.221
- . Indeed, photodynamic therapy is used in oncology for the treatment of certain types of tumors. It is based on the activation by light of photosensitizers, able to generate singlet oxygen and/or other reactive oxygen species (ROS), to induce the destruction of the targeted tissues [66]. The dendrimer
A review of the total syntheses of triptolide
Beilstein J. Org. Chem. 2019, 15, 1984–1995, doi:10.3762/bjoc.15.194
- pathways involved in the regulation of reactive oxygen species (ROS) and/or nitric oxide (NO) [9], histone methyltransferase [10], HSP70 [11], Jak2, Bcl-2/Bax [12], caspase 8 [13], NF-κB [14], X-linked inhibitor of apoptosis protein (XIAP) [15], MAPK, PI3K [16], and MPK1, ERK-1/2, and JNK-1/2 [17]. The
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