-
Food and Chemical Toxicology : An... Dec 2019
Review
Topics: Animals; Benzaldehydes; Databases, Factual; Humans; Perfume; Registries; Risk Assessment
PubMed: 31622729
DOI: 10.1016/j.fct.2019.110878 -
ACS Nano Mar 2009Polymer vesicles with diameters of ca. 100-600 nm and bearing benzaldehyde functionalities within the vesicular walls were constructed through self-assembly of an...
Polymer vesicles with diameters of ca. 100-600 nm and bearing benzaldehyde functionalities within the vesicular walls were constructed through self-assembly of an amphiphilic block copolymer PEO(45)-b-PVBA(26) in water. The reactivity of the benzaldehyde functionalities was verified by cross-linking the polymersomes and also by a one-pot cross-linking and functionalization approach to further render the vesicles fluorescent, each via reductive amination. In vitro studies found these labeled nanostructures to undergo cell association.
Topics: Animals; Benzaldehydes; CHO Cells; Cricetinae; Cricetulus; Cross-Linking Reagents; HeLa Cells; Humans; Nanostructures; Polymers; Water
PubMed: 19309173
DOI: 10.1021/nn8007977 -
The Journal of Antibiotics Apr 2019In this article, we report a series of benzaldehyde thiosemicarbazone derivatives possessing high activity toward actively replicating Mycobacterium tuberculosis strain...
In this article, we report a series of benzaldehyde thiosemicarbazone derivatives possessing high activity toward actively replicating Mycobacterium tuberculosis strain with minimum inhibitory concentration (MIC) values in the range from 0.14 to 2.2 μM. Among them, two compounds-2-(4-phenethoxybenzylidene)hydrazine-1-carbothioamide (13) and 2-(3-isopropoxybenzylidene)hydrazine-1-carbothioamide (20) also demonstrate submicromolar antimycobacterial activity against M. tuberculosis under hypoxia with MIC values of 0.68 and 0.74 μM, respectively. The activity of compounds 13 and 20 toward five investigated isoniazid-, rifampicin-, and fluoroquinolone-resistant M. tuberculosis isolates is similar to commercially available antituberculosis drugs. The compounds 13 and 20 possess good ADME properties and have low cytotoxicity toward human liver cells (HepG2). Therefore, 2-(4-phenethoxybenzylidene)hydrazine-1-carbothioamide (13) and 2-(3-isopropoxybenzylidene)hydrazine-1-carbothioamide (20) are valuable candidates for further preclinical studies.
Topics: Antitubercular Agents; Benzaldehydes; Cell Survival; Hep G2 Cells; Hepatocytes; Humans; Microbial Sensitivity Tests; Molecular Structure; Mycobacterium tuberculosis; Thiosemicarbazones
PubMed: 30662064
DOI: 10.1038/s41429-019-0140-9 -
The Journal of Antibiotics Jan 2022The ribosome-targeted antifungal agent hygromycin B (HygB) alters the secondary metabolite profiles of fungi. Hypoxylon truncatum NBRC 32353 fermented in the presence of...
The ribosome-targeted antifungal agent hygromycin B (HygB) alters the secondary metabolite profiles of fungi. Hypoxylon truncatum NBRC 32353 fermented in the presence of hygromycin B in barley medium activated secondary metabolite synthesis. A new benzaldehyde derivative truncaaldehyde (1) was obtained, along with thirteen known compounds (2-14). The structures of the new compounds were revealed using NMR and single-crystal X-ray crystallography. The total synthesis of (±)-1 was achieved using a four-step sequence, and chiral separation was accomplished. The isolated compounds were tested for their monoamine oxidase (MAO) -A and -B inhibitory activities, with six compounds ((±)-1, 4, 5, 7, 8, and 10) showing inhibitory activity.
Topics: Antifungal Agents; Ascomycota; Benzaldehydes; Crystallography, X-Ray; Fermentation; Hygromycin B; Magnetic Resonance Spectroscopy; Molecular Structure; Monoamine Oxidase; Monoamine Oxidase Inhibitors; Stereoisomerism; Structure-Activity Relationship
PubMed: 34819605
DOI: 10.1038/s41429-021-00483-6 -
International Journal of Molecular... Oct 2022Nanometer-size Co-ZIF (zeolitic imidazolate frameworks) catalyst was prepared for selective oxidation of toluene to benzaldehyde under mild conditions. The typical...
Nanometer-size Co-ZIF (zeolitic imidazolate frameworks) catalyst was prepared for selective oxidation of toluene to benzaldehyde under mild conditions. The typical characteristics of the metal-organic frameworks (MOFs) material were affirmed by the XRD, SEM, and TEM, the BET surface area of this catalyst was as high as 924.25 m/g, and the diameter of particles was near 200 nm from TEM results. The Co metal was coated with 2-methyl glyoxaline, and the crystalline planes were relatively stable. The reaction temperatures, oxygen pressure, mass amount of N-hydroxyphthalimide (NHPI), and reaction time were discussed. The Co-ZIF catalyst gave the best result of 92.30% toluene conversion and 91.31% selectivity to benzaldehyde under 0.12 MPa and 313 K. The addition of a certain amount of NHPI and the smooth oxidate capacity of the catalyst were important factors in the high yield of benzaldehyde. This nanometer-size catalyst showed superior performance for recycling use in the oxidation of toluene. Finally, a possible reaction mechanism was proposed. This new nanometer-size Co-ZIF catalyst will be applied well in the selective oxidation of toluene to benzaldehyde.
Topics: Toluene; Benzaldehydes; Catalysis; Oxidation-Reduction
PubMed: 36361670
DOI: 10.3390/ijms232112881 -
Biomolecules Jan 2022Excretory-secretory products (ESPs) are the main research targets for investigating the hosts and helminths interaction. Parasitic worms can migrate to parasitic sites...
Benzaldehyde Attenuates the Fifth Stage Larval Excretory-Secretory Product of -Induced Injury in Mouse Astrocytes via Regulation of Endoplasmic Reticulum Stress and Oxidative Stress.
Excretory-secretory products (ESPs) are the main research targets for investigating the hosts and helminths interaction. Parasitic worms can migrate to parasitic sites and avoid the host immune response by secreting this product. is an important food-borne zoonotic parasite that causes severe neuropathological damage and symptoms, including eosinophilic meningitis or meningoencephalitis in humans. Benzaldehydes are organic compounds composed of a benzene ring and formyl substituents. This compound has anti-inflammatory and antioxidation properties. Previous studies showed that 3-hydroxybenzaldehyde (3-HBA) and 4-hydroxybenzaldehyde (4-HBA) can reduce apoptosis in ESP-treated astrocytes. These results on the protective effect underlying benzaldehyde have primarily focused on cell survival. The study was designed to investigate the molecular mechanisms of endoplasmic reticulum stress (ER stress) and oxidative stress in astrocytes in ESP-treated astrocytes and to evaluate the therapeutic consequent of 3-HBA and 4-HBA. First, we initially established the RNA-seq dataset in each group, including normal, ESPs, ESPs + 3-HBA, and ESPs + 4-HBA. We also found that benzaldehyde (3-HBA and 4-HBA) can stimulate astrocytes to express ER stress-related molecules after ESP treatment. The level of oxidative stress could also be decreased in astrocytes by elevating antioxidant activity and reducing ROS generation. These results suggested that benzaldehyde may be a potential therapeutic compound for human angiostrongyliasis to support brain cell survival by inducing the expression levels of ER stress- and oxidative stress-related pathways.
Topics: Angiostrongylus cantonensis; Animals; Astrocytes; Benzaldehydes; Endoplasmic Reticulum Stress; Larva; Mice; Oxidative Stress
PubMed: 35204678
DOI: 10.3390/biom12020177 -
Rapid Communications in Mass... Jan 20232,4,6-Tris(4-formylphenyl)boroxine (TFPB) is a substituted boroxine containing a benzaldehyde molecule bonded to each boron atom. Boroxine cages are an emerging class of...
RATIONALE
2,4,6-Tris(4-formylphenyl)boroxine (TFPB) is a substituted boroxine containing a benzaldehyde molecule bonded to each boron atom. Boroxine cages are an emerging class of functional nanostructures used in host-guest chemistry, and benzaldehyde is a potential radiosensitizer. Reactions initiated by low-energy electrons with such complexes may dictate and bring new fundamental knowledge for biomedical and pharmaceutical applications.
METHODS
The electron ionization properties of TFPB are investigated using a gas-phase electron-molecule crossed beam apparatus coupled with a reflectron time-of-flight mass spectrometer in an orthogonal geometry. Ionization and threshold energies are experimentally determined by mass spectra acquisition as a function of the electron energy.
RESULTS
The abundance of the molecular precursor cation in the mass spectrum at 70 eV is significantly lower than that of the most abundant fragment C H O . Twenty-nine cationic fragments with relative intensities >2% are detected and identified. The appearance energies of six fragment cations are reported, and the experimental first ionization potential is found at eV. Moreover, eight double cations are identified. The present results are supported by quantum chemical calculations based on bound state techniques, electron ionization models and thermodynamic thresholds.
CONCLUSIONS
According to these results, the TPFB properties may combine the potential radiosensitizer effect of benzaldehyde with the stability of the boroxine ring.
Topics: Electrons; Benzaldehydes; Cations; Pharmaceutical Preparations
PubMed: 36261319
DOI: 10.1002/rcm.9418 -
Carbohydrate Polymers Feb 2022Utilization of biomolecules encapsulated nano particles is currently originating ample attention to generate unconventional nanomedicines in antiviral research. Zinc...
Utilization of biomolecules encapsulated nano particles is currently originating ample attention to generate unconventional nanomedicines in antiviral research. Zinc oxide nanoparticle has been extensively studied for antimicrobial, antifungal and antifouling properties due to high surface to volume ratios and distinctive chemical as well as physical properties. Nevertheless, still minute information is available on their response on viruses. Here, in situ nanostructured and polysaccharide encapsulated ZnO NPs are fabricated with having antiviral potency and low cytotoxicity (%viability ~ 90%) by simply controlling the formation within interspatial 3D networks of hydrogels through perfect locking mechanism. The two composites ChH@ZnO and ChB@ZnO shows exceedingly effective antiviral activity toward Human cytomegalovirus (HCMV) having cell viability 93.6% and 92.4% up to 400 μg mL concentration. This study brings significant insights regarding the role of ZnO NPs surface coatings on their nanotoxicity and antiviral action and could potentially guide to the development of better antiviral drug.
Topics: Antiviral Agents; Benzaldehydes; Chitosan; Cytomegalovirus; Humans; Microbial Sensitivity Tests; Molecular Structure; Nanoparticles; Zinc Oxide
PubMed: 34973780
DOI: 10.1016/j.carbpol.2021.118965 -
Journal of the American Chemical Society Oct 2022In all known genetic polymers, molecular recognition via hydrogen bonding between complementary subunits underpins their ability to encode and transmit information, to...
In all known genetic polymers, molecular recognition via hydrogen bonding between complementary subunits underpins their ability to encode and transmit information, to form sequence-defined duplexes, and to fold into catalytically active forms. Reversible covalent interactions between complementary subunits provide a different way to encode information, and potentially function, in sequence-defined oligomers. Here, we examine six oligoarylacetylene trimers composed of aniline and benzaldehyde subunits. Four of these trimers self-pair to form two-rung duplex structures, and two form macrocyclic 1,3-folded structures. The equilibrium proportions of these structures can be driven to favor each of the observed structures almost entirely depending upon the concentration of trimers and an acid catalyst. Quenching the acidic trimer solutions with an organic base kinetically traps all species such that they can be isolated and characterized. Mixtures of complementary trimers form exclusively sequence-specific 3-rung duplexes. Our results suggest that reversible covalent bonds could in principle guide the formation of more complex folded conformations of longer oligomers.
Topics: Aniline Compounds; Benzaldehydes; DNA; Nucleic Acid Conformation; Polymers
PubMed: 36174969
DOI: 10.1021/jacs.2c06268 -
Pest Management Science Dec 2019Sitona weevils (Coleoptera: Curculionidae) are a species complex comprising pests of many leguminous crops worldwide, causing damage to young plants as adults and to...
BACKGROUND
Sitona weevils (Coleoptera: Curculionidae) are a species complex comprising pests of many leguminous crops worldwide, causing damage to young plants as adults and to rootlets as larvae, resulting in significant yield losses. Timely detection of migrating adult weevils is needed to determine when deployment of control measures becomes necessary. With the aim of developing plant volatile-based lures for Sitona spp. detection, we investigated the responses of S. humeralis to host plant-related aromatic compounds.
RESULTS
In olfactometer studies, both male and female S. humeralis responded positively to the odour of alfalfa flowers, a source of aromatic volatiles. In single sensillum recordings, basiconic sensilla located on the third and fourth terminal segments of the antennal club of both sexes were found to respond to benzaldehyde at doses of 10 and 10 g, suggesting that the weevil is able to detect this compound at the peripheral sensory level. In field studies, S. humeralis was attracted to benzaldehyde in the spring, but not in the autumn.
CONCLUSION
Benzaldehyde, as described in this study, may be a suitable candidate for the development of monitoring tools for S. humeralis. © 2019 Society of Chemical Industry.
Topics: Animal Migration; Animals; Benzaldehydes; Chemotaxis; Female; Insect Control; Male; Medicago sativa; Odorants; Weevils
PubMed: 30927298
DOI: 10.1002/ps.5431