C20 heptaenyl diphosphonate 4 was prepared for one-pot synthesis of carotenoids 1. Olefination with various aromatic aldehydes allowed fast assembly of the corresponding carotenoids. The SAR of carotenoids was investigated by high-throughput screening of ABTS and DPPH assays and their hierarchical clustering analysis. Antioxidant activity of carotenoids increased with the number of electron-donating substituents. Carotene 1a with multiple electron-donating substituents was most proficient, which showed better radical scavenging activities than β-carotene and lycopene.
The ubiquitin-26S proteasome system (UPS) involves the sequential activities of three enzymes, namely ubiquitin activating enzyme (E1), ubiquitin-conjugating enzyme (E2), and ubiquitin protein ligase enzyme (E3). First, ubiquitin is activated by E1 in an ATP-dependent manner. Then, the ubiquitin (Ub)-tagged E1 delivers Ub to E2 through transesterification. Ultimately, the ubiquitinated E2 targets E3, which recruits substrates for ubiquitination (Hershko, 2005;Smalle & Vierstra, 2004).In plants, ubiquitination plays critical roles in responses to biotic and abiotic stimuli (
A series of para-phenolic carotenes 1 with ortho- and meta-substitutions were respectively prepared utilizing the benzenesulfonyl protection method, which demonstrated the importance of the ring substituents on their effective conjugation, evaluated by their UV absorption values. The corresponding apo-12′-carotenals 2 were devised to improve the conjugation effect of the para-phenolic radical with the polyene chain by the conjugated aldehyde group. Apo-12′-carotenals 2b and 2c without ortho-substituents exhibited superior antioxidant activities to their corresponding symmetrical carotenes 1 as well as β-carotene and apo-12′-β-carotenal in 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) and 1,1-diphenyl-2-picryl-hydrazyl (DPPH) radical scavenging assays.
Linking computational natural language processing (NLP) models and neural responses to language in the human brain on the one hand facilitates the effort towards disentangling the neural representations underpinning language perception, on the other hand provides neurolinguistics evidence to evaluate and improve NLP models. Mappings of an NLP model’s representations of and the brain activities evoked by linguistic input are typically deployed to reveal this symbiosis. However, two critical problems limit its advancement: 1) The model’s representations (artificial neurons, ANs) rely on layer-level embeddings and thus lack fine-granularity; 2) The brain activities (biological neurons, BNs) are limited to neural recordings of isolated cortical unit (i.e., voxel/region) and thus lack integrations and interactions among brain functions. To address those problems, in this study, we 1) define ANs with fine-granularity in transformer-based NLP models (BERT in this study) and measure their temporal activations to input text sequences; 2) define BNs as functional brain networks (FBNs) extracted from functional magnetic resonance imaging (fMRI) data to capture functional interactions in the brain; 3) couple ANs and BNs by maximizing the synchronization of their temporal activations. Our experimental results demonstrate 1) The activations of ANs and BNs are significantly synchronized; 2) the ANs carry meaningful linguistic/semantic information and anchor to their BN signatures; 3) the anchored BNs are interpretable in a neurolinguistic context. Overall, our study introduces a novel, general, and effective framework to link transformer-based NLP models and neural activities in response to language and may provide novel insights for future studies such as brain-inspired evaluation and development of NLP models.
Oxo-carotenoids containing conjugated carbonyl groups in their chains were designed to be more efficient superoxide radical scavengers than natural carotenoids, β-carotene and canthaxanthin. A practical chain-extension method for polyene dials (e.g., crocetin dial) was also proposed based on Horner–Wadsworth–Emmons olefination. Double aldol condensation between polyene dials and acetophenones with ring substituents produced oxo-carotenoids with substituted benzene rings. The antioxidant activity of oxo-carotenoids was measured using DPPH (radical) and ABTS (cationic radical) scavenging assays and compared with the analysis with the superoxide (anionic radical) probe. An effective conjugation length by carbon–carbon double bonds is important to provide superior antioxidant activity for oxo-carotenoids, regardless of the type of radical probe used in the assay. Increasing electron density is favorable to strong antioxidant activity in DPPH, and the phenol group is favored in ABTS, whereas electron deficient oxo-carotenoids are very potent in the superoxide radical assay. All oxo-carotenoids exhibited 105~151% better superoxide radical scavenging activity compared to beta-carotene (100%), whereas 38~155% in DPPH and 16~96% in ABTS radical scavenging activities were observed.
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