Several oxidative processes are related to a wide range of human chronic and degenerative diseases, like Alzheimer’s disease, which also has been related to cholinergic processes. Therefore, search for new or improved antioxidant molecules with acetylcholinesterase activity is essential to offer alternative chemotherapeutic agents to support current drug therapies. A series of chalcone (2a–2k) and flavone (3a–3k) analogs were synthesized, characterized, and evaluated as acetylcholinesterase (AChE) inhibitors, and antioxidant agents using 1,1-diphenyl-2-picrylhydrazyl (DPPH•), 2-2′-azino-bis-(3-ethylbenzothiazoline-6-sulfonate) (ABTS•), and β-carotene/linoleic acid bleaching assay. Compounds more active were 3j and 2k in DPPH with EC₅₀ of 1 × 10⁻⁸ and 5.4 × 10⁻³ μg/mL, respectively; 2g and 3i in ABTS (1.14 × 10⁻² and 1.9 × 10⁻³ μg/mL); 2e, 2f, 3f, 2j, and 3j exceeded the α-tocopherol control in the β-carotene assay (98–99% of antioxidant activity). At acetylcholinesterase inhibition assay, flavones were more active than chalcones; the best results were compounds 2d and 3d (IC₅₀ 21.5 and 26.8 µg/mL, respectively), suggesting that the presence of the nitro group enhances the inhibitory activity. The docking of these two structures were made to understand their interactions with the AChE receptor. Although further in vivo testing must be performed, our results represent an important step towards the identification of improved antioxidants and acetylcholinesterase inhibitors.

The employment of privileged scaffolds in medicinal chemistry supplies scientists with a solid start in the search for new and improved therapeutic molecules. One of these scaffolds is the imidazole ring, from which several derivatives have shown a wide array of biological activities. A series of 2,4,5-triphenyl imidazole derivatives were synthesized, characterized, and evaluated in vitro as antioxidant molecules using 1,1-diphenyl-2-picrylhydrazyl (DPPH^.) and 2-2′-azino-bis-(3-ethylbenzothiazoline-6-sulfonate) (ABTS^.+) assays, acetylcholinesterase (AChE) and xanthine oxidase (XO) inhibitors as well as antiproliferative agents. Additional in silico studies such as docking and determination of their absorption, distribution, metabolism, and excretion (ADME) properties were calculated. Compounds 3 and 10 were the most active antioxidants in both the DPPH and ABTS assays (EC₅₀ of 0.141 and 0.174 mg/mL, and 0.168 and 0.162 mg/mL, respectively). In the enzymatic inhibition, compound 1 showed the best activity, inhibiting 25.8% of AChE at a concentration of 150 μg/mL, and compound 3 was the most active XO inhibitor with an IC₅₀ of 85.8 μg/mL. Overall, against the six different evaluated cancerous cell lines, molecules 2, 10, and 11 were the most antiproliferative compounds. In silico predictions through docking point out 11, and ADME analysis to 11 and 12, as good candidates for being lead compounds for further derivations.

In the crystal structure of the title compound, C₁₂H₉Cl₂NO₂, the mean planes through the quinoline and carboxylate groups have r.m.s. deviations of 0.006 and 0.021 Å, respectively, and form a dihedral angle of 87.06 (19)°. In the crystal, molecules are linkedviavery weak C—H...O hydrogen bonds, forming chains, which propagate along thec-axis direction.

The present investigation aimed to assess the effect of pollen sources on the mass, dimension, oil content and fatty acid profile of the seeds from female palms of the Medjool date cultivar. The palms were pollinated with Deglet Noor, Khadrawy, Medjool and Zahidi cultivars. In addition, three palms were pollinated as the treatment control. The fatty acids were evaluated by gas chromatography-mass spectrometry. The surface morphology of date seed powder was examined using SEM, before and after n-hexane interaction. The seeds of the Medjool treatment had the greatest mass (1.42 g), but the lowest oil content (5.37% w/w); the control seeds showed smaller mass (1.21 g), but higher oil content (13.57% w/w). The proportion of fatty acids varied significantly among the treatments with respect to the control. The most abundant fatty acids were oleic (C18:1), lauric (C12:0), myristic (C14:0), palmitic (C16:0), linoleic (C18:2), and stearic (C18:0). Together these fatty acids presented a composition between 98.3 and 98.67% for treatments, and 99.0% for the control. The results indicate that the pollen sources from Deglet Noor, Khadrawy, Medjool and Zahidi cultivars had a significant effect on mass, dimension, oil content and fatty acid profile of the seeds of the date cultivar Medjool. The date seed oil could be used as edible oil, in food products, and in pharmaceutical and cosmetic applications.

Non-nucleoside reverse transcriptase inhibitors (NNRTIs) targeting human immunodeficiency virus (HIV) frequently exhibit suboptimal pharmacological properties and are often compromised by drug-resistant mutations. This underscores the ongoing need for the development of developing novel reverse transcriptase (RT) inhibitors. In this study, we report the synthesis of 20 novel amine-type cyclopentanepyridinone derivatives as NNRTIs. The chlorinated C-4 core was functionalized with various amines of differing chain lengths, yielding final products in 43-88% yields. Derivatives bearing alkyl and alkenyl chains at the C-4 position demonstrated anti-HIV activity at nanomolar to micromolar concentrations. Among them, compound 9 exhibited the most potent inhibitory activity against HIV and wild-type (WT) HIV-1 RT, with an EC₅₀ of 540 nM and an IC₅₀ of 33.89 μM, respectively, while maintaining low cytotoxicity (CC₅₀ > 100 μM). Molecular docking analysis revealed interactions with key residues in the NNRTI binding pocket (NNIBP), including Lys101, Tyr181, Tyr188, and the conserved residues Phe227, Trp229, and Leu234, both in WT HIV-1 RT and Tyr188Leu HIV-1 RT. Moreover, molecular dynamics (MD) simulations with WT HIV-1 RT showed that compounds 6, 9, and 10 formed up to two hydrogen bonds with RT, supporting their ability to bind effectively within the NNIBP.