Naphthalenetetracarboxylic diimide (NDI) is widely used as a photoelectric material in the field of medicine. A series of asymmetric naphthalene diimide derivatives were synthesized and evaluated for their anticancer properties by various experimental assays. As the representative compound, exerted significantly greater inhibitory effects on hepatoma cells SMMC-7721 and Hep G2 with an IC value of 1.48 ± 0.43 μM and 1.70 ± 0.53 μM, respectively, than normal hepatocytes QSG-7701 with an IC value of 7.11 ± 0.08 μM. Treatment with compound (3 μM) for 48 h resulted in apoptosis of SMMC-7721 cells and Hep G2 cells with 52.1% and 67.8% apoptotic cells, respectively. Compound induced autophagy and suppressed the migration of hepatoma cells in a concentration-dependent manner, resulting from the generation of reactive oxygen species (ROS). Based on its biological ability, compound was considered as a potent anticancer agent.
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http://dx.doi.org/10.1039/c8md00265g | DOI Listing |
Molecules
December 2024
Science Institute, Chemistry Department, University of Iceland, Dunhaga 3, 107 Reykjavik, Iceland.
This report describes the asymmetric synthesis of a focused library of enantiopure structured triacylglycerols (TAGs) comprised of a single saturated fatty acid (C6, C8, C10, C12, C14 or C16), a pure bioactive n-3 polyunsaturated fatty acid (EPA or DHA) and a potent drug (ibuprofen or naproxen) intended as a novel type of prodrug. One of the terminal -1 or -3 positions of the glycerol backbone is occupied with a saturated fatty, the remaining one with a PUFA, and the drug entity is present in the -2 position. This was accomplished by a six-step chemoenzymatic approach starting from enantiopure ()- and ()-solketals.
View Article and Find Full Text PDFChemistry
December 2024
Frontiers Science Center for Flexible Electronics (FSCFE), Shaanxi Institute of Flexible Electronics (SIFE) & Shaanxi Institute of Biomedical Materials and Engineering (SIBME), Northwestern Polytechnical University, Xi'an, 710072, China.
Herein, we simultaneously synthesized three different double B←N Lewis pair-functionalized naphthalenes including the asymmetric BNNY and BNNO and the mirror-symmetric BNNR, via a one-pot method. The annulation modes of the B←N Lewis pairs and the substituents on the boron atoms efficiently tune the molecular frontier orbitals and emission colors. α-Position fusion leads to a significant enhancement of the HOMO energy level and a decrease in the HOMO-LUMO gap, while the electron-withdrawing groups attached to the boron atom make the LUMO energy level more stable.
View Article and Find Full Text PDFSpectrochim Acta A Mol Biomol Spectrosc
March 2025
State Key Laboratory of Environment-friendly Energy Materials, School of Materials and Chemistry, Southwest University of Science and Technology, Mianyang 621010, PR China. Electronic address:
A Cr/ClO-enhanced fluorescent probe, DNS (5-(dimethylamino)-N'-(2-hydroxy-4,6-dimethoxybenzylidene)-naphthalene-1-sulfonyl hydrazide), with aggregation-induced emission (AIE) properties was synthesized using dansylhydrazide and 4,6-dimethoxysalicylaldehyde as starting materials. The probe rapidly and selectively detects Cr and ClO in a solvent system of HO/DMSO (2:8). Upon binding with Cr/ClO, the probe exhibits a significant fluorescence enhancement, with minimal interference from other ions.
View Article and Find Full Text PDFNanomaterials (Basel)
August 2024
School of Environmental and Chemical Engineering, Shanghai University, 99 Shangda Road, Shanghai 200444, China.
Redox-active porous organic polymers (POPs) demonstrate significant potential in supercapacitors. However, their intrinsic low electrical conductivity and stacking tendencies often lead to low utilization rates of redox-active sites within their structural units. Herein, polyimide POPs (donated as PMTA) are synthesized in situ on multi-walled carbon nanotubes (MWCNTs) from tetramino-benzoquinone (TABQ) and 1,4,5,8-naphthalene tetracarboxylic dianhydride (PMDA) monomers.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
December 2024
Center of Chemistry for Frontier Technologies, Department of Chemistry, Zijingang Campus, Zhejiang University, Hangzhou, 310058, China.
In the field of biocatalysis, discovering novel reactivity from known enzymes has been a longstanding challenge. Fatty acid photo-decarboxylase from Chlorella variabilis (CvFAP) has drawn considerable attention as a promising photoenzyme with potential green chemistry applications; however, its non-natural reactivity has rarely been exploited to date. Herein we report a non-natural reductive dehalogenation (deacetoxylation) reactivity of CvFAP inspired by its natural oxidative decarboxylation process, enabling the stereoselective synthesis of a series of chiral α-substituted tetralones with high yields (up to 99 %) and e.
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