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stilbene/dental caries
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Dynamic internal cavities of dendrimers as constrained media. A study of photochemical isomerizations of stilbene and azobenzene using poly(alkyl aryl ether) dendrimers.
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Dendritic microenvironments defined by dynamic internal cavities of a dendrimer were probed through geometric isomerization of stilbene and azobenzene. A third-generation poly(alkyl aryl ether) dendrimer with hydrophilic exterior and hydrophobic interior was used as a reaction cavity in aqueous
One-pot synthesis of cyclic triamides with a triangular cavity from trans-stilbene and diphenylacetylene monomers.
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Base-promoted self-condensation reactions of trans-stilbene and diphenylacetylene monomers bearing 4-alkylamino and 4'-methoxycarbonyl groups were investigated. Reactions of N-propyl monomers under pseudohigh-dilution conditions (a THF solution of monomer was added dropwise to a THF solution of
Controlling photochemical geometric isomerization of a stilbene and dimerization of a styrene using a confined reaction cavity in water.
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Utility of a water-soluble deep cavity cavitand, octa acid, as a reaction medium is illustrated by carrying out photochemical reactions of a stilbene and a styrene included within the octa acid in water. Geometric isomerization of trans-4,4'-dimethyl stilbene is restricted while dimerization of
Dynamics of structural relaxation of stilbene 3 in solution, cetyltrimethylammonium bromide micelle, and bis(2-ethylhexyl) sulfosuccinate reverse micelle.
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The relaxation dynamics of the excited states of stilbene 3 in various solvents, confined environment cetyltrimethylammonium bromide (CTAB) micelle, and water/bis(2-ethylhexyl) sulfosuccinate (AOT)/hexane reverse micelle are investigated. In the time-resolved decay curves of fluorescence measured in
Synthesis and bio-evaluation of novel quinolino-stilbene derivatives as potential anticancer agents.
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A series of 25 novel quinolino-stilbene derivatives were designed, synthesized and evaluated for their potential as anticancer agents. Three of them not only displayed quite potent antiproliferative activity with IC50 values<4μM but also showed approximately twofold selectivity against cancer cells,
Ultrafast trans → cis Photoisomerization Dynamics of Alkyl-Substituted Stilbenes in a Supramolecular Capsule.
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Ultrafast spectroscopy reveals the effects of confinement on the excited-state photoisomerization dynamics for a series of alkyl-substituted trans-stilbenes encapsulated in the hydrophobic cavity of an aqueous supramolecular organic host-guest complex. Compared with the solvated compounds,
Circularly Polarized Luminescence of Langmuir-Schaefer Films of Amphiphilic Stilbene Enhanced via Interfacial Reaction with Cyclodextrins
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Two enantiomeric amphiphiles containing the stilbene moiety (l-StG and d-StG) were assembled into ordered Langmuir-Schaefer (LS) films through the air/water interface and their circularly polarized luminescence (CPL) was investigated. When the molecules were spread at the air/water interface, a
Role of free space and weak interactions on geometric isomerization of stilbenes held in a molecular container.
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Photochemical geometric isomerization of olefins is long known to depend on the medium in which it occurs. Highest selectivity occurs in flexible biological systems as well as in inflexible crystals. We present results in this report that suggest the isomerization is selective even in an isotropic
Mechanisms of photoisomerization of polyenes in confined media: from organic glasses to protein binding cavities.
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Photochemical reactivities of model organic systems (stilbene and diphenylbutadiene) in organic glasses were first examined and compared with those in solution and in organized media. These observations were in turn compared with reactivities of polyene chromophores in protein binding cavities
Synthesis, biological evaluation and docking studies of trans-stilbene methylthio derivatives as cytochromes P450 family 1 inhibitors.
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Cytochromes P450 family 1 (CYP1) are responsible for the metabolism of procarcinogens, for example polycyclic aromatic hydrocarbons and aromatic and heterocyclic amines. The inhibition of CYP1 activity is examined in terms of chemoprevention and cancer chemotherapy. We designed and synthesized a
Inhibition of Streptococcus mutans Biofilms by the Natural Stilbene Piceatannol Through the Inhibition of Glucosyltransferases.
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Removal of oral biofilms involves the use of broad-spectrum antimicrobials, which eradicate both pathogenic and protective oral commensal species. Ideal therapeutics for dental caries should be able to selectively inhibit pathogenic biofilms caused by Streptococcus mutans. S. mutans extracellular
Synthetic resveratrol analogue, 3,3',4,4',5,5'-hexahydroxy-trans-stilbene, accelerates senescence in peritoneal mesothelium and promotes senescence-dependent growth of gastrointestinal cancers.
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3,3',4,4',5,5'-Hexahydroxy-trans-stilbene (M8) is a synthetic resveratrol derivative, advertised as a candidate drug highly effective against numerous malignancies. Because multiple tumors prone to M8 frequently metastasize into the peritoneal cavity, this study was aimed at establishing the effect
Synthesis and structural and photoswitchable properties of novel chiral host molecules: axis chiral 2,2'-dihydroxy-1,1'-binaphthyl-appended stiff-stilbene.
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Novel photoswitchable chiral hosts having an axis chiral 2,2'-dihydroxy-1,1'-binaphthyl (BINOL)-appended stiff-stilbene, trans-(R,R)- and -(S,S)-1, were synthesized by palladium-catalyzed Suzuki-Miyaura coupling and low-valence titanium-catalyzed McMurry coupling as key steps, and they were fully
Preparation of a stilbene diamido-bridged bis(β-cyclodextrin)-bonded chiral stationary phase for enantioseparations of drugs and pesticides by high performance liquid chromatography.
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A stilbene diamido-bridged bis(β-cyclodextrin) was synthesized via the reaction between 4,4'-stilbene dicarboxylic acid and 6-deoxy-6-amino-β-cyclodextrin. Then it was bonded onto the surface of an ordered mesoporous SBA-15 to obtain a novel bridged bis(β-cyclodextrin)-bonded chiral stationary phase
Fullerene-Filled Stilbene Stars: The Balance between Isolated C60 Helices and 3D Networks in Liquid-Crystal Self-Assemblies.
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A series of shape-persistent star-shaped oligo(phenylene vinylene) liquid crystals and derivatives with fullerene tethered through spacers of different lengths to one arm were successfully synthesized. Solution studies by NMR, UV/Vis and fluorescence spectroscopy revealed the preferential location
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