A Novel Photocleaver with Long Wavelength Absorption-Highly Efficient Antitumor Agent: 4-(2-Diethylamino-ethylamino)-8-oxo-8H-acenaphtho-[1,2-b]pyrrole-9-carbonitrile

The photocleavage abilities of a novel family of compounds, 8-oxo-8%H%-acenaphtho pyrrole-9-carbonitrile and its derivatives(compounds 1—5) were evaluated with M13 mp18 single strand circular DNA. Only compound 1 with a diethylamine group could bind to DNA %via% electrostatic attraction and intercalation. At a concentration of 50 μmol/L, it could generate singlet oxygen to cleave circular DNA into linear DNA under the irradiation of long wavelength light(λ>400 nm). The antitumor {ability} of compound 1 was also evaluated in vitro, and its IC_ 50 on HeLa cells was as low as 6.8 μmol/L.

Intercalation,Cytotoxicity,and Molecular Modeling of Acenaphtho[1,2-b]pyrrole Chromophores as a New Family of Antitumor Agents

To explore new platform for DNA intercalation and potent antitumor agent, a series of 8-oxo-8H- acenaphtho[1,2-b]pyrrole-9-carboxylic acid esters chromophores has been studied. Their intercalation geometries with DNA were rex;ealed through absorption titration, SYBR Green-DNA melt curve, circular dichroism（CD）, and docking studies. It was identified that some of the compounds could intercalate into DNA along their long axis parallel to the base-pair long axis, making right-handed B form DNA transform to A-like conformation. Their binding potency varied with the different steric hindrance. Their cytotoxicity（IC50） against MCF-7 cells was found to range between 1.3 to 40.9 umol/L by MTT assay. Interestingly, the IC50 values did not show any obvious correlation to their binding constants with DNA. The chromophore with a carboxyl group exhibited the most potency of intercalating DNA and could be the promising precursor for the future intercalator for DNA, while the bromide demonstrated the highest cytotoxic activity in this series of compounds.

Synthesis, crystal structure, and application of an acenaphtho[1,2-k] fluoranthene diimide derivative

Organic electron acceptor materials play an important role in organic electronics.Recently,many organic electron acceptors have been developed,in which aromatic fused-imides have proved to be a promising family of excellent electron acceptors.We report the first synthesis of a novel aromatic fused-imide,acenaphtho[1,2-k]fluoranthene diimide derivative(AFI),using lithium-halogen exchange and Diels-Alder reactions.The construction of a large conjugated plane and the introduction of electron-withdrawing imide groups endow AFI with a low lowest unoccupied molecular orbital(LUMO)level of 3.80 e V.AFI exhibits a regular molecular arrangement and strong - interactions in the single-crystal structure,which indicates its potential application in organic electronic devices.Solar cell devices that were fabricated using AFI as the electron acceptor and P3HT as the electron donor achieved an energy conversion efficiency of 0.33%.

A novel and efficient strategy involving a CuI catalyzed cascade reaction to synthesize acenaphtho[1,2-b]quinoline derivatives

A novel and efficient approach for the straightforward synthesis of biologically significant acenaphtho[1,2-b]quinoline derivatives in good yields utilizing CuI as a catalyst with a broad array of substrates has been developed. The strategy features as a CuI-catalyzed cascade reaction involving the formation of two new C–C bonds and one new C–N bond with high atom economy. A proposed mechanism for the reaction is described.

One-pot synthesis of acenaphtho[l,2-b]furan derivatives

New 9-（alkyl or aryl）acenaphtho[l,2-b]furan-8-（alky or aryl）amine compounds has herein been reported by one-pot reaction of （acenaphthylen-l-yloxy）trimethylsilane,alkyl and aryl aldehydes,and aryl and alky isocyanides in refluxing DMF.

Characterization of DNA Intercalator Bound to Calf Thymus DNA:Ionic Strength and pH Value Effects

By means of circular dichroism（CD） spectrum coupled with UV-Vis and fluorescence spectra,the binding model of DNA intercalator A1{4-（2-diethylamino-ethylamino）-8-oxo-8H-acenaphtho[1,2-b]pyrrole-9-carbonitrile} to calf thymus（CT） DNA was investigated,depending on the values of R（R is defined as the ratio of the concentration of A1 to CT DNA base pairs） and different outer factors.Molecules A1 were intercalated into the CT DNA base pairs in different orientations in the intercalation pocket at a lower R value（R≤0.20）,while A1 molecules aggregated on the surface of the helix of the CT DNA as the R value increased.The influence of NaCl on the binding was smaller because the electrostatic interaction only provided approximately 16% of the overall free energy of binding.The protonated diethylamine substitution would influence the binding geometry greatly at a low pH value via forming hydrogen bonds with the exposed C=O group on DNA surface.

基于苊并[1,2-b]喹喔嗪为受体单元设计合成新型红光热活化延迟荧光分子

采用苊并[1,2-b]喹喔嗪(AQ)作为一种新的热活化延迟荧光(TADF)电子受体(A)基团,通过与强电子给体(D)基团吩噁嗪连接成D-A结构,合成出一种新型TADF分子10,10’,10’’-(苊并[1,2-b]喹喔嗪-3,9,10-三基)-三(10H-吩噁嗪)(AQ-TPXZ),该分子材料发射红色荧光.理论计算表明,该分子的轨道电子云重叠度很小.通过荧光和磷光光谱计算得出,其单线态-三线态能隙差为0.02eV.瞬态衰减测试显示AQ-TPXZ具有瞬时寿命和延迟寿命两种组分.以AQ-TPXZ为发光材料的有机电致发光器件(OLED)实现了红光发射,峰值位于624nm处.该器件的最大外量子效率为7.4%,高于传统的OLED的理论最大外量子效率(5%),这一结果不仅表明AQ-TPXZ为红光TADF分子,同时表明AQ可作为一种新的红光TADF电子受体片段.