Determination of the Constants of Binding of Acridine Dyes with Micelles of Sodium Dodecyl Sulfate Using the Quenching of Delayed Fluorescence by Heavy Atoms

The constants of binding dye molecules with the micelles of sodium dodecyl sulfate are determined using quenching of delayed fluorescence of acridine dyes by sodium iodide in aqueous–micellar solutions. Kinetic equations have been composed that describe the processes of deactivation of the excited states of dyes. By solving these equations at the concentration of the quencher sodium iodide corresponding to the minimum lifetime of triplet states and at the concentration of micelles corresponding to the least value of the delayed fluorescence quenching rate constants, we obtained the constants of binding dyes with micelles equal to 1.3·10⁷, 2.9·10⁷, and 3.1·10⁷ M^–1 for trypaflavine, acridine orange, and acridine yellow, respectively. We calculated the rate constants of quenching of the triplet states of the molecules of dyes by iodide ions (I ^–) that decreased in transition from trypaflavine to acridine orange and acridine yellow.     

Intermediates in the photochemical reaction for the formation of 2,7-dimethylacridine from ditolylamine and bromoform

The reaction of the photochemical synthesis of 2,7-dimethylacridine from di(para-tolyl)amine and bromoform was studied utilizing the method of microsecond impulse photolysis. The proposed new scheme for the formation of acridine assumes the recombination of the primary alkyl radicals at the nitrogen atom of the cation radical and/or the radical of the amine as the main route of the reaction. The data obtained indicate the common character of the nature of some intermediate stages and the structures of the intermediates in the photochemical formation of acridine compounds and triphenylmethane dyes from aromatic amines and halogenomethanes.Institute of Chemical Physics, Chernogolovka, Russian Academy of Sciences, 142432 Chernogolovka. Translated from Izvestiya Akademii Nauk, Seriya Khimicheskaya, No. 9, pp. 2044–2052, September, 1992.     

微波辐射下4-(4-羟基-3-甲氧基)苯基-3,3,6,6-四甲基-1,8-二氧代1,2,3,4,5,6,7,8,9,10-十氢吖啶的合成和晶体结构

标题化合物C24H29NO4?1/2C2H5OH稨2O)由香兰素、5,5-二甲基-1,3-环己二酮、醋酸铵在微波辐射下干反应并经95%乙醇重结晶而得C24H29NO4穀2(C2H5OH稨2O)晶体。结构通过单晶X-射线衍射法确定,其晶体属单斜晶系,空间群P21/n, a = 9.810(2), b = 14.516(3), c = 17.008(3) ? b = 101.03(2), V = 2377.2(8) ?, Z = 4, Mr = 427.52, Dc = 1.195 g/cm3 , m(MoKa) = 0.082 mm-1, F(000) = 920。晶体结构用直接法解出,经全矩阵最小二乘法对原子参数进行修正,最终的偏离因子为R = 0.0406, wR = 0.0892。X-射线衍射分析结果表明,吡啶环和与之稠合的2个六员环均为信封式构象。     

吖啶红褪色光度法测定加替沙星的含量

加替沙星(Gatifloxacin)是由日本杏林制药公司最早开发研制,1999年12月BMS公司在美国首次上市的氟喹诺酮类抗菌药,该药具有抗菌谱广、抗菌活性强、光毒性低等特点,对革兰氏阴性菌和革兰氏阳性菌均有较好的疗效,主要用于呼吸道感染、泌尿道感染、皮肤和软组织感染等的治疗。目前     

吖啶红光度法测定荸荠皮的抗氧化活性

在稀硫酸介质中,羟自由基能迅速氧化吖啶红而使其褪色,溶液在526nm处的吸收减弱.荸荠皮水提取液(AEETP)在400～700 nm范围内无明显吸收.在吖啶红 羟自由基体系中加入AEETP,可以部分清除羟自由基,使溶液在526 nm处的吸收显著增强.在硫酸浓度为4.00×10-3mol/L、吖啶红浓度为2.73×10-7mol/L、过氧化氢浓度为2.65×10-5Mol/L、FeSo4浓度为3.40×10-5Mol/L和反应时问为15 min的最佳实验条件下,AEETP的加入量在0～1.75 mL范围内,吸光度增加值与AEETP加入量成线性关系,回归方程为A526=0.063 6V AEEP 0.346 6,相关系数R=0.995 2.在相同的实验条件下,测得AEETP对羟自由基的清除率为33.7%.实验结果说明,料液比为1:10的AEETP稀释5.7倍后,仍具有较强的抗氧化活性.     

Steric and Electronic Effects in N-Heterocyclic Carbene Gold(III) Complexes: An Experimental and Computational Study

A series of neutral acridine-based gold(III)-NHC complexes containing the pentafluorophenyl (–C₆F₅) group were synthesized. All of the complexes were fully characterized by analytical techniques. The square planar geometry around the gold center was confirmed by X-ray diffraction analysis for complexes 1 (Trichloro [1-methyl-3-(9-acridine)imidazol-2-ylidene]gold(III)) and 2 (Chloro-bis(pentafluorophenyl)[1-methyl-3-(9-acridine)imidazol-2-ylidene]gold(III)). In both cases, the acridine rings play a key role in the crystal packing of the solid structures by mean of π–π stacking interactions, with centroid–centroid and interplanar distances being similar to those found in other previously reported acridine-based Au(I)-NHC complexes. A different reactivity when using a bulkier N-heterocyclic carbene ligand such as 1,3-bis-(2,6-diisopropylphenyl)-2-imidazolidinylidene (SIPr) was observed. While the use of the acridine-based NHC ligand led to the expected organometallic gold(III) species, the steric hindrance of the bulky SIPr ligand led to the formation of the corresponding imidazolinium cation stabilized by the tetrakis(pentafluorophenyl)aurate(III) [Au(C₆F₅)₄]⁻ anion. Computational experiments were carried out in order to figure out the ground state electronic structure and the binding formation energy of the complexes and, therefore, to explain the observed reactivity.     

Large‐Scale Synthesis of Helicene‐Like Molecules for the Design of Enantiopure Thin Films with Strong Chiroptical Activity

Helicenes are fascinating molecules owing to their unusual properties and applications in many fields from catalysis to organic electronics. Herein, we report a straightforward pathway for the synthesis of helicene‐like molecules on a gram scale in an enantiopure form. Thin‐film materials with good propagating optical properties and very high chiroptical responses have been grown by using pulsed laser ablation without altering the structure or the enantiopurity of the molecules. Moreover, electronic and vibrational circular dichroism spectroscopies coupled with theoretical calculations enabled some dependences of the chiroptical properties with the structure to be highlighted, for example, effects of rigidification, aromatization, or the state of matter (liquid versus solid).     

NH2SO3H and H6P2W18O62 · 18H2O-Catalyzed,Three-Component,One-Pot Synthesis of Benzo[c]acridine Derivatives

We report here two simple methods for the synthesis of benzo[c]acridine derivatives from three-component, one-pot condensation of 1-naphthylamine, dimedone, and a variety of substituted aldehydes in the presence of a catalytic amount of NH₂SO₃H or H₆P₂W₁₈O₆₂ · 18H₂O under solvent-free conditions at 120 °C or in refluxing ethanol.     

9-Tempoylmiinoacridine: A Spin-Labeled,Fluorescent Probe of Acetylcholinesterase

Abstract

9-tenpoylaminoacridine, a new spin-labeled probe of acetylcholinesterase, binds reversibly to the aggregating forms of this enzyme obtained from Electrophorus electricus.

The decrease in EPR signal amplitude upon binding is used to calculate a dissociation constant of 0.37 μM for this interaction. The calculated equivalent weight per binding site of 98,400 corresponds to approximately one binding site per enzyme subunit, based on the proposed structure of the enzyme.