- New spiroacridine derivatives with DNA-binding and topoisomerase I inhibition activity
-
Eight spiroacridine derivatives containing the isoxazoline ring were synthesized and characterized using elemental analysis, IR, UV–vis, and NMR measurements. Their interactions with calf thymus DNA were extensively studied by various spectroscopic techni
- Sabolová, Danica,Vilková, Mária,Imrich, Ján,Poto?ňák, Ivan
-
-
Read Online
- Aggregation-induced emission nanofiber as a dual sensor for aromatic amine and acid vapor
-
Two cyano-substituted vinylacridine derivatives linked with N-dodecyl-l-phenylalaninamide through succinyl (PC2VA) and glutaryl (PC3VA) groups were synthesized and were found to exhibit aggregation-induced emission properties. These two compounds could fo
- Xue, Pengchong,Ding, Jipeng,Shen, Yanbing,Gao, Hongqiang,Zhao, Jinyu,Sun, Jingbo,Lu, Ran
-
-
Read Online
- Synthesis, DNA binding and topoisomerase i inhibition activity of thiazacridine and imidazacridine derivatives
-
Thiazacridine and imidazacridine derivatives have shown promising results as tumors suppressors in some cancer cell lines. For a better understanding of the mechanism of action of these compounds, binding studies of 5-acridin-9-ylmethylidene-3-amino-2- th
- Lafayette, Elizabeth Almeida,De Almeida, Sinara Monica Vitalino,Da Rocha Pitta, Marina Galdino,Beltrao, Eduardo Isidoro Carneiro,Da Silva, Teresinha Goncalves,De Moura, Ricardo Olimpio,Da Rocha Pitta, Ivan,De Carvalho Junior, Luiz Bezerra,De Lima, Maria Do Carmo Alves
-
-
Read Online
- Selective Photoalkylation of 10-Methylacridinium Ion with Tetra-alkykstannanes or Diethylmercury using Visible Irradiation
-
Efficient and selective photoalkylation of 10-methylacridinium ion with tetra-alkyltin compounds and diethylmercury is initiated by electron transfer from the alkylmetals to the singlet excited state of 10-methylacridinium ion in acetonitrile under irradi
- Fukuzumi, Shunichi,Kuroda, Sadaki,Tanaka, Toshio
-
-
Read Online
- A distinctive example of the cooperative interplay of structure and environment in tuning of intramolecular charge transfer in second-order nonlinear optical chromophores
-
The strongly enhanced cooperative influence of medium polarity and organic structural design on the first hyperpolarizability β of a novel family of highly polarizable azinium-(CH=CH-thienyl)-dicyanomethanido chromophores 1-3 is described. The dyes can be
- Abbotto, Alessandro,Beverina, Luca,Bradamante, Silvia,Facchetti, Antonio,Klein, Christopher,Pagani, Giorgio A.,Redi-Abshiro, Mesfin,Wortmann, Ruediger
-
-
Read Online
- Structural considerations on acridine/acridinium derivatives: Synthesis, crystal structure, Hirshfeld surface analysis and computational studies
-
This article describes a detailed study of the molecular packing and intermolecular interactions in crystals of four derivatives of acridine, i.e. 9-methyl-, 9-ethyl, 9-bromomethyl- and 9-piperidineacridine (1, 2, 3 and 4, respectively) and three 10-methy
- Wera, Micha?,Storoniak, Piotr,Serdiuk, Illia E.,Zadykowicz, Beata
-
-
Read Online
- Design, synthesis and evaluation of novel 9-arylalkyl-10-methylacridinium derivatives as highly potent FtsZ-targeting antibacterial agents
-
With the increasing incidence of antibiotic resistance, new antibacterial agents having novel mechanisms of action hence are in an urgent need to combat infectious diseases caused by multidrug-resistant (MDR) pathogens. Four novel series of substituted 9-arylalkyl-10-methylacridinium derivatives as FtsZ inhibitors were designed, synthesized and evaluated for their antibacterial activities against various Gram-positive and Gram-negative bacteria. The results demonstrated that they exhibited broad-spectrum activities with substantial efficacy against MRSA and VRE, which were superior or comparable to the berberine, sanguinarine, linezolid, ciprofloxacin and vancomycin. In particular, the most promising compound 15f showed rapid bactericidal properties, which avoid the emergence of drug resistance. However, 15f showed no inhibitory effect on Gram-negative bacteria but biofilm formation study gave possible answers. Further target identification and mechanistic studies revealed that 15f functioned as an effective FtsZ inhibitor to alter the dynamics of FtsZ self-polymerization, which resulted in termination of the cell division and caused cell death. Further cytotoxicity and animal studies demonstrated that 15f not only displayed efficacy in a murine model of bacteremia in vivo, but also no significant hemolysis to mammalian cells. Overall, this compound with novel skeleton could serve as an antibacterial lead of FtsZ inhibitor for further evaluation of drug-likeness.
- Song, Di,Zhang, Nan,Zhang, Panpan,Zhang, Na,Chen, Weijin,Zhang, Long,Guo, Ting,Gu, Xiaotong,Ma, Shutao
-
-
- Compound, pharmaceutical composition, medicine and application of compound, pharmaceutical composition and medicine in preparation of antibacterial products
-
The invention particularly relates to a compound, a pharmaceutical composition, a medicine and application of the compound, the pharmaceutical composition and the medicine in preparation of antibacterial products. The seeking of a novel antibacterial target and the development of a novel chemical entity have important significance for solving the increasingly severe bacterial drug resistance problem at present, and the design of a compound entity acting on the FtsZ target is expected to be developed to obtain an antibacterial drug which has no influence on a host. The invention provides a 9-aralkyl-10-methylacridine quaternary ammonium salt derivative and a preparation method thereof, and the compound has significant bactericidal and/or bacteriostatic activity on gram-positive bacteria, has a good effect of inhibiting bacterial division protein FtsZ, and can be used for preparing antibacterial products.
- -
-
Paragraph 0087-0089
(2021/07/17)
-
- New reductive rearrangement of: N-arylindoles triggered by the grubbs-stoltz reagent et3sih/kotbu
-
N-Arylindoles are transformed into dihydroacridines in a new type of rearrangement, through heating with triethylsilane and potassium tert-butoxide. Studies indicate that the pathway involves (i) the formation of indole radical anions followed by fragmentation of the indole C2-N bond, and (ii) a ring-closing reaction that follows a potassium-ion dependent hydrogen atom transfer step. Unexpected behaviors of 'radical-trap' substrates prove very helpful in framing the proposed mechanism.
- Allison, Mark,Arokianathar, Jude N.,Dimitrova, Daniela,Kolodziejczak, Krystian,Leach, Stuart G.,Murphy, John A.,Parkinson, John A.,Poole, Darren L.,Smith, Andrew J.,Tuttle, Tell,Young, Allan
-
p. 3719 - 3726
(2020/04/20)
-
- Tert-Butyl Bromide-Promoted Intramolecular Cyclization of 2-Arylamino Phenyl Ketones and Its Combination with Cu-Catalyzed C-N Coupling: Synthesis of Acridines at Room Temperature
-
Herein, a facile intramolecular cyclization of 2-arylamino phenyl ketones is established to supersede the traditional high-temperature, strongly acidic conditions and achieve 9-substituted acridines, by virtue of the combination of 2,2,2-trifluoroethanol and tert-butyl bromide. This protocol can be merged well with the preceding Cu-catalyzed intermolecular Chan-Evans-Lam cross-coupling reactions, therefore enabling pot-economic modular synthesis of 9-substituted acridines from readily available 2-amino phenyl ketones and aryl boronic acids at room temperature.
- Cao, Zifeng,Zhu, Yuan,Li, Xiaoman,He, Yang,Zhang, Jinli,Xu, Liang,Wei, Yu
-
p. 10167 - 10174
(2020/09/03)
-
- 9-Substituted acridines as effective corrosion inhibitors for mild steel: Electrochemical, surface morphology, and computational studies
-
Three 9-substituted acridines, namely 9-carboxyacridine (CA), 9-methylacridine (MA), and 9-aminoacridine (AA), were designed and synthesized for the development of effective inhibitors for mild steel corrosion in a 15% HCl solution. The corrosion-resistance ability was tested by weight-loss tests, electrochemical techniques, surface-topography analyses (SEM, SECM, and XPS), and contact angle measurements. The results indicated the inhibition performance followed the order of η(AA) > η(MA) > η(CA), and these acridines acted as mixed type inhibitors with a predominant restrained cathode process. The adsorption of the three acridines on a mild steel surface obeyed the Langmuir adsorption isotherm and involved both physisorption and chemisorption modes. Surface analysis and characterization confirmed the existence of an adsorbed film. Quantum chemical calculations were performed to provide mechanistic insights into the roles of the different substituents (-COOH, -CH3, and -NH2) on the corrosion-inhibition behavior of the three acridines. Molecular dynamics (MD) simulations were carried out to explore the configurational adsorption behavior of these 9-substituted acridines on the Fe(110) surface.
- Li, Hui-Jing,Liu, Ying,Wang, Li-Juan,Wu, Yan-Chao,Zhang, Weiwei,Zhang, Yinlin
-
p. 6464 - 6474
(2020/05/13)
-
- Method for preparing acridine derivative
-
The invention relates to a method for preparing an acridine derivative, and specifically relates to a method for preparing the acridine derivative from an organic azide compound and a benzene compoundunder the action of an acid. According to the method disclosed by the invention, no transition metal catalyst is used, and the acridine derivative with an anthracene structure is obtained from a simple and easily-available raw material through simple operation steps.
- -
-
Paragraph 0014-0018
(2019/07/16)
-
- Synthesis and Properties of Acridine and Acridinium Dye Functionalized Bis(terpyridine) Ruthenium(II) Complexes
-
We present first principle studies on the rational design of an acridine/N-methylacridinium dye (Acr/MeAcr+) substituted terpyridine ligand to investigate if these chromophores can act as triplet-energy storage units in bis(terpyridine) ruthenium(II) complexes. We studied the influence of the dye form (Acr/MeAcr+) as well as the interconnecting linker unit (none, 4-phenyl, or 5-thien-2-yl) and investigated these aspects by steady-state/time-resolved spectroscopy, cyclic voltammetry, X-ray structure analysis, and DFT calculations.
- Eberhard, Jens,Peuntinger, Katrin,Fr?hlich, Roland,Guldi, Dirk M.,Mattay, Jochen
-
supporting information
p. 2682 - 2700
(2018/06/04)
-
- Synthesis, DNA and protein interactions and human topoisomerase inhibition of novel Spiroacridine derivatives
-
Nine new spiroacridine derivatives were synthetized by introducing cyano-N-acylhydrazone group between the acridine and phenyl-substituted rings followed by spontaneous cyclization. The new compounds were assayed for their DNA binding properties, human to
- Gouveia, Rawny Galdino,Ribeiro, Amélia Galdino,Segundo, Miguel ?ngelo Santos Pinheiro,de Oliveira, Jamerson Ferreira,de Lima, Maria do Carmo Alves,de Lima Souza, Túlio Ricardo Couto,de Almeida, Sinara M?nica Vitalino,de Moura, Ricardo Olímpio
-
p. 5911 - 5921
(2018/11/23)
-
- Synthesis of Acridines from o-Aminoaryl Ketones and Arylboronic Acids by Copper Trifluoroacetate-Mediated Relay Reactions
-
An efficient and practical method for the synthesis of medicinally important acridines from readily available o-aminoaryl ketones and arylboronic acids was developed using copper(II)-mediated relay reactions that involve intermolecular Chan-Lam cross-coupling and subsequent intramolecular Friedel-Crafts-type reactions. A sole promoter, i.e., Cu(OTf)2, was used; therefore, strongly acidic and basic conditions, nonreadily available or expensive substrates, additives, and noble-metal catalysts were not needed.
- Wu, Hao,Zhang, Zhiguo,Ma, Nana,Liu, Qingfeng,Liu, Tongxin,Zhang, Guisheng
-
p. 12880 - 12886
(2018/10/09)
-
- Lattice energetics and thermochemistry of acridine derivatives and substituted acridinium trifluoromethanesulphonates
-
The enthalpies and temperatures of melting of eight 9-substituted acridines (alkyl, aryl or alkoxy) (I) and six their 10-methylated-acridinium trifluoromethanesulphonate (II) derivatives were measured by DSC. The enthalpies and temperatures of volatilisation of the first group of compounds were also determined by DSC or obtained by fitting TG curves to the Clausius–Clapeyron relationship. By combining the enthalpies of formation of gaseous acridines or 10-methylacridinium trifluoromethanesulphonate ions, obtained by the DFT method, and the corresponding enthalpies of sublimation and/or crystal lattice enthalpies, the enthalpies of formation of the compounds in the solid phase were predicted. For compounds whose crystal structures are known, experimental enthalpies of sublimation correspond reasonably well to crystal lattice enthalpies predicted theoretically as the sum of electrostatic, dispersive and repulsive interactions. Analysis of crystal lattice enthalpy contributions indicates that dispersive interactions between molecules always predominate in the case of acridine derivatives, whilst the crystal lattices of their quaternary salts are stabilised by electrostatic interactions between ions. Only in the case of 9-bromomethylacridine derivative, which crystallises in the monohydrated form, electrostatic contribution to the crystal lattice energy is significantly higher than in the other investigated acridines.
- Zadykowicz, Beata,Storoniak, Piotr
-
p. 1613 - 1624
(2017/08/16)
-
- NSP-SA-NHS dye and preparation method and application thereof
-
The invention discloses an NSP-SA-NHS dye and a preparation method and application thereof and particularly relates to an NSP-SA-NHS dye having a stronger surface enhanced Raman scattering (SERS) effect and a synthesis and preparation method and applicati
- -
-
Paragraph 0046; 0050; 0051; 0052; 0053; 0065; 0066-0069
(2017/10/06)
-
- Palladium-Catalyzed Regioselective Oxidative Annulation of Cyclohexanones and 2-Aminophenyl Ketones Using Molecular Oxygen as the Sole Oxidant
-
A facile oxidative annulation of cyclohexanones and 2-aminophenyl ketones that uses molecular oxygen as the sole oxidant is described. The reaction provides a direct approach to acridines, a structural motif for a large number of fluorescent sensors, functional materials, ligands, and pharmaceuticals. In the presence of a palladium catalyst, high regioselectivity is observed when using non-symmetric 3-substituted cyclohexanones. With the use of oxygen as the terminal redox moderator, the electron gap of the global redox condensation process is filled and the reaction efficiency is significantly promoted. This protocol possesses many advantages such as using non-hazardous oxidant and readily available starting materials, high regioselectivity, and water as the only by-product. (Figure presented.).
- Mu, Wan-Lu,Wang, Meirong,Li, Hui-Jing,Huang, Deng-Ming,Zhang, Yi-Yun,Li, Chao-Yi,Liu, Ying,Wu, Yan-Chao
-
supporting information
p. 4250 - 4257
(2017/12/15)
-
- Palladium Nanoparticles Stabilized by Metal–Carbon Covalent Bonds as an Expeditious Catalyst for the Oxidative Dehydrogenation of Nitrogen Heterocycles
-
The first method for the dehydrogenation of nitrogen heterocycles catalyzed by a palladium nanocatalyst was developed. Carbon–metal covalent-bond-stabilized nanoparticles were found to be efficient for the dehydrogenation process in the presence of tert-butyl hydroperoxide. A variety of N-heterocycles were transformed into functionalized quinolines in medium to excellent yields in water as the solvent under mild conditions by a simple operation.
- Sun, Xiao-Tao,Zhu, Jie,Xia, Yun-Tao,Wu, Lei
-
p. 2463 - 2466
(2017/07/12)
-
- Preparing method of substituted acridine derivatives
-
The invention discloses a method for preparing a multi-substituted acridine derivative with high efficiency and belongs to a chemical preparation technology. A structural formula of the multi-substituted acridine derivative is shown in a formula (I); the
- -
-
Paragraph 0029-0031
(2017/02/09)
-
- Tandem arylation/friedel-crafts reactions of o-acylanilines with diaryliodonium salts: A modular synthesis of acridine derivatives
-
A modular method to synthesize acridine derivatives was developed with o-acylanilines and diaryliodonium salts. The reactions proceeded smoothly under Cu-catalyzed or metal-free reaction conditions at elevated temperature through tandem arylation/Friedel-Crafts reactions.
- Pang, Xinlong,Lou, Zhenbang,Li, Ming,Wen, Lirong,Chen, Chao
-
supporting information
p. 3361 - 3369
(2015/05/20)
-
- 9-alkylacridine synthesis using 2,2-dimethoxypropane as water scavenger
-
A rapid and high yielding green method was developed for acridine derivative synthesis in solvent free medium. The commercial reagents are easily converted into products by using of microwaves in a heterogeneous medium in the presence of zinc chloride and 2,2-dimethoxypropane. Principal advantages of the procedure are short time, low energy consumption, and easy work-up.
- Bratulescu, George
-
p. 1877 - 1884
(2014/08/18)
-
- Spontaneous cyclization of (acridin-9-ylmethyl)thioureas to spiro [dihydroacridine-9′(10′H),5-imidazolidine]-2-thiones, a novel type of acridine spirocycles
-
Novel acridine spirocompounds, spiro[dihydroacridine-9′(10′H), 5-imidazolidine]-2-thiones have been prepared by the spontaneous cyclization of 1-substituted 3-(acridin-9-ylmethyl)thioureas, which were obtained from 1-(acridin-9-yl)methanamine, N-(acridin-9-ylmethyl)propan-1-amine, and N-(acridin-9-ylmethyl)benzylamine and alkyl/aryl isothiocyanates, as continuation of our previous studies on new acridine spirocycles. Imidazolidine-2-thiones thus obtained were subsequently transformed with mesitylnitrile oxide to imidazolidine-2-one analogues, some of which partly reopened to the corresponding (acridin-9-ylmethyl)ureas. An unusual spirocyclization via a CH carbanion instead of the N-1 nitrogen has been found for 3-(acridin-9-ylmethyl)-1-(acridin-9-yl)thioureas possessing two acridine rings. Structural modifications in positions 1, 3, and 4 of the spiro ring together with 1H, 13C, and 15N NMR spectroscopy and X-ray crystallography have been employed to rationalize a general propensity of various 9-substituted acridines to undergo easy spirocyclization.
- Vilková, Mária,Prokaiová, Marianna,Imrich, Ján
-
p. 944 - 961
(2014/01/23)
-
- Fluorescent photoremovable precursor (acridin-9-ylmethyl)ester: Synthesis, photophysical, photochemical and biological applications
-
A series of carboxylic acids including amino acids were protected as their corresponding fluorescent ester conjugates by coupling with an environment sensitive fluorophore 9-methylacridine. Photophysical properties of all the ester conjugates along with the protecting group have been investigated. Interestingly, the emission properties of the ester conjugates and 9-methylacridine were found to be highly sensitive to polarity, H-bonding and pH of the environment. Photolysis of all the ester conjugates was carried out using UV light above 360 nm and it was found that in every case the corresponding carboxylic acids were released in high chemical yield. Further, intercalation and the preferred binding mode of acridine-9-methanol and its ester conjugates with DNA were studied. In vitro biological studies revealed that acridine-9-methanol has good biocompatibility, cellular uptake property and cell imaging ability. The Royal Society of Chemistry and Owner Societies 2013.
- Jana, Avijit,Saha, Biswajit,Karthik,Barman, Sharabani,Ikbal, Mohammed,Ghosh, Sudip Kumar,Pradeep Singh
-
p. 1041 - 1052
(2013/09/12)
-
- Facile synthesis of unsymmetrical acridines and phenazines by a Rh(III)-catalyzed amination/cyclization/aromatization cascade
-
We report formal [3 + 3] annulations of aromatic azides with aromatic imines and azobenzenes to give acridines and phenazines, respectively. These transformations proceed through a cascade process of Rh(III)-catalyzed amination followed by intramolecular electrophilic aromatic substitution and aromatization. Acridines can be directly prepared from aromatic aldehydes by in situ imine formation using catalytic benzylamine.
- Lian, Yajing,Hummel, Joshua R.,Bergman, Robert G.,Ellman, Jonathan A.
-
supporting information
p. 12548 - 12551
(2013/09/23)
-
- Synthesis and cytotoxic activity of new acridine-thiazolidine derivatives
-
Although their exact role in controlling tumour growth and apoptosis in humans remains undefined, acridine and thiazolidine compounds have been shown to act as tumour suppressors in most cancers. Based on this finding, a series of novel hybrid 5-acridin-9
- Barros, Francisco W.A.,Silva, Teresinha Gon?alves,Da Rocha Pitta, Marina Galdino,Bezerra, Daniel P.,Costa-Lotufo, Letícia V.,De Moraes, Manoel Odorico,Pessoa, Cláudia,De Moura, Maria Aline F.B.,De Abreu, Fabiane C.,De Lima, Maria Do Carmo Alves,Galdino, Suely Lins,Da Rocha Pitta, Ivan,Goulart, Marilia O.F.
-
body text
p. 3533 - 3539
(2012/07/31)
-
- Auto-tandem catalysis: Synthesis of acridines by Pd-catalyzed C=C bond formation and C(sp2)-N cross-coupling
-
A facile palladium-catalyzed synthesis of acridines has been realized by consecutive C=C double bond formation and C-N cross-coupling. A variety of functionalized acridines can be accessed from easily available o-dihalobenzenes and N-tosylhydrazones in a single operation. This one-pot protocol has a wide scope with respect to both coupling partners, and provides an efficient route to functionalized acridine derivatives, which are generally difficult to synthesize by previously known methods.
- Huang, Zhongxing,Yang, Yang,Xiao, Qing,Zhang, Yan,Wang, Jianbo
-
p. 6586 - 6593
(2013/01/15)
-
- Novel carbohydrazide and hydrazone biomarkers based on 9-substituted acridine and anthracene fluorogens
-
Three series of carbohydrazides or hydrazones bearing either acridine or anthracene pharmacophores were synthesized as potential noncovalent DNA-binding antitumor agents. Carbohydrazides with an acridine or anthracene moiety were prepared from appropriate acridine or anthracene carbaldehydes via cyclocondensation with selected hydrazides whilst hydrazones with a 10H-acridin-9-ylidene moiety were obtained by condensation of (acridin-9-yl)hydrazine with various aldehydes or ketones. The spectroscopic properties of the first two series revealed efficient fluorescence implying that the compounds could be amenable for use as biomarkers. The structures of the compounds were characterized by spectral methods (UV-vis, fluorescence, IR, and 1H, 13C, and 2D NMR) and quantum-chemical calculations (DFT, ZINDO, and AM1). The first carbohydrazide series was also tested against human leukemia cell line HL-60 wherein the phenyl-substituted derivative was found to possess the highest activity.
- Bedlcoviova, Zdenka,Imrich, Jn,Kristian, Pavol,Danihel, Ivan,Boehm, Stanislav,Sabolova, Danica,Kozurkova, Maria,Paulikova, Helena,Klika, Karel D.
-
experimental part
p. 1047 - 1066
(2010/10/21)
-
- Synthesis of heterocycles via Pd-ligand controlled cyclization of 2-chloro-N-(2-vinyl)aniline: Preparation of carbazoles, indoles, dibenzazepines, and acridines
-
The Pd-catalyzed condensation of 2-bromostyrene and 2-chloroaniline derivatives yields stable diphenylamine intermediates, which are selectively converted to five-, six-, or seven-membered heteroaromatics (indoles, carbazoles, acridines, and dibenzazepines). The selectivity of these intramolecular transformations is uniquely ligand-controlled and offers efficient routes to four important classes of heterocycles from a common precursor.
- Tsvelikhovsky, Dmitry,Buchwald, Stephen L.
-
supporting information; experimental part
p. 14048 - 14051
(2011/01/04)
-
- Thermal Ring Contraction of Dibenz[b,f]azepin-5-yl Radicals: New Routes to Pyrrolo[3,2,1-jk]carbazoles
-
(Chemical Equation Presented) Flash vacuum pyrolysis (FVP) of N-allyl- or N-benzyldibenz[b,f]azepine at temperatures from 750 to 950°C gives pyrrolo[3,2,1-jk]carbazole as the major product. The mechanism of the ring contraction involves dibenzazepin-1-yl radical formation, followed by transannular attack and formation of a 2-(indol-1-yl)phenyl radical which cyclizes. The mechanism is supported by independent generation of 2-(indol-1-yl)phenyl radicals by two different methods, and the use of 1-(2-nitrophenyl)indole as a radical generator gives an optimized synthetic route to pyrrolo[3,2,1-jk]carbazole (54% overall yield in two steps from indole). The first substituted pyrrolo[3,2,1-jk]carbazoles have been synthesized by FVP methods and also by reactions of the parent compound with electrophiles, leading to a range of 4-substituted pyrrolocarbazoles.
- Crawford, Lynne A.,McNab, Hamish,Mount, Andrew R.,Wharton, Stuart I.
-
p. 6642 - 6646
(2008/12/22)
-
- ACRIDINE DERIVATIVES WITH ANTITUMORAL ACTIVITY
-
The present invention discloses new acridine derivatives according to general formula (I) below, useful as antitumor agents, methods for its preparation as well as pharmaceutical compositions containing the same are also disclosed: (Formula I).
- -
-
Page/Page column 6
(2008/06/13)
-
- Enzyme substrates, culture media containing same and use thereof in order to detect aminopeptidase activity and/or differentiate gram-positive bacteria from gram-negative bacteria
-
The present invention relates to novel chromogenic substrates which are used to detect aminopeptidase activity in microorganisms or to determine whether at least one bacterium belongs to the Gram-positive group or to the Gram-negative group according to t
- -
-
-
- Rapid synthesis of acridines using microwave
-
Microwave irradiation for several minutes caused reaction of diarylamines with carboxylic acids in the presence of zinc chloride to give 9-substituted acridines in good yield.
- Koshima, Hideko,Kutsunai, Kosuke
-
p. 1299 - 1302
(2007/10/03)
-
- Reduction of diaryl alkenes by hypophosphorous acid-iodine in acetic acid
-
A mixture of 50% aqueous H3PO2 and I2 (in catalytic amount) in HOAc efficiently reduces aryl alkenes to the corresponding alkanes in high yield. Addition of acetic anhydride to the medium results in ring-acetylation (or N-acetylation in the case of amines). H3PO2 costs only one-fifth as much as hydriodic acid on a mole basis and one mole of H3PO2 produces four moles of HI, resulting in a 20-fold cost advantage for H3PO2/I2 over aqueous HI as a source of HI.
- Fry, Albert J.,Allukian, Myron,Williams, Allison D.
-
p. 4411 - 4415
(2007/10/03)
-
- Synthesis and structural elucidation of new benzylidene imidazolidines and acridinylidene thiazolidines
-
New benzylidene imidazolidine and acridinylidene thiazolidine derivatives were prepared from substituted imidazolidinones and substituted thio-imidazolidinones either by nucleophilic addition on cyanoacrylates or by condensation with arylaldehydes.
- Silva,Barbosa,Brandao,Lima,Galdino,Pitta,Barbe
-
p. 523 - 528
(2007/10/03)
-
- An unusually acidic methyl group directly bound to acridinium cation
-
9,10-Dimethylacridinium chloride (1: X = Cl) exhibited strong acidity of pH 3.90 (3.4 × 10-3 M, 20 °C) in an aqueous solution. H-D exchange reaction of 1 in D2O indicated that protons in the 9-methyl group dissociated to generated H
- Suzuki,Tanaka
-
p. 2227 - 2231
(2007/10/03)
-
- Thermal decomposition of tert-butyl o-(phenoxy)- and o-(anilino)-phenyliminoxyperacetates
-
Some o-phenoxy- and o-anilino-substituted aryliminyl radicals have been generated by thermal decomposition of suitable tert-butyl iminoxyperacetates. The iminyls show no disposition to give 7-membered cyclisation on the phenyl group. In some cases, products have been found that can be rationalised through a 1,6-spirocyclisation of the iminyl radicals followed by homolytic 1,5-migration of the phenyl group from the aminic to the iminic nitrogen: this seems to be the first instance of such a process. Evidence has been found for the formation of imines through hydrogen abstraction by the iminyls; with two o-phenoxy-substituted peresters these imines have been unexpectedly isolated. The reactions have also afforded significant - in some cases major - amounts of other products (acridine, quinazolinone and indole derivatives) presumably deriving from carbon radicals: mechanisms are suggested to account for the formation of these compounds. The structure of the quinazolinone compound has been determined by X-ray crystallographic analysis.
- Calestani, Gianluca,Leardini, Rino,McNab, Hamish,Nanni, Daniele,Zanardi, Giuseppe
-
p. 1813 - 1824
(2007/10/03)
-
- Ring Transformations of Heterocyclic Compounds. XVI [1]. Spiro[cyclohexadiene-dihydroacridines]. A Novel Class of Spirodihydroacridines by Ring Transformation of Pyrylium Salts with 9-Methylacridine and its Quaternary Salts
-
2,4,6-Triarylpyrylium salts 1 react with the in situ generated anhydrobase of 9,10-dimethylacridinium methosulfate (2a) in the presence of anhydrous sodium acetate in ethanol by a 2,5-[C4+C2] pyrylium ring transformation to give the
- Zimmermann, Thomas,Abram, Ulrich,Schmidt, Klaus
-
p. 787 - 793
(2007/10/03)
-
- Synthesis and Photochromic Properties of Acridine Spiropyrans
-
Spiropyrans of the acridine series with various substituents in the chromene moiety were synthesized by condensation of 9,10-dimethylacridinium salts with excess o-hydroxybenzaldehydes in refluxing aliphatic alcohol in the presence of a mineral acid. Flas
- Zakhs,Leshenyuk,Martynova,Ponyaev
-
p. 285 - 296
(2007/10/03)
-
- P(III)-Acridine Derivatives as Building Blocks for the Solid-Phase Synthesis of Non-Radioactively Labelled Oligonucleotides
-
In contrast to 9-(2-hydroxyethyl)-10-methylacridinium salts 5 9-(2-hydroxyethyl)acridine (2) proved to be a useful intermediate for the synthesis of 2-(9-acidinyl)ethyl phosphoramidites 8 or 2-(9-acridinyl)ethyl H-phosphonates 9 suitable for the introduction of acridine into oligonucleotides.The phosphorous compounds 8 and 9 were synthesized by modified standard procedures.The phosphoramidites and H-phosphonates of 2 are attached to the 5' end of different oligonucleotides in the last cycle of the solid-phase synthesis.
- Moeller, Uwe,Cech, Dieter,Schubert, Frank
-
p. 1221 - 1225
(2007/10/02)
-
- CONVENIENT SYNTHESIS OF 9-ALKYL AND 9-ARYLACRIDINES FROM METHYL (SEM) PROTECTED ACRIDONE
-
The low yielding addition of organolithium reagents to acridone becomes a convenient high yielding route to 9-alkyl and 9-arylacridines when SEM-acridone is used.
- Zeng, Zijian,Zimmerman, Steven C.
-
p. 5123 - 5124
(2007/10/02)
-
- A Kinetic Study on the Chemiluminescence of 9-Alkylacridines upon Air Oxidation in Alkaline Aprotic Solvents
-
9-Methyl- (1a), 9-benzyl- (1b), 9-(diphenylmethyl)- (1c), and 9-ethylacridine (1d) were employed to obtain luminescent features of the acridines.The decay of chemiluminescence (CL) exhibits a pseudo-first order behavior with apparent rate constants 0.10,
- Kamiya, Isao,Sugimoto, Takashi,Yamabe, Kuniaki
-
p. 1735 - 1739
(2007/10/02)
-
- Catalytic Dehydrogenation of Iminodibenzyl to Iminostilbene on Mn2O3-SnO2
-
Catalytic dehydrogenation of iminodibenzyl to iminostilbene was carried out at 550 deg C on a binary oxide system of Mn2O3-SnO2.Maximum activity was observed at an Mn2O3-SnO2 ratio of 8:2; conversion was 40percent, selectivity 82percent.Mn2O3-SnO2 catalys
- Inoue, Masami,Itoi, Yasushi,Enomoto, Saburo,Ishizuka, Naoyasu,Amemiya, Hidemitsu,Takeuchi, Tadashi
-
-
- Deactivation Mechanism of Excited Acridine and 9-Substituted Acridines in Water
-
The deactivation processes of excited acridine, deuterated acridine, and 9-substituted acridines (9-methyl, 9-propyl, 9-chloro, and 9-amino) have been investigated in alkaline and acidic water.The photoreaction does not occur with the irradiation of 365-n
- Kasama, Kunihiko,Kikuchi, Koichi,Nishida, Yoshiyuki,Kokubun, Hiroshi
-
p. 4148 - 4153
(2007/10/02)
-