611-64-3Relevant academic research and scientific papers
New spiroacridine derivatives with DNA-binding and topoisomerase I inhibition activity
Sabolová, Danica,Vilková, Mária,Imrich, Ján,Poto?ňák, Ivan
, p. 5592 - 5595 (2016)
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
Aggregation-induced emission nanofiber as a dual sensor for aromatic amine and acid vapor
Xue, Pengchong,Ding, Jipeng,Shen, Yanbing,Gao, Hongqiang,Zhao, Jinyu,Sun, Jingbo,Lu, Ran
, p. 11532 - 11541 (2017)
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
Synthesis, DNA binding and topoisomerase i inhibition activity of thiazacridine and imidazacridine derivatives
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
, p. 15035 - 15050 (2013)
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
Selective Photoalkylation of 10-Methylacridinium Ion with Tetra-alkykstannanes or Diethylmercury using Visible Irradiation
Fukuzumi, Shunichi,Kuroda, Sadaki,Tanaka, Toshio
, p. 1553 - 1554 (1986)
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
A distinctive example of the cooperative interplay of structure and environment in tuning of intramolecular charge transfer in second-order nonlinear optical chromophores
Abbotto, Alessandro,Beverina, Luca,Bradamante, Silvia,Facchetti, Antonio,Klein, Christopher,Pagani, Giorgio A.,Redi-Abshiro, Mesfin,Wortmann, Ruediger
, p. 1991 - 2007 (2003)
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
Structural considerations on acridine/acridinium derivatives: Synthesis, crystal structure, Hirshfeld surface analysis and computational studies
Wera, Micha?,Storoniak, Piotr,Serdiuk, Illia E.,Zadykowicz, Beata
, p. 41 - 53 (2016)
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
Design, synthesis and evaluation of novel 9-arylalkyl-10-methylacridinium derivatives as highly potent FtsZ-targeting antibacterial agents
Song, Di,Zhang, Nan,Zhang, Panpan,Zhang, Na,Chen, Weijin,Zhang, Long,Guo, Ting,Gu, Xiaotong,Ma, Shutao
, (2021/05/10)
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.
Compound, pharmaceutical composition, medicine and application of compound, pharmaceutical composition and medicine in preparation of antibacterial products
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Paragraph 0087-0089, (2021/07/17)
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.
New reductive rearrangement of: N-arylindoles triggered by the grubbs-stoltz reagent et3sih/kotbu
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)
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.
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
Cao, Zifeng,Zhu, Yuan,Li, Xiaoman,He, Yang,Zhang, Jinli,Xu, Liang,Wei, Yu
, p. 10167 - 10174 (2020/09/03)
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.
