33763-36-9Relevant academic research and scientific papers
Dicationic dibenzofuran derivatives as anti-Pneumocystis carinii pneumonia agents: Synthesis, DNA binding affinity, and anti-P. carinii activity in an immunosuppressed rat model
Wang, Sihe,Hall, James Edwin,Tanious, Farial A.,Wilson, W. David,Patrick, Donald A.,McCurdy, Donald R.,Bender, Brenden C.,Tidwell, Richard R.
, p. 215 - 224 (1999)
Previous work from our laboratory shows that compounds with two cations linked by a carbazole spacer were highly potent anti-P. carinii agents. A prodrug approach designed to increase oral activity of the dicationic carbazoles by converting amidine groups to amidoxime groups was unsuccessful. The ring nitrogen was implicated as playing a role in the lack of activity of carbazole amidoximes. The current study was designed to determine if replacement of the carbazole ring nitrogen by isosteric oxygen to form dibenzofurans would improve effectiveness of amidoxime prodrugs. Eight dibenzofuran dicationic derivatives were synthesized and evaluated for anti- P. carinii activity in an immunosuppressed rat model. Since DNA binding has been hypothesized to play a key role in antimicrobial activity of dicationic compounds, the compounds were examined for their binding affinity to calf thymus DNA and a poly-dA·poly-dT oligomer. While several of the compounds were more potent anti-P. carinii agents than pentamidine, the corresponding amidoximes were significantly less effective than the amidoxime of pentamidine. No direct quantitative correlation was determined between DNA binding affinity and anti-P. carinii activity, but all active compounds were strong DNA binding agents.
Facile preparation of dibenzoheterocycle-functional nanoporous polymeric networks with high gas uptake capacities7
Wu, Shaofei,Liu, Yao,Yu, Guipeng,Guan, Jianguo,Pan, Chunyue,Du, Yong,Xiong, Xiang,Wang, Zhonggang
, p. 2875 - 2882 (2014)
A consolidated ionothermal strategy was developed for the polymerization of thermally unstable nitriles to construct high performance materials with permanent porosity, and carbazole, dibenzofuran, and dibenzothiophene were separately introduced into covalent triazine-based networks to investigate the effects of heterocycles on the gas adsorption performance. Three nitriles, namely 3,6-dicyanocarbazole, 3,6-dicyanodibenzofuran, and 3,6- dicyanodibenzothiophene, were designed and synthesized, which were readily converted to heat-resistant intermediates at a moderate temperature and then polymerized to create highly porous poly(triazine) networks instead of the traditional one-step procedure. This documents an improved strategy for the successful construction of heterocyclic-functional triazine-based materials. The chemical structures of monomers and polymers were confirmed by 1H NMR, FTIR, and elemental analysis. Such polymers with high physical-chemical stability and comparable BET surface areas can uptake 1.44 wt % H2 at 77 K/1 bar and 14.0 wt % CO2 at 273 K/1 bar and present a high selectivity for gas adsorption of CO2 (CO2/N2 ideal selectivity up to 45 at 273K/1.0 bar). The nitrogen- and oxygen-rich characteristics of carbazole and dibenzofuran feature the networks strong affinity for CO2 and thereby high CO2 adsorption capacity. This also helps to thoroughly understand the influence of pore structure and chemical composition on the adsorption properties of small gas molecules.
Dicationic dibenzofuran and dibenzothiophene compounds and methods of use thereof
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, (2008/06/13)
Methods of treating Pneumocystis carinii pneumonia comprise administering a therapeutically effective amount of a dicationic dibenzofuran compound described by Formula (I). Methods of treating Pneumocystis carinii pneumonia also comprise administering a therapeutically effective amount of a dicationic dibenzothiophene compound described by Formula (II). Novel compounds are also disclosed, and are represented by the Formulae (I) and (II).
