2915-84-6Relevant academic research and scientific papers
High Tg fluorene-based hole-transporting materials for organic light-emitting diodes
Shao, Ke-Feng,Li, Ying-Feng,Yang, Lian-Ming,Xu, Xin-Jun,Yu, Gui,Liu, Yun-Qi
, p. 1604 - 1605 (2005)
A new series of fluorene-based hole-transporting materials, 9,9-bis[4-(di-p-tolylamino)phenyl]-2,7-bis(diphenylamino)fluorene (1), 9,9-bis[4-(di-p-tolylamino)phenyl]-2,7-bis(di-p-tolylamino)fluorene (2), 9,9-bis[4-(di-p-tolylamino)phenyl]-2,7-bis(2-naphth
Design, synthesis and antiproliferative evaluation of fluorenone analogs with DNA topoisomerase i inhibitory properties
Lee, Chia-Chung,Chang, Deh-Ming,Huang, Kuo-Feng,Chen, Chun-Liang,Chen, Tsung-Chih,Lo, Yang,Guh, Jih-Hwa,Huang, Hsu-Shan
, p. 7125 - 7133 (2013)
A series of 2,7-diamidofluorenones were designed, synthesized, and screened by SRB assay. Some synthesized compounds exhibited antitumor activities in submicromolar range. Ten compounds (3a, 3b, 3c, 3g, 3j, 3l, 4a, 4h, 4i, and 4j) were also selected by NCI screening system and 3c (GI50 = 1.66 μM) appeared to be the most active agent of this series. Furthermore, 3c attenuated topoisomerase I-mediated DNA relaxation at low micromolar concentrations. These results indicated that fluorenones have potential to be further developed into anticancer drugs.
Tuning HOMO-LUMO levels: Trends leading to the design of 9-fluorenone scaffolds with predictable electronic and optoelectronic properties
Eakins, Galen L.,Alford, Joshua S.,Tiegs, Brandon J.,Breyfogle, Bryan E.,Stearman, Chad J.
, p. 1119 - 1128 (2011)
Highest occupied molecular orbital-lowest unoccupied molecular orbital (HOMO-LUMO) tuning is an important consideration in the development of organic-based semiconducting materials. A study of the specific effects and overall trends for the HOMO-LUMO tuning of a diverse series of 9-fluorenones by means of extended conjugation and substituent effects is described. Trends were explored in a range of compounds, beginning with structures having highly electron-withdrawing substituents and progressing to structures having highly electron-donating substituents. Compounds with an incremental increase in conjugation were also examined. Electrochemical and optical measurements were used to calculate the HOMO-LUMO levels and HOMO-LUMO bandgap (HLG) for each structure. Results from both methods were compared and correlated with the differences in molecular structure. Increasing the electron-donating character of the substituents was observed to decrease the HLG and increase the energy levels of the HOMO and the LUMO, whereas an increase in the electron-withdrawing character produced the opposite results. Increasing conjugation decreased the HLG, increased the HOMO energy level, but decreased the LUMO energy level. Spectroscopic evidence of substituent influence on the carbonyl suggests that substituents directly impact the HLG by influencing the availability of nonbonding electrons within the carbonyl, which impacts the probability of an nπ* transition. The data presented not only elaborate on the HOMO-LUMO tuning of 9-fluorenone systems but also enable the consideration of 9-fluorenones as analogous models for HOMO-LUMO tuning in other more complex polyaromatic systems such as bifluorenylidenes. These trends may provide insight into developing materials with specifically tuned HLGs and HOMO-LUMO levels for a variety of applications. Copyright
Synthesis, DNA affinity, and antiprotozoal activity of fused ring dicationic compounds and their prodrugs
Arafa, Reem K.,Brun, Reto,Wenzler, Tanja,Tanious, Farial A.,Wilson, W. David,Stephens, Chad E.,Boykin, David W.
, p. 5480 - 5488 (2005)
Dicationic guanidine, N-alkylguanidine, and reversed amidine derivatives of fused ring systems (9a-d, 12a-c, 13a, and 13b) have been synthesized from their corresponding bis-amines. DNA binding studies suggest that the diguanidines and the N-alkyl diguanidines fluorenes bind in the minor groove in a manner similar to that of the previously reported dicationic carbazole derivatives. The diguanidines and the N-alkyl diguanidines showed promising in vitro activity against both Trypanosoma brucei rhodesiense and Plasmodium falciparum. Promising in vivo biological results were obtained for the dicationic N-isopropylguanidino-9H-fluorene (12c), giving 4/4 cures of the treated animals in the STIB900 animal model for African trypanosomiasis. The N-methyl analogue (12a) showed high activity as well. In addition, with the goal of enhancing the oral bioavailability, two novel classes of potential guanidine prodrugs were prepared. The N-alkoxyguanidine derivatives (12d) and (12e) were not effective as prodrugs. In contrast, a number of the carbamates (11a,c-e) showed promising activity. The value of the carbamate prodrugs was clearly demonstrated by the results for (11c), which gave 4/4 cures on oral administration in the STIB900 mouse model.
2,7-Disubstituted amidofluorenone derivatives as inhibitors of human telomerase
Perry, Philip J.,Read, Martin A.,Davies, Rhian T.,Gowan, Sharon M.,Reszka, Anthony P.,Wood, Alexis A.,Kelland, Lloyd R.,Neidle, Stephen
, p. 2679 - 2684 (1999)
Telomerase is a major new target for the rational design of novel anticancer agents. We have previously identified anthraquinone-based molecules capable of inhibiting telomerase by stabilizing G-quadruplex structures formed by the folding of telomeric DNA
An expeditious and highly efficient synthesis of substituted pyrroles using a low melting deep eutectic mixture
Alvi, Shakeel,Ali, Rashid
, p. 9732 - 9745 (2021/12/01)
An expeditious green method for the synthesis of diverse valued substituted pyrroles through a Paal-Knorr condensation reaction, using a variety of amines and 2,5-hexanedione/2,5-dimethoxytetrahydrofuran in the presence of a low melting mixture ofN,N’-dimethylurea andL-(+)-tartaric acid (which acts as a dual catalyst/solvent system), has fruitfully been revealed. Herein, we have disclosed the applicability of this simple yet effective strategy for the generation of mono- and dipyrroles in good to excellent yields. Moreover,C3-symmetric tripyrrolo-truxene derivatives have also been assembled by means of cyclotrimerization, Paal-Knorr and Clauson-Kaas reactions as crucial steps. Interestingly, the melting mixture was recovered and reused with only a gradual decrease in the catalytic activity (over four cycles) without any significant drop in the yield of the product. This particular methodology is simple, rapid, environmental friendly, and high yielding for the generation of a variety of pyrroles. To the best of our knowledge, the present work reveals the fastest greener method reported up to this date for the construction of substituted pyrroles by utilizing the Paal-Knorr synthetic protocol, achieving impressive yields under operationally simple reaction conditions without involving any precarious/dangerous catalysts or unsafe volatile organic solvents.
METHODS FOR PRODUCING DIAMINOFLUORENOL
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Paragraph 0114-0118, (2020/09/08)
The present invention relates to a method for producing diaminofluorenol, and more particularly, to a 2,7-diamino-9H-fluoren-9-ol compound and a method for producing the same. According to the present invention, it is possible to provide a diaminofluorenol-based compound that can be favorably used as an intermediate important for the synthesis of diaminofluorenol compounds of various embodiments in a high yield and simple synthesis process. The compound is represented by chemical formula 1.COPYRIGHT KIPO 2020
COMPOSITIONS AND METHODS OF MAKING EXPANDED HEMATOPOIETIC STEM CELLS USING DERIVATIVES OF FLUORENE
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Paragraph 0400, (2019/05/15)
This invention is directed to, inter alia, compounds, methods, systems, and compositions for the maintenance, enhancement, and expansion of hematopoietic stem cells derived from one or more sources of CD34+ cells. Sources of CD34+ cells include bone marrow, cord blood, mobilized peripheral blood, and non-mobilized peripheral blood. Also provided herein are compounds of Formula I which are useful in maintaining, enhancing, and expanding of hematopoietic stem cells.
A New Photocage Derived from Fluorene
Reinfelds, Matiss,von Cosel, Jan,Falahati, Konstantin,Hamerla, Carsten,Slanina, Tomá?,Burghardt, Irene,Heckel, Alexander
supporting information, p. 13026 - 13035 (2018/09/10)
Photolabile protecting groups (PPGs or photocages) are increasingly subject to molecular design to meet requirements such as absorbance in the visible spectral range, high molar absorption coefficients, and high quantum yields of leaving group release. Improvements in these properties for the promising 3-diethylaminobenzyl (DEAMb) photocage, the photoactivity of which is based on the Zimmerman meta effect, are reported. Expansion of the aromatic system with a second aromatic ring resulted in improved spectral properties. A systematic trend relating the electronic (π-donor or acceptor) properties of the new aryl substituent and its position in the DEAMb ring to changes in the spectral properties could be observed. Conclusions from the experimental results were supported by computations obtained by using time-dependent DFT. A second generation of DEAMb-based photocages was designed. A rigid linker was introduced to ensure more efficient conjugation of the aromatic ring π systems by limiting rotational freedom. The resulting fluorenol (9-hydroxyfluorene)-based photocages had superior spectral properties to those of simple biphenyl systems. The best uncaging cross section achieved was 5320 m?1 cm?1 (?Φ365).
BENZIDINE DERIVATIVE, METHOD FOR PREPARING SAME, AND PHARMACEUTICAL COMPOSITION CONTAINING BENZIDINE DERIVATIVE FOR TREATING LIVER DISEASE CAUSED BY HEPATITIS C VIRUS
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Paragraph 0205; 0206; 0207; 0208; 0209, (2016/02/24)
The disclosed compounds have antiviral activity against C-type virus, an optical isomer thereof, a pharmaceutically acceptable salt thereof, a method for preparing the same, and a pharmaceutical composition containing the same as an active ingredient for preventing or treating liver disease caused by hepatitis C virus. The benzidine derivative according to the present invention has excellent antiviral activity against hepatitis C virus and exhibits excellent medicinal activity in the living body, and thus the pharmaceutical composition containing the same as an active ingredient can be useful as a pharmaceutical composition for preventing or treating liver disease, such as acute hepatitis C, chronic hepatitis C, cirrhosis, or hepatocellular carcinoma, caused by C-type virus.
