56908-88-4Relevant academic research and scientific papers
Aryl- and heteroaryl-substituted phenylalanines as AMPA receptor ligands
Szymańska, Ewa,Cha?upnik, Paulina,Johansen, Tommy N.,Nielsen, Birgitte,Cu?ado Moral, Ana Maria,Pickering, Darryl S.,Wi?ckowska, Anna,Kie?-Kononowicz, Katarzyna
, p. 1271 - 1281 (2017)
A series of racemic unnatural amino acids was rationally designed on the basis of recently published X-ray structures of the GluA2 LBD with bound phenylalanine-based antagonists. Twelve new diaryl- or aryl/heteroaryl-substituted phenylalanine derivatives
An improved synthesis of 'octa-acid' deep-cavity cavitand
Liu, Simin,Whisenhunt-Ioup, Sarah E.,Gibb, Corinne L. D.,Gibb, Bruce C.
, p. 480 - 485 (2011)
An improved synthesis of a water-soluble deep-cavity cavitand (octa-acid, 1) is presented. Previously (Gibb, C.L.D.; Gibb, B.C. J. Am. Chem. Soc. 2004, 126, 11408-11409), we documented access to host 1 in eight (non-linear) steps starting from resorcinol;
Photophysical Properties of Silyl-Substituted Stilbene Derivatives
Maeda, Hajime,Horikoshi, Ryo,Yamaji, Minoru,Furuyama, Taniyuki,Segi, Masahito
supporting information, p. 3410 - 3422 (2020/06/17)
The effects of silyl groups on the structural, absorption, fluorescence, and photoisomerization properties of stilbenes were investigated. In comparison to that of the parent stilbene (1), fluorescence quantum yields (Φf) of Me3Si-substituted stilbenes 2–4 and 6 in solution were higher. Derivative 5, in which Me3Si groups are present at all ortho positions of the arene moieties, did not fluoresce at room temperature. The absorption and fluorescence wavelength maxima of Me3SiMe2Si-substituted stilbene 7 occurred at longer wavelengths compared to those of the Me3Si analog 2. The results of theoretical calculations showed that this difference is a consequence of an increase in the HOMO energy of 7 caused by orbital interaction between π-system and the σ(Si–Si) orbital. Stilbene 14, with two Me3Si-C≡C groups at both para positions, had a high Φf (0.95). The calculated transition dipole moment (μ) was well correlated with Φf. Derivative 21, which contains Ph2N and Me3SiC≡C groups exhibited solvatofluorochromism because it possesses a twisted intramolecular charge transfer (TICT) excited state in which the Ph2N group and the aromatic ring are orthogonal.
Promotion of Appel-type reactions by N-heterocyclic carbenes
Hussein, Mohanad A.,Nguyen, Thanh Vinh
supporting information, p. 7962 - 7965 (2019/07/12)
N-Heterocyclic carbenes (NHCs) have been extensively used as a versatile class of catalysts and ligands in organocatalytic and organometallic chemistry. However, there are only a small number of synthetic applications where they act as reagents. Here we demonstrate that NHCs can be used as stoichiometric redox reagents for Appel-type halogenation reactions of alcohols. This new reactivity reveals a fresh and interesting aspect and enriches the chemistry of NHCs in an underexplored area. The potential of performing this chemical transformation at the catalytic level using an NHC-oxide derivative is also investigated.
Preparation and application of organic thermally induced delayed fluorescence material containing 9,9-dimethyl acridine unit
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Paragraph 0060-0062, (2017/08/31)
The invention belongs to the field of organic luminescent materials, and provides preparation and application of an organic thermally induced delayed fluorescence material containing a 9,9-dimethyl acridine unit. Isophthalonitrile with high eletrophilicity is taken as the electron acceptor, a cyano group with a strong electron-withdrawing performance is introduced, 9,9-dimethyl acridine is taken as the electron donor, and a meta-position connection mode is adopted to obtain the organic micromolecular thermally induced delayed fluorescence material with an excellent luminescence property, and the conventional para-position connection mode is broken through. The organic thermally induced delayed fluorescence material, which contains a 9,9-dimethyl acridine unit and adopts a meta-position connection mode, can be applied to vapor deposition of devices. Meanwhile, the organic thermally induced delayed fluorescence material has the advantages of high yield, high thermal stability, and easy film forming, can be massively produced and used in a large scale, and can be applied to electroluminescent devices to obtain a high efficient electroluminescent performance.
Antibacterial drug leads: DNA and enzyme multitargeting
Zhu, Wei,Wang, Yang,Li, Kai,Gao, Jian,Huang, Chun-Hsiang,Chen, Chun-Chi,Ko, Tzu-Ping,Zhang, Yonghui,Guo, Rey-Ting,Oldfield, Eric
, p. 1215 - 1227 (2015/03/04)
We report the results of an investigation of the activity of a series of amidine and bisamidine compounds against Staphylococcus aureus and Escherichia coli. The most active compounds bound to an AT-rich DNA dodecamer (CGCGAATTCGCG)2 and using DSC were found to increase the melting transition by up to 24 °C. Several compounds also inhibited undecaprenyl diphosphate synthase (UPPS) with IC50 values of 100-500 nM, and we found good correlations (R2 = 0.89, S. aureus; R2 = 0.79, E. coli) between experimental and predicted cell growth inhibition by using DNA δTm and UPPS IC50 experimental results together with one computed descriptor. We also solved the structures of three bisamidines binding to DNA as well as three UPPS structures. Overall, the results are of general interest in the context of the development of resistance-resistant antibiotics that involve multitargeting.
Photoinduced energy and electron transfer in phenylethynyl-bridged zinc porphyrin-oligothienylenevinylene-C60 ensembles
Urbani, Maxence,Ohkubo, Kei,Islam, D. M. Shafiqul,Fukuzumi, Shunichi,Langa, Fernando
, p. 7473 - 7485 (2012/07/28)
Donor-bridge-acceptor triad (Por-2TV-C60) and tetrad molecules ((Por)2-2TV-C60), which incorporated C60 and one or two porphyrin molecules that were covalently linked through a phenylethynyl-oligothienylenevinyl
Chemical synthesis and evaluation of 17α-alkylated derivatives of estradiol as inhibitors of steroid sulfatase
Fournier, Diane,Poirier, Donald
experimental part, p. 4227 - 4237 (2011/11/12)
Steroid sulfatase (STS) controls the levels of 3-hydroxysteroids available from circulating steroid sulfates in several normal and malignant tissues. This and the known involvement of active estrogens and androgens in diseases such as breast and prostate cancers thus make STS an interesting therapeutic target. Here we describe the chemical synthesis and characterization of an extended series of 17α-derivatives of estradiol (E2) using different strategies. A variant of the samarium-Barbier reaction with stoichiometric samarium metal and catalytic Kagan reagent formation was used for introducing low reactive benzyl substrates in position 17 of estrone (E1) whereas heterocyclic substrates were metalated and reacted with either the carbonyl or the 17-oxirane of E1. In vitro evaluation of the inhibitory potency of the new compounds against STS identified new inhibitors and allowed a more complete structure-activity relationship study of this family of 17α-derivatives of E2.
A novel C2-symmetric bisphosphane ligand with a chiral cyclopropane backbone: Synthesis and application in the Rh(I)-catalyzed asymmetric 1,4-addition of arylboronic acids
Goek, Yaar,Noel, Timothy,Eycken, Johan Van Der
experimental part, p. 2768 - 2774 (2011/03/18)
The synthesis of a novel C2-symmetric bisphosphane ligand was accomplished starting from trans-(2R,3R)-bis(3′,5′-diphenylphenyl) cyclopropane-1,1-dimethanol as a key intermediate. This ligand was tested in the asymmetric rhodium(I)-catalyzed 1,
Shape-persistent macrocycles: A synthetic strategy that combines easy and site-specific decorations with improved cyclization efficiency
Sakamoto, Junji,Schlueter, A. Dieter
, p. 2700 - 2712 (2008/02/09)
A flexible route to shape-persistent macrocycles based on a collection of building blocks has been devised that allows the easy introduction of several different functional units at predetermined positions and the obtainment of cycles as analytically pure
