Photochemically Bifunctional Compound from the Class of Spironaphthooxazines.

ChemInform ◽  
2004 ◽  
Vol 35 (19) ◽  
Author(s):  
A. I. Shiyonok ◽  
N. L. Zaichenko ◽  
L. S. Kol'tsova ◽  
V. S. Marevtsev
2017 ◽  
Vol 174 ◽  
pp. 128-136 ◽  
Author(s):  
Mostafa Hossein Beyki ◽  
Sarina Ehteshamzadeh Ganjbakhsh ◽  
Sara Minaeian ◽  
Farzaneh Shemirani

1994 ◽  
Vol 49 (2) ◽  
pp. 145-164 ◽  
Author(s):  
Michael Farkens ◽  
Thomas G. Meyer ◽  
Ion Neda ◽  
Ralf Sonnenburg ◽  
Christian Müller ◽  
...  

The reactions of 1,3,5-trimethylbiuret with dicyclohexylaminodichlorophosphine and with pyrrolidinodichlorophosphine furnished the triazaphosphinane-diones 1 and 2. Oxidation reactions of the 2-diorganoam ino-1,3,5-triorgano-1,3,5-triaza-2 λ3-phosphinane-4,6-diones 1, 2, and 4-9, as well as 2-fluoro-1,3,5-trimethyl-1,3,5-triaza-2λ3-phosphinane-4,6-dione 10 with hydrogen peroxide, elemental sulphur, phenyl azide, 1-adamantyl azide,p-nitrobenzoyl azide, tetrachloro-orthobenzoquinone, tetrabromo-orthobenzoquinone, 3,5-di-t-butyl-orthobenzoquinone, and hexafluoroacetone led to the respective oxidation products, 12-32, involving either λ4P or λ5P. In the reaction o f the P(III)C1 derivative 11 with 3-m ethyl-l,5-diphenyl-l,5- bis(trimethylsilyl)biuret the bifunctional compound 33 was produced. The new com pounds 1,2 and 12-33 were characterized via their 1H, 13C and 31P and, where appropriate, 19F NMR spectra. In the case o f the four compounds, 3 (previously described in the literature [2]), 13, 31, and 33, single crystal X-ray diffraction studies were conducted. Unusually for this type of heterocycle 3 displays a 1,4-diplanar ring conformation because o f the bulky aromatic substituents. 13 shows an envelope conformation. The hydrogen peroxide solvent molecule has crystallographic inversion symmetry, but may be disordered. In 31 the coordination geometry at phosphorus is trigonal bipyramidal. The five-membered ring shows a twist conform ation associated with the bulky trifluoromethyl groups. The exocyclic P-N bonds in 33 are unusually long.


2003 ◽  
Vol 52 (10) ◽  
pp. 2294-2295 ◽  
Author(s):  
A. I. Shiyonok ◽  
N. L. Zaichenko ◽  
L. S. Kol"tsova ◽  
V. S. Marevtsev

2015 ◽  
Vol 309 (3) ◽  
pp. E293-E301 ◽  
Author(s):  
Katherine Chen ◽  
Alice Jih ◽  
Sarah T. Kavaler ◽  
William S. Lagakos ◽  
Dayoung Oh ◽  
...  

Docosahexaenoic acid (DHA 22:6n-3) and salicylate are both known to exert anti-inflammatory effects. This study investigated the effects of a novel bifunctional drug compound consisting of DHA and salicylate linked together by a small molecule that is stable in plasma but hydrolyzed in the cytoplasm. The components of the bifunctional compound acted synergistically to reduce inflammation mediated via nuclear factor κB in cultured macrophages. Notably, oral administration of the bifunctional compound acted in two distinct ways to mitigate hyperglycemia in high-fat diet-induced insulin resistance. In mice with diet-induced obesity, the compound lowered blood glucose by reducing hepatic insulin resistance. It also had an immediate glucose-lowering effect that was secondary to enhanced glucagon-like peptide-1 (GLP-1) secretion and abrogated by the administration of exendin(9–39), a GLP-1 receptor antagonist. These results suggest that the bifunctional compound could be an effective treatment for individuals with type 2 diabetes and insulin resistance. This strategy could also be employed in other disease conditions characterized by chronic inflammation.


PLoS ONE ◽  
2010 ◽  
Vol 5 (11) ◽  
pp. e15479 ◽  
Author(s):  
Qiuyan Wang ◽  
Bidhan A. Shinkre ◽  
Jin-gu Lee ◽  
Marc A. Weniger ◽  
Yanfen Liu ◽  
...  

1985 ◽  
Vol 225 (3) ◽  
pp. 829-832 ◽  
Author(s):  
N Helbecque ◽  
J L Bernier ◽  
J P Hénichart

The synthesis of a new bifunctional compound in which two aminoacridine chromophores are linked by the bicyclic depsipeptidic backbone of des-N-tetramethylTriostin A is described. The molecule, bis-[(9-acridinyl)-D-seryl-L-alanyl-L-cysteinyl-L-valine] dilactone disulphide, structurally analogous to the antibiotic anti-tumour drug Triostin A, is shown to possess a high affinity to DNA and to act as a bis-intercalator on the basis of spectroscopic, viscosimetric and thermal-denaturation studies. This model constitutes the first attempt of a synergic association between a peptidic moiety that mimics a naturally occurring drug and aminoacridine, the two parts themselves each exhibiting a high affinity for the DNA target.


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