38447-89-1Relevant academic research and scientific papers
Synthesis of novel C-2 substituted imidazoline derivatives having the norbornene/dibenzobarrelene skeletons
?apan, Irfan,Servi, Süleyman
supporting information, p. 131 - 142 (2018/10/26)
Novel imidazoline derivatives were synthesized from the norbornene and dibenzobarrelene skeletons which were obtained by the Diels-Alder reactions of anthracene and cyclopentadiene with the different dienophiles, such as fumaronitrile and fumaric acid. Synthesis of the C-2 substituted imidazolines was performed with high yields from various dinitriles and diacyl dichlorides.
Synthesis, biophysical studies, and antiproliferative activity of platinum(II) complexes having 1,2-bis(aminomethyl)carbobicyclic ligands
De Mier-Vinué, Jordi,Gay, Marina,Monta?a, ángel M.,Sáez, Rosa-Isabel,Moreno, Virtudes,Kasparkova, Jana,Vrana, Oldrich,Heringova, Pavla,Brabec, Viktor,Boccarelli, Angela,Coluccia, Mauro,Natile, Giovanni
, p. 424 - 431 (2008/09/19)
A selected chemical library of six platinum(II) complexes having 1,2-bis(aminomethyl)carbobicyclic ligands were synthesized after a rational design in order to evaluate their antiproliferative activity and the structure-activity relationships. The cytotoxicity studies were performed using cancer cell lines sensitive (A2780) and resistant (A2780R) to cisplatin. Excellent cytotoxicity was observed for most of complexes, which presented better resistance factors than cisplatin against the A2780R cell line. The interaction of these complexes with DNA, as the target biomolecule, was evaluated by several methods: DNA-platinum binding kinetics, changes in the DNA melting temperature, evaluation of the unwinding angle of supercoiled DNA, evaluation of the interstrand cross-links, and replication mapping. The kinetics of the interaction with glutathione was also investigated to better understand the resistant factors observed for the new complexes.
Synthesis, Fungicidal Activity, and Effects on Fungal Polyamine Metabolism of Novel Cyclic Diamines
Havis, Neil D.,Walters, Dale R.,Cook, Fiona M.,Robins, David J.
, p. 2341 - 2344 (2007/10/03)
A number of novel, cyclic diamines were synthesized and examined for fungicidal activity as part of a continuing program of work on polyamine analogues. The novel synthetic cyclic diamines trans-1,2-bis(diethylaminomethyl)cyclopentane (compound 1) and trans-5,6-bis(aminomethyl)bicyclo[2.2.1]-hept-2-ene (compound 2) and the synthetic cyclic diamine 1,2-bis(dimethylaminomethyl)-4,5-dimethylcyclohexa-1,4-diene (compound 3) controlled the important crop pathogen Erysiphe graminis DC f.sp. hordei Marchai. Since E. graminis cannot be cultured in vitro, the effects of the three diamines on polyamine biosynthesis were studied using the fungal pathogen Pyrenophora avenae Ito & Kuribay. All three compounds were effective in reducing the growth of P. avenae in vitro and in altering polyamine levels. However, whereas compound 1 reduced concentrations of all three polyamines, compound 2 increased spermidine 2-fold and compound 3 had little effect on spermidine and spermine concentrations but reduced putrescine concentration by 69%. These changes in polyamine concentrations could not be correlated with changes in activities of biosynthetic enzymes. It seems therefore that although these novel cyclic diamines alter fungal polyamine metabolism, their effects on the growth of P. avenae may not be related to depletion of cellular polyamines.
σ-bishomoaromatic heterocycles: Reactivity and synthesis of 3-oxatetracyclo[3.3.0.02,804,6]octane by photolysis at 185 nm
Klaerner, Frank-Gerrit,Dolz, Thomas,Uhlaender, Christoph,Yaslak, Salih
, p. 1385 - 1388 (2007/10/03)
The title compound 5 was produced by 185 nm photolysis of 8. The products of the 185 run photolysis can be rationalized by the assumption of the two diradical intermediates 16 and 17. At a temperature between 150 and 200°C 5 reacts with fumaronitrile 23 to give the adducts 7 and 26 in a ratio of about (5 : 1). The kinetic analysis of this reaction shows, that the adduct 7 is formed by 1,3 dipolar cycloaddition of intermediate carbonyl ylide 6.
Diels-Alder Reaction of Fumaronitrile and Cyclopentadiene in Water: the Influence of Cosolutes
Hunt, Ian,Johnson, C. David
, p. 1051 - 1056 (2007/10/02)
Rates of reaction are reported for the title compounds in aqueous solution.The influence of added salts on the rate of reaction is recorded: alkali-metal salts advance the rate, while tetraethylammonium chloride retards it.Sodium dodecyl sulphate and cetyltrimethylammonium bromide also retard the reaction, while the effect of cyclodextrins depends on their cavity size.The explanation of these phenomena in terms of the hydrophobic effect is considered and extended by measurement of ΔH and ΔS parameters for the reaction.
SYNTHESIS OF anti-SESQUINORBORNENE AND RELATED POLYCYCLIC ALKENES via REDUCTIVE ELIMINATION OF VICINAL DICYANO DERIVATIVES
Lucchi, Ottorino De,Piccolrovazzi, Nicoletta,Licini, Giulia,Modena, Giorgio,Valle, Giovanni
, p. 401 - 408 (2007/10/02)
A methodology for the preparation of both endocyclic unsaturated molecules via reductive elimination of vicinal dicyano derivatives is reported.The method is useful for the preparation of anti-sesquinorbornene and related hitherto unknown molecules starting from the respective vicinal dicyano derivatives which are readily available via Diels-Alder reactions.From a practical point of view, the best decyanation procedure for these substrates is to use finely dispersed sodium in tetrahydrofuran under sonication.The X-ray analysis of anti-1,4,4a,5,8,8a-hexahydro-1,4;5,8-dimethanonaphthalene-4a,8a-dicarbonitrile, 3, is reported.Crystal data: orthorhombic, space group P212121; Z=4; a=16.059(5), b=8.920(3), c=7.592(3) Angstroem; V=1087.5 Angstroem3, Dc=1.27 g*cm-3.
