- Selenopheno[2,3-: F] coumarins: Novel scaffolds with antimetastatic activity against melanoma and breast cancer
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The general aim of the current research is to find novel non-toxic small molecules with antimetastatic activity. Herein we present a series of novel selenopheno[2,3-f]coumarins with low cytotoxicity profiles against cancer cells with different natures (carcinomas, sarcomas, melanomas, neuroblastomas, and hepatomas). Based on their structure-activity relationships (SARs), few compounds selectively induce MMP inhibition and suppress angiogenesis in vivo up to 57% (10 μM). Certain derivatives are excellent agents for in vivo prevention of melanoma and breast cancer metastasis: up to 97% with no visual side effects. The present study provides scientific evidence that a selenophenocoumarin scaffold is a promising competitor for the development of drug candidates with metastasis-suppressing properties.
- Arsenyan, Pavel,Vasiljeva, Jelena,Domracheva, Ilona,Kanepe-Lapsa, Iveta,Gulbe, Anita
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- Unusual N,Se-heterocycles with cyclic Se–N+ bond of isoselenazolopurinium type
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Treatment of 8-alkynylcaffeine or -adenine derivatives with in situ generated SeBr4 caused their annulation with the formation of isoselenazolium ring. The salts obtained are regarded as glutathione peroxidase mimetics.
- Arsenyan, Pavel,Vasiljeva, Jelena,Ivanova, Anna,Belyakov, Sergey
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- Electrophilic addition of selenium and telluriom halides to methyldiethynylsilane
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Regio- and stereoselective electrophilic addition reactions of SeCl 2, SeBr2, SeCl4, SeBr4 to methyldiethynylsilane lead to predominant formation of the Z-isomers of 3,6-dihalo-4-methyl-1,4-selenasilafulvenes, d
- Amosova,Penzik,Martynov,Zhilitskaya,Voronkov
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- Novel oxonium halogenochalcogenates stabilized by crown ethers: [H 3O(dibromo-benzo-18-crown-6)]2[Se3Br 10] and [H5O2bis-dibromo-dibenzo-24-crown-8] 2[Se3Br8]
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Two novel complex oxonium bromoselenates(II,IV) and -(II) are reported containing [H3O]+ and [H5O2] + cations coordinated by crown ether ligands. [H 3O(dibromo-benzo-18-crown-6)]2[Se3Br 10] (1) and [H5 O2(bis-dibromo-dibenzo-24- crown-8]2[Se3Br8] (2) were prepared as dark red crystals from dichloromethane or acetonitrile solutions of selenium tetrabromide, the corresponding unsubstituted crown ethers, and aqueous hydrogen bromide. The products were characterized by their crystal structures and by vibrational spectra. 1 is triclinic, space group P1 (Nr. 2) with a = 8.609(2) A , b = 13.391(3) A , c = 13.928(3) A , α = 64.60(2)° , β = 76.18(2)° , γ = 87.78(2)° , V = 1404.7(5) A 3, Z = 1.2 is also triclinic, space group P1 with a = 10.499(2) A , b = 13.033(3) A , c = 14.756(3) A , α = 113.77(3)° ,β = 98.17(3)° , γ = 93.55(3)° . V = 1813.2(7) A 3, Z = 1. In the reaction mixture complex redox reactions take place, resulting in (partial) reduction of selenium and bromination of the crown ether molecules. In 1 the centrosymmetric trinuclear [Se 3Br10]2- consists of a central Se IVBr6 octahedron sharing trans edges with two square planar SeIIBr4 groups. The novel [Se3Br 8]2- in 2 is composed of three planar transedge sharing SeIIBr4 squares in a linear arrangement. The internal structure of the oxonium-crown ether complexes is largely determined by the steric restrictions imposed by the aromatic rings in the crown ether molecules, as compared to complexes with more flexible unsubstituted crown ether ligands.
- Beckmann, Illenora,Laege, Mechtild,Krebs, Bernt
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- Stereoselective synthesis of (E,E)-bis(2-halovinyl) selenides and its derivatives based on selenium halides and acetylene
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Efficient stereoselective synthesis of (E,E)-bis(2-chlorovinyl) and (E,E)-bis(2-bromovinyl) selenides in 95-98% yield based on the reactions of selenium dihalides or monohalides with acetylene has been elaborated. Reactions of selenium tetrahalides with a
- Musalov, Maxim V.,Potapov, Vladimir A.,Musalova, Maria V.,Amosova, Svetlana V.
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p. 10567 - 10572,6
(2012/12/12)
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- Trans-PdBr2(SeBr2)2 and cis-PdBr2(TeBr2)2 - New complexes of palladium with chalcogenodibromides as ligands
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Dark red crystals of the air-stable compound PdSe2Br6 are formed by reaction of the elements in CCl4 at 180°C in sealed silica ampoules. They show triclinic symmetry with space group P1 and lattice constants a = 4.536(1) A, b = 7.238(1) A, c = 8.856(2) A, α = 105.40(3)°, β = 97.86(3)°, γ = 94.50(3)°. The crystal structure is composed of isolated trans-PdBr2(SeBr2)2 molecules which occupy inversion centres. Black crystals of the air-stable compound PdTe2Br6 are formed by reaction of Pd, Te, and TeBr4 in CCl4 at 200°C in sealed silica ampoules. They show monoclinic symmetry with space group P 21/c and the lattice constants a = 15.513(3) A, b = 8.855(2) A, c = 18.092(4) A, β = 114.72(3)°. The crystal structure is composed of cis-PdBr2(TeBr2)2 molecules piled up in the shape of a hexagonal rod packing. Within the piles centrosymmetric dimers are built up with unusual short intermolecular distances Pd-Pd and Te-Br. The structure relations of the hitherto known compounds PdX2(EX2)2 with E = S, Se, Te and X = Cl, Br are discussed.
- Neininger, Klaus,Rotter, Heinz Wilhelm,Thiele, Gerhard
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p. 710 - 718
(2008/10/09)
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- The characterisation and X-ray crystal structure of pentabromodiselenium hexafluoroarsenate, Se2Br5AsF6; some thermodynamic considerations and the nonexistence of Se2I5AsF6
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The crystal structure of Se2Br5AsF6 was determined by low-temperature X-ray diffraction methods.Single crystals of Se2Br5AsF6 are rhombohedral, space group R3 with a=13.367(4) Angstroem, c=19.000(6) Angstroem, V=2940 Angstroem3, and Z=9.The structure was refined to final agreement indices of R=0.087, Rw=0.093 for 604 observed (I>3?(I)) reflections and 71 parameters.The structure consists of essentially discrete Se2Br5+ cations and AsF6- anions with some cation-anion interaction.The Se2Br5+ cation, of essentially C2h symmetry contains two trans SeBr2 units, linked by a bridging bromine atom.The two terminal selenium-bromine bond distances are 2.291(7) and 2.268(6) Angstroem, of bond order 1, and the angle between them is 100.0(3) deg.The bridging bromine atom lies at the inversion centre of the Se2Br5+ cation, with an Se-Br distance of 2.582(3) Angstroem, corresponding to a bond order of about 0.5.The two angles between the bridging Se-Br and terminal Se-Br bonds are 97.4(1) deg and 98.9(2) deg.Se2Br5AsF6 decomposes slowly at room temperature and rapidly at 100 deg C leading to the formation of SeBr3AsF6, SeBr4, and elemental selenium.It reacts with Br2 to give SeBr3AsF6 and SeBr4.Se2Br5AsF6 is prepared by the reaction of Se4(AsF6)2 and the appropriate quantity of Br2.The analogous reaction with I2 leads to I2SeSeSeSeI2(AsF6)2 and not Se2I5AsF6.These differences have been accounted for on the basis of estimates of the appropriate bond and crystal lattice energies.The 77Se nmr of SeBr3+ and Se2Br5+ in SO2 solution, and the Raman spectrum of SeBr4 are reported.
- Murchie, Michael P.,Passmore, Jack,White, Peter S.
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p. 1584 - 1593
(2007/10/02)
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