Search results for "Benzodioxepin"
showing 6 items of 6 documents
Substituent effects on the reaction mode between 2-hydroxybenzyl alcohol derivatives and MEM chloride:synthesis and mechanistic aspects of seven-and …
2004
Abstract The synthesis of (RS)-2- or (RS)-3-methoxy-2,3-dihydro-5H-1,4-benzodioxepins and (RS)-5- or (RS)-3-methoxy-2,3,5,6-tetrahydro-8H-benzo-[1,4,7]-trioxecins has been developed. The mechanism of such a reaction via the boron trifluoride etherate-promoted transformation of 2-(methoxyethoxymethoxy)benzyloxyacetaldehyde dimethyl acetals or 2-(methoxyethoxymethoxymethyl)phenyloxyacetaldehyde dimethyl acetals has been proposed. Transannular versions of the reaction results in the facile ring contraction of 12-membered intermediates to the 10- and to 7-membered benzene-fused O,O-acetals. The characterization of the by-products strongly supports the mechanisms proposed.
Antitumoural Properties of Benzannelated Seven -Membered 5-fluorouracil Derivatives and Related Open Analogues. Molecular Markers for Apoptosis and C…
2005
Attention is increasingly being focussed on the cell cycle and apoptosis as potential targets for therapeutic intervention in cancer. We prepared a series of bioisosteric benzannelated seven-membered 5-FU O,N-acetals to test them against the MCF-7 human breast cancer cell line. Benzo-fused seven-membered O,O-acetals or their acyclic analogues led to the expected 5-FU O,N-acetals (or aminals), in addition to six- and 14-membered aminal structures and acyclic compounds. All the cyclic aminals provoked a G0/G1-phase cell cycle arrest, whereas Ftorafur, a known prodrug of 5-FU, and 1-[2-(2-hydroxymethyl-4-nitrophenoxy)-1-methoxyethyl]-5-fluorouracil (11) induced an S-phase cell cycle arrest. Al…
CCDC 994085: Experimental Crystal Structure Determination
2015
Related Article: Christoph Reiter, Tony Fröhlich, Maen Zeino, Manfred Marschall, Hanife Bahsi, Maria Leidenberger, Oliver Friedrich, Barbara Kappes, Frank Hampel, Thomas Efferth, Svetlana B. Tsogoeva|2015|Eur.J.Med.Chem.|97|164|doi:10.1016/j.ejmech.2015.04.053
CCDC 1816140: Experimental Crystal Structure Determination
2018
Related Article: Aysun Çapcı Karagöz, Christoph Reiter, Ean-Jeong Seo, Lisa Gruber, Friedrich Hahn, Maria Leidenberger, Volker Klein, Frank Hampel, Oliver Friedrich, Manfred Marschall, Barbara Kappes, Thomas Efferth, Svetlana B. Tsogoeva|2018|Bioorg.Med.Chem.|26|3610|doi:10.1016/j.bmc.2018.05.041
CCDC 236010: Experimental Crystal Structure Determination
2005
Related Article: E.Saniger, M.Diaz-Gavilan, B.Delgado, D.Choquesillo, J.M.Gonzalez-Perez, S.Aiello, M.A.Gallo, A.Espinosa, J.M.Campos|2004|Tetrahedron|60|11453|doi:10.1016/j.tet.2004.09.077
CCDC 994084: Experimental Crystal Structure Determination
2015
Related Article: Christoph Reiter, Tony Fröhlich, Maen Zeino, Manfred Marschall, Hanife Bahsi, Maria Leidenberger, Oliver Friedrich, Barbara Kappes, Frank Hampel, Thomas Efferth, Svetlana B. Tsogoeva|2015|Eur.J.Med.Chem.|97|164|doi:10.1016/j.ejmech.2015.04.053