Benzil

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Lidija Colombo - One of the best experts on this subject based on the ideXlab platform.

Vesna Volovšek - One of the best experts on this subject based on the ideXlab platform.

Juliana Moreira - One of the best experts on this subject based on the ideXlab platform.

  • a diffuse reflectance comparative study of Benzil inclusion within p tert butylcalix n arenes n 4 6 and 8 and silicalite
    Journal of Physical Chemistry B, 2002
    Co-Authors: L Vieira F Ferreira, José P. Da Silva, Anabela Sousa Oliveira, Ferreira I Machado, M Vieira R Ferreira, Juliana Moreira
    Abstract:

    Diffuse reflectance and laser-induced techniques were used to access photochemical and photophysical processes of Benzil in solid supports, namely p-tert-butylcalix[n]arenes with n = 4, 6, and 8. A comparative study was performed using these results and those obtained with another electronically inert support, silicalite, which is a hydrophobic zeolite. In the latter substrate, ground-state Benzil has the two carbonyl groups in an s-trans planar conformation while in the calixarenes a distribution of conformers exists, largely dominated by skew conformations where the carbonyl groups are twisted one to the other. In all substrates, room-temperature phosphorescence was obtained in air-equilibrated samples. The decay times vary greatly and the largest lifetime was obtained for Benzil/p-tert-butylcalix[6]arene, showing that this host cavity well accommodates Benzil, enhancing its room-temperature phosphorescence. p-tert-Butylcalix[6] and [8]arene molecules provide larger hydrophobic cavities than silicalite,...

Mouad Alami - One of the best experts on this subject based on the ideXlab platform.

  • Synthesis and antitumor activity of Benzils related to combretastatin A-4
    Bioorganic & Medicinal Chemistry Letters, 2008
    Co-Authors: Celine Mousset, Anne Giraud, Olivier Provot, Abdallah Hamze, Jérôme Bignon, Jian-miao Liu, Sylviane Thoret, Joëlle Dubois, Jean-daniel Brion, Mouad Alami
    Abstract:

    Abstract A series of Benzil derivatives related to combretastatin A-4 (CA-4) have been synthesized by oxidation of diarylalkynes promoted by PdI 2 in DMSO. Using this new protocol, 14 Benzils were prepared in good to excellent yields and their biological activity has been delineated. Several Benzils exhibited excellent antiproliferative activity: for example, 4j and 4k bearing the greatest resemblance to CA-4 and AVE-8062, respectively, were found to inhibit cell growth at the nanomolar level (20–50 nM) on four human tumor cell lines. Flow cytometric analysis indicates that these compounds act as antimitotics and arrest the cell cycle in G 2 /M phase. A cell-based assay indicated that compounds 4j and 4k displayed a similar inhibition of tubulin assembly with an IC 50 value similar to CA-4. These results clearly demonstrated that the Z -double bond of CA-4 can be replaced by a 1,2-diketone unit without significant loss of cytotoxicity and inhibition of tubulin assembly potency.

  • Synthesis and antitumor activity of Benzils related to combretastatin A-4
    Bioorganic and Medicinal Chemistry Letters, 2008
    Co-Authors: Celine Mousset, Anne Giraud, Olivier Provot, Abdallah Hamze, Jérôme Bignon, Jian-miao Liu, Sylviane Thoret, Joëlle Dubois, Jean-daniel Brion, Mouad Alami
    Abstract:

    A series of Benzil derivatives related to combretastatin A-4 (CA-4) has been synthesized by oxidation of diarylalkynes promoted by PdI2 in DMSO. Using this new protocol, 14 Benzils were prepared in good to excellent yields and their biological activity has been delineated. Several Benzils exhibited excellent antiproliferative activity: for example, 4j and 4k bearing the greatest resemblance to CA-4 and AVE-8062 respectively were found to inhibit cell growth at the nanomolar level (20-50 nM) on four human tumor cell lines. Flow cytometric analysis indicates that these compounds act as antimitotics and arrest the cell cycle in G2/M phase. A cell-based assay indicated that compounds 4j and 4k displayed a similar inhibition of tubulin assembly with an IC50 value similar to CA-4. These results clearly demonstrated that the Z-double bond of CA-4 can be replaced by a 1,2-diketone unit without significant loss of cytotoxicity and inhibition of tubulin assembly potency.

Didier M Lambert - One of the best experts on this subject based on the ideXlab platform.

  • versatile access to benzhydryl phenylureas through an unexpected rearrangement during microwave enhanced synthesis of hydantoins
    Organic Letters, 2003
    Co-Authors: Giulio G Muccioli, Johan Wouters, Jacques Poupaert, Bernadette Norberg, Wolfgang Poppitz, Gerhard K E Scriba, Didier M Lambert
    Abstract:

    [reaction: see text] A new access to benzhydryl-phenylureas is described. These new interesting urea derivatives were obtained by reaction of substituted Benzils with substituted phenylureas under microwave irradiation. Phenylthiourea, when reacted with Benzil, gave 3-phenyl-thiohydantoin. Moreover, benzylurea, as phenethylurea, gave the corresponding 3-substituted hydantoin derivatives, demonstrating that only phenylurea derivatives can result in benzhydryl-phenylureas under the applied conditions. This new reaction proved to be an easy access to substituted 1-benzhydryl-3-phenyl-ureas.