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Kentaro Yamaguchi - One of the best experts on this subject based on the ideXlab platform.

  • Self-Assembly Behavior Shifting to Crystal Formation of Chiral Macrocyclic Tetraimines
    Crystal Growth & Design, 2019
    Co-Authors: Masahide Tominaga, Masatoshi Kawahata, Tsutomu Itoh, Kentaro Yamaguchi
    Abstract:

    The enantiopure macrocyclic tetraimines containing Adamantane moieties (1, 2) were synthesized from (R,R)- or (S,S)-1,2-cyclohexanediamine and a disubstituted Adamantane Derivative having salicylal...

  • Self-Assembly Behavior Shifting to Crystal Formation of Chiral Macrocyclic Tetraimines
    2019
    Co-Authors: Masahide Tominaga, Masatoshi Kawahata, Tsutomu Itoh, Kentaro Yamaguchi
    Abstract:

    The enantiopure macrocyclic tetraimines containing Adamantane moieties (1, 2) were synthesized from (R,R)- or (S,S)-1,2-cyclohexanediamine and a disubstituted Adamantane Derivative having salicylaldehyde in moderate yield. Single crystals (1a) were obtained from a methanol/chloroform mixture and 1. X-ray crystallographic analysis revealed that the macrocycles had a rhomboidal structure and were arranged into a molecular network bearing layer structures through CH···O and CH···π interactions. Racemic crystals (1·2-a) were formed from crystallization of 1 and 2 in a 1:1 stoichiometry. The macrocycles had a rhomboidal framework with a longer axis, and 1 and 2 were alternatively aligned into the molecular network composed of columnar structures by CH···π and CH···O interactions. Macrocycle 1 self-assembled into spheres, and their fused fibrous and network aggregates, and eventually were translated into crystals. Meanwhile, the mixing of both enantiomers 1 and 2 at a ratio of 1:1 afforded racemic crystals by way of similar self-assembled structures under identical conditions; however, the rate of crystal formation was faster than that of 1

Masahide Tominaga - One of the best experts on this subject based on the ideXlab platform.

  • Self-Assembly Behavior Shifting to Crystal Formation of Chiral Macrocyclic Tetraimines
    Crystal Growth & Design, 2019
    Co-Authors: Masahide Tominaga, Masatoshi Kawahata, Tsutomu Itoh, Kentaro Yamaguchi
    Abstract:

    The enantiopure macrocyclic tetraimines containing Adamantane moieties (1, 2) were synthesized from (R,R)- or (S,S)-1,2-cyclohexanediamine and a disubstituted Adamantane Derivative having salicylal...

  • Self-Assembly Behavior Shifting to Crystal Formation of Chiral Macrocyclic Tetraimines
    2019
    Co-Authors: Masahide Tominaga, Masatoshi Kawahata, Tsutomu Itoh, Kentaro Yamaguchi
    Abstract:

    The enantiopure macrocyclic tetraimines containing Adamantane moieties (1, 2) were synthesized from (R,R)- or (S,S)-1,2-cyclohexanediamine and a disubstituted Adamantane Derivative having salicylaldehyde in moderate yield. Single crystals (1a) were obtained from a methanol/chloroform mixture and 1. X-ray crystallographic analysis revealed that the macrocycles had a rhomboidal structure and were arranged into a molecular network bearing layer structures through CH···O and CH···π interactions. Racemic crystals (1·2-a) were formed from crystallization of 1 and 2 in a 1:1 stoichiometry. The macrocycles had a rhomboidal framework with a longer axis, and 1 and 2 were alternatively aligned into the molecular network composed of columnar structures by CH···π and CH···O interactions. Macrocycle 1 self-assembled into spheres, and their fused fibrous and network aggregates, and eventually were translated into crystals. Meanwhile, the mixing of both enantiomers 1 and 2 at a ratio of 1:1 afforded racemic crystals by way of similar self-assembled structures under identical conditions; however, the rate of crystal formation was faster than that of 1

Tsutomu Itoh - One of the best experts on this subject based on the ideXlab platform.

  • Self-Assembly Behavior Shifting to Crystal Formation of Chiral Macrocyclic Tetraimines
    Crystal Growth & Design, 2019
    Co-Authors: Masahide Tominaga, Masatoshi Kawahata, Tsutomu Itoh, Kentaro Yamaguchi
    Abstract:

    The enantiopure macrocyclic tetraimines containing Adamantane moieties (1, 2) were synthesized from (R,R)- or (S,S)-1,2-cyclohexanediamine and a disubstituted Adamantane Derivative having salicylal...

  • Self-Assembly Behavior Shifting to Crystal Formation of Chiral Macrocyclic Tetraimines
    2019
    Co-Authors: Masahide Tominaga, Masatoshi Kawahata, Tsutomu Itoh, Kentaro Yamaguchi
    Abstract:

    The enantiopure macrocyclic tetraimines containing Adamantane moieties (1, 2) were synthesized from (R,R)- or (S,S)-1,2-cyclohexanediamine and a disubstituted Adamantane Derivative having salicylaldehyde in moderate yield. Single crystals (1a) were obtained from a methanol/chloroform mixture and 1. X-ray crystallographic analysis revealed that the macrocycles had a rhomboidal structure and were arranged into a molecular network bearing layer structures through CH···O and CH···π interactions. Racemic crystals (1·2-a) were formed from crystallization of 1 and 2 in a 1:1 stoichiometry. The macrocycles had a rhomboidal framework with a longer axis, and 1 and 2 were alternatively aligned into the molecular network composed of columnar structures by CH···π and CH···O interactions. Macrocycle 1 self-assembled into spheres, and their fused fibrous and network aggregates, and eventually were translated into crystals. Meanwhile, the mixing of both enantiomers 1 and 2 at a ratio of 1:1 afforded racemic crystals by way of similar self-assembled structures under identical conditions; however, the rate of crystal formation was faster than that of 1

Masatoshi Kawahata - One of the best experts on this subject based on the ideXlab platform.

  • Self-Assembly Behavior Shifting to Crystal Formation of Chiral Macrocyclic Tetraimines
    Crystal Growth & Design, 2019
    Co-Authors: Masahide Tominaga, Masatoshi Kawahata, Tsutomu Itoh, Kentaro Yamaguchi
    Abstract:

    The enantiopure macrocyclic tetraimines containing Adamantane moieties (1, 2) were synthesized from (R,R)- or (S,S)-1,2-cyclohexanediamine and a disubstituted Adamantane Derivative having salicylal...

  • Self-Assembly Behavior Shifting to Crystal Formation of Chiral Macrocyclic Tetraimines
    2019
    Co-Authors: Masahide Tominaga, Masatoshi Kawahata, Tsutomu Itoh, Kentaro Yamaguchi
    Abstract:

    The enantiopure macrocyclic tetraimines containing Adamantane moieties (1, 2) were synthesized from (R,R)- or (S,S)-1,2-cyclohexanediamine and a disubstituted Adamantane Derivative having salicylaldehyde in moderate yield. Single crystals (1a) were obtained from a methanol/chloroform mixture and 1. X-ray crystallographic analysis revealed that the macrocycles had a rhomboidal structure and were arranged into a molecular network bearing layer structures through CH···O and CH···π interactions. Racemic crystals (1·2-a) were formed from crystallization of 1 and 2 in a 1:1 stoichiometry. The macrocycles had a rhomboidal framework with a longer axis, and 1 and 2 were alternatively aligned into the molecular network composed of columnar structures by CH···π and CH···O interactions. Macrocycle 1 self-assembled into spheres, and their fused fibrous and network aggregates, and eventually were translated into crystals. Meanwhile, the mixing of both enantiomers 1 and 2 at a ratio of 1:1 afforded racemic crystals by way of similar self-assembled structures under identical conditions; however, the rate of crystal formation was faster than that of 1

Mariangela Biava - One of the best experts on this subject based on the ideXlab platform.

  • Flow Synthesis and Biological Studies of an Analgesic Adamantane Derivative That Inhibits P2X7-Evoked Glutamate Release.
    ACS medicinal chemistry letters, 2013
    Co-Authors: Claudio Battilocchio, Lucie Guetzoyan, Chiara Cervetto, Lorenzo Di Cesare Mannelli, Daniela Frattaroli, Ian R. Baxendale, Guido Maura, Antonietta Rossi, Lidia Sautebin, Mariangela Biava
    Abstract:

    We report the biological evaluation of a class of Adamantane Derivatives, which were achieved via modified telescoped machine-assisted flow procedure. Among the series of compounds tested in this work, 5 demonstrated outstanding analgesic properties. This compound showed that its action was not mediated through direct interaction with opioid and/or cannabinoid receptors. Moreover, it did not display any significant anti-inflammatory properties. Experiments carried out on rat cerebrocortical purified synaptosomes indicated that 5 inhibits the P2X7-evoked glutamate release, which may contribute to its antinociceptive properties. Nevertheless, further experiments are ongoing to characterize the pharmacological properties and mechanism of action of this molecule.