Macrocyclic Compound

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Kazuhisa Hiratani - One of the best experts on this subject based on the ideXlab platform.

  • synthesis of 1 rotaxane via covalent bond formation and its unique fluorescent response by energy transfer in the presence of lithium ion
    Journal of the American Chemical Society, 2004
    Co-Authors: Kazuhisa Hiratani, Yoshinobu Nagawa, Maiko Kaneyama, Emiko Koyama, Masatoshi Kanesato
    Abstract:

    Although there have been a lot of reports on the synthesis and properties of [n]rotaxanes (mainly n = 2), only a few reports on the synthesis of [1]rotaxane has been published by Vogtle's group and others (see ref 5). Generally speaking, [1]rotaxane might be expected to exhibit properties different from other rotaxanes, because the rotor and the axle in the [1]rotaxane is bound covalently and closely. We report on a novel method to make [1]rotaxanes via covalent bond formation from a Macrocyclic Compound. That is, we first prepared a bicyclic Compound from macrocycle and then proceeded to [1]rotaxane by aminolysis. This is the first synthetic example of preparation of [1]rotaxane via covalent bond formation, not utilizing weak interactions such as hydrogen bonding, charge transfer, via metal complexation, etc. This method might provide a powerful and new tool for construction of [1]rotaxane as a new supramolecular system. In addition, we investigated energy transfer from rotor to axle using [1]rotaxane th...

  • highly selective formation of 2 2 macrocycles from a novel hydroxybenzaldehyde derivative and diamines
    Chemical Communications, 2000
    Co-Authors: Hirohiko Houjou, Yukio Hishikawa, Yoshinobu Nagawa, Kazuhisa Hiratani
    Abstract:

    A hydroxybenzaldehyde derivative which has isobutenyl linkage reacts with a variety of diamines to efficiently result in a 2∶2 Macrocyclic Compound.

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

  • synthesis of 1 rotaxane via covalent bond formation and its unique fluorescent response by energy transfer in the presence of lithium ion
    Journal of the American Chemical Society, 2004
    Co-Authors: Kazuhisa Hiratani, Yoshinobu Nagawa, Maiko Kaneyama, Emiko Koyama, Masatoshi Kanesato
    Abstract:

    Although there have been a lot of reports on the synthesis and properties of [n]rotaxanes (mainly n = 2), only a few reports on the synthesis of [1]rotaxane has been published by Vogtle's group and others (see ref 5). Generally speaking, [1]rotaxane might be expected to exhibit properties different from other rotaxanes, because the rotor and the axle in the [1]rotaxane is bound covalently and closely. We report on a novel method to make [1]rotaxanes via covalent bond formation from a Macrocyclic Compound. That is, we first prepared a bicyclic Compound from macrocycle and then proceeded to [1]rotaxane by aminolysis. This is the first synthetic example of preparation of [1]rotaxane via covalent bond formation, not utilizing weak interactions such as hydrogen bonding, charge transfer, via metal complexation, etc. This method might provide a powerful and new tool for construction of [1]rotaxane as a new supramolecular system. In addition, we investigated energy transfer from rotor to axle using [1]rotaxane th...

Haruo Seto - One of the best experts on this subject based on the ideXlab platform.

  • tetronothiodin a novel cholecystokinin type b receptor antagonist produced by streptomyces sp nr0489 iii structural elucidation
    The Journal of Antibiotics, 1993
    Co-Authors: Tatsuo Ohtsuka, Noboru Nakayama, Yoshiko Itezono, Nobuo Shimma, Toshikazu Kuwahara, Kazuteru Yokose, Haruo Seto
    Abstract:

    : Tetronothiodin (1) is a potent and selective cholecystokinin type B (CCK-B) receptor antagonist produced by Streptomyces sp. NR0489. Its structure was elucidated to be a Macrocyclic Compound comprising cyclohexene, alpha-acyltetronic acid and tetrahydrothiophene moieties based on various 2D NMR experiments on 1 and its dihydro derivative. The stereochemistries for the cyclohexene and tetrahydrothiophene rings were elucidated based on the analysis of NOEs obtained by NOESY experiments and NOE difference spectroscopy. The relative configuration of the cyclohexene moiety in 1 was revealed to be the same as that of the corresponding part in kijanimicin and chlorothricin, which can be structurally related to 1 in terms of their containing a cyclohexene ring with a spirotetronic acid in the molecule.

  • tetronothiodin a novel cholecystokinin type b receptor antagonist produced by streptomyces sp
    The Journal of Antibiotics, 1992
    Co-Authors: Tatsuo Ohtsuka, Noboru Nakayama, Yoshiko Itezono, Nobuo Shimma, Kazuteru Yokose, Tsutomu Kudoh, Hiromichi Kotaki, Noriko Fujisaki, Junko Watanabe, Haruo Seto
    Abstract:

    Tetronothiodin (1) is a potent and selective cholecystokinin type B (CCK-B) receptor antagonist produced by Streptomyces sp. NR0489. Its structure was elucidated to be a Macrocyclic Compound comprising cyclohexene, α-acyltetronic acid and tetrahydrothiophene moieties based on various 2D NMR experiments on 1 and its dihydro derivative. The stereochemistries for the cyclohexene and tetrahydrothiophene rings were elucidated based on the analysis of NOEs obtained by NOESY experiments and NOE difference spectroscopy. The relative configuration of the cyclohexene moiety in 1 was revealed to be the same as that of the corresponding part in kijanimicin and chlorothricin, which can be structurally related to 1 in terms of their containing a cyclohexene ring with a spirotetronic acid in the molecule.

Andreea R. Schmitzer - One of the best experts on this subject based on the ideXlab platform.

Yoshinobu Nagawa - One of the best experts on this subject based on the ideXlab platform.

  • synthesis of 1 rotaxane via covalent bond formation and its unique fluorescent response by energy transfer in the presence of lithium ion
    Journal of the American Chemical Society, 2004
    Co-Authors: Kazuhisa Hiratani, Yoshinobu Nagawa, Maiko Kaneyama, Emiko Koyama, Masatoshi Kanesato
    Abstract:

    Although there have been a lot of reports on the synthesis and properties of [n]rotaxanes (mainly n = 2), only a few reports on the synthesis of [1]rotaxane has been published by Vogtle's group and others (see ref 5). Generally speaking, [1]rotaxane might be expected to exhibit properties different from other rotaxanes, because the rotor and the axle in the [1]rotaxane is bound covalently and closely. We report on a novel method to make [1]rotaxanes via covalent bond formation from a Macrocyclic Compound. That is, we first prepared a bicyclic Compound from macrocycle and then proceeded to [1]rotaxane by aminolysis. This is the first synthetic example of preparation of [1]rotaxane via covalent bond formation, not utilizing weak interactions such as hydrogen bonding, charge transfer, via metal complexation, etc. This method might provide a powerful and new tool for construction of [1]rotaxane as a new supramolecular system. In addition, we investigated energy transfer from rotor to axle using [1]rotaxane th...

  • highly selective formation of 2 2 macrocycles from a novel hydroxybenzaldehyde derivative and diamines
    Chemical Communications, 2000
    Co-Authors: Hirohiko Houjou, Yukio Hishikawa, Yoshinobu Nagawa, Kazuhisa Hiratani
    Abstract:

    A hydroxybenzaldehyde derivative which has isobutenyl linkage reacts with a variety of diamines to efficiently result in a 2∶2 Macrocyclic Compound.