• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to project page

2003 Fiscal Year Final Research Report Summary

Study on Electronic and Steric Effects of Boron Cluster and Application for Construction of Functional Molecules.

Research Project

Project/Area Number 13470468
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionTohoku Pharmaceutical University (2002-2003)
The University of Tokyo (2001)

Principal Investigator

ENDO Yasuyuki  Tohoku Pharmaceutical University, Faculty of Pharmaceutical Sciences, Professor, 薬学部, 教授 (80126002)

Co-Investigator(Kenkyū-buntansha) OHTA Kiminori  Tohoku Pharmaceutical Sciences, Faculty of Pharmaceutical Sciences, Research Associate, 薬学部, 助手 (90347906)
INOMATA Kohei  Tohoku Pharmaceutical University, Faculty of Pharmaceutical Sciences, Lecturer, 薬学部, 講師 (60221785)
Project Period (FY) 2001 – 2003
Keywordscarborane / molecular construction / functional molecule / receptor / hydrophobic interaction / liquid crystal / drug design / 医薬分子設計
Research Abstract

Carboranes (dicarba-closo-dodecaboranes) are a class of carbon-containing polyhedral boron-cluster compounds having globular shape, remarkable thermal stability and hydrophobic character. In this study, we applied their molecular shape and hydrophobic surface of the molecules to design and synthesis of functional molecules as follows.
1. Molecular construction of layered and cyclic molecules with carboranes and benzenes.
2. Design and synthesis of mesogenic molecules with carboranes instead of benzenes and cycloalkane.
3. Design and synthesis of carborane containing nuclear receptor ligands that interact hydrophobically with receptors.
The results achieved in this project (1 and 2) should make it possible to utilize construction of nano-scale chemistry and materials sciences. On the other hands, development of the potent carborane-containing nuclear receptor modulators (retinoid receptor ligands and estrogen receptor ligands) should yield novel candidate therapeutic agents, especially selective receptor modulators. Furthermore, the suitability of the spherical carborane cage for bindiiig to the cavity of receptor should provide a basis for a similar approach to developing novel ligands for other pharmaceutics

  • Research Products

    (34 results)

All Other

All Publications (34 results)

  • [Publications] Yasuyuki Endo: "Potent Estrogen Agonists Based on Carborane as a Hydrophobic Skeletal Structure. A New Medicinal Application of Boron Clusters"Chem.Biol.. 8. 341-355 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Yasuyuki Endo: "Medicinal Application of Dicarba-closo-dodecaboranes. Relation between Retinoidal Activity and Conformation of Two Aromatic Nuclei."BioMed.Chem.Lett.. 11. 1307-1311 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Sonei Sou: "α-Glucosidase Inhibitors with 4,5,6,7-Tetrachlorophtalimide Skeleton with a Cycloalkyl or Dicarba-closo-dodecaborane"Chem.Pharm.Bull.. 49. 791-793 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Chalermkiat Songkram: "Molecular Construction Based on Icosahedral Carboranes and Aromatic Urea Groups. A New Type of Carboracycles"Tetrahedron Lett.. 42. 5913-5916 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Keisuke Yamamoto: "Utility of Boron Clusters for Drug Design. Hansch-Fujita Hydrophobic Parameters π of Dicarba-closo-dodecaboranyl Groups"BioMed.Chem.Lett.. 11. 2389-2392 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Yasuyuki Endo: "Electronic Effects of Icosahedral Carboranes : Kinetic Evidence for Interaction between Boron Atom and Nucleophile on the Solvolysis of (o-Carboranyl) benzyl Tosylates"Tetrahedron Lett.. 42. 6327-6331 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Chalermkiat Songkram: "Structures of Bis- and Tris(2-phenyl-o-carboran-1-yl)benzenes. Construction of Three-dimensional Structures Converted from Planar Arylacetylenic Arrays"Tetrahedron Lett.. 42. 6365-6368 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Tetsuya Toya: "Cyclic Dibenzoylhydrazines Reproducing the Conformation of Ecdyson Agonists, RH-5849. Importance of Hydrogen-bonding Character of NH Group"BioMed.Chem.. 10. 953-961 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Yasuyuki Endo: "Molecular Construction Based on Icosahedral Carboranes and Aromatic N,N'-Dimethylurea Groups. Aromatic Layered Molecules"J.Organomet.Chem.. 657. 48-58 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Jayaseharan Johnsamuel: "A new strategy for molecular modeling and receptor-based design of carborane containing compounds"J.Organomet.Chem.. 680. 223-231 (2003)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Jayaseharan Johnsamuel: "A Convenient Method for the Computer-Aided Molecular Design of Carborane Containing Compounds"BioMed.Chem.Lett.. 13. 3213-3216 (2003)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Yasuyuki Endo: "Boron clusters for medicinal drug design : Selective estrogen receptor modulators bearing carborane"Pure Appl.Chem.. 75. 1197-1205 (2003)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Yasuyuki Endo: "Utility of Boron Clusters for Drug Design. Relation between Estrogen Receptor Binding Affinity and Hydrophobicity of Phenols Bearing Carboranyl Groups"BioMed.Chem.Lett.. 13. 4089-4092 (2003)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Yoshiyuki Taoda: "Electronic Effects of Icosahedral Carboranes : Mechanistic Alteration in Solvolysis of a-(o-Carboranyl)benzyl Tosylates by Electronic Effect of Substituents"Tetrahedron Lett.. 44. 8177-8181 (2003)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Kiminori Ohta: "Structural Effects in Three-Ring Mesogenic Derivatives of p-Carborane and Their Hydrocarbon Analogs"Liq.Cryst.. (印刷中). (2004)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Yasuyuki Endo: "Boron Chemistry at the Beginning of the 21th Century"Bubnov, Yu., et al.(eds.) Russian Academy of Sciences, Nauka, Moscow. 298-306 (2003)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Detlef Gabel: "Molecular Clusters of the Main-Group Elements"Driess, M. ; Noth, H (eds.), Wiley-VHC, Weinheim (印刷中). (2003)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] I.Endo, Y., Iijima, T., Yarnakoshi, Y., Fukasawa, H., Miyaura, C., Inada, M., Kubo, A., Itai, A.: "Potent Estrogen Agonists Based on Carborane as a Hydrophobic Skeletal Structure. A New Medicinal Application of Boron Clusters."Chem.Biol.. 8. 341-355 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Endo, Y., Iijima, T., Yaguchi, K., Kawachi, E., Kagechika, H.: "Medicinal Application of Dicarba-closo-dodecaboranes. Relation between Retinoidal Activity and Conformation of Two Aromatic Nuclei."BioMed.Chem.Lett.. 11. 1307-1311 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Sou, S., Takahashi, H., Yamasaki, R., Kagechika, H., Endo, Y., Hashimoto.: "α-Glucosidase Inhibitors with 4,5,6,7-Tetrachlorophtalimide Skeleton with a Cycloalkyl or Dicarba-closo-dodecaborane."Chem.Parm.Bull.. 49. 791-793 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Songkram, C., Yamasaki, R., Takaishi, K., Yamaguchi, K., Kagechika, H., Endo, Y.: "Molecular Construction Based on lcosahedral Carboranes and Aromatic Urea Groups. A New Type of Carboracycles."Tetrahedron Lett.. 42. 5913-5916 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Yamamoto, K., Endo, Y.: "Utility of Boron Clusters for Drug Design. Hansch-Fujita Hydrophobic Parameters p of Dicarba-closo-dodecaboranyl Groups."BioMed.Chem.Lett.. 11. 2389-2392 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Endo, Y., Taoda, Y.: "Electronic Effects of 3cosahedral Carboranes: Kinetic Evidence for Interaction between Boron Atom and Nucleophile on the Solvolysis of (o-Carboranyl)benzyl Tosylates."Tetrahedron Lett.. 42. 5327-5331 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Songkram, C., Takaishi, K., Yamaguchi, K., Kagechika, H., Endo, Y.: "Structures of Bis-and Tris(2-phenyl-o-carboran-l -yl)benzenes. Construction of Three-dimensional Structures Converted from Planar Arylacetylenic Arrays"Tetrahedron Lett.. 42. 6365-6368 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Toya, T., Yamaguchi, K., Endo, Y.: "Cyclic Dibenzoylhydrazines Reproducing the Conformation of Ecdyson Agonists, RH-5849. Importance of Hydrogen-bonding Character of NH Group"BioMed.Chem.. 10. 953-961 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Endo, Y., Songkram, C., Yamasaki, R., Tanatani, A., Kagechika, H., Takaishi, K., Yamaguchi, K.: "Molecular Construction Based on lcosahedral Carboranes and Aromatic N,N'-Dimethylurea Groups. Aromatic Layered Molecules and a Transition Metal Complex"J.Organomet.Chem.. 657. 48-58 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Johnsarnuel, J., Byun, Y., Jones, T., Endo, Y., Tjarks, W.: "A New Strategy for Molecular Modeling and Receptor-based Design of Carborane Containing Compounds."J.Organomet.Chem.. 680. 223-231 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Endo, Y., Yoshimi, T., Miyaura, C.: "Boron Clusters for Medicinal Drug Design: Selective Estrogen Receptor Modulators Bearing Carborane"Pure Appl.Chem.. 75. 1197-1205 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Johnsarnuel, J., Byun, Y., Jones, T., Endo, Y., Tjarks, W.: "A Convenient Method for the Computer-Aided Molecular Design of Carborane Containing Compounds."BioMed.Chem.Lett.. 13. 3213-3216 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Endo, Y., Yamamoto, K., Kagechika, H.: "Utility of Boron Clusters for Drug Design. Relation between Estrogen Receptor Binding Affinity and Hydrophobicity of Phenols Bearing Various Types of Carboranyl Groups."BioMed.Chem.Lett.. 13. 4089-4092 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Taoda, Y., Endo, Y.: "Electronic Effects of lcosahedral Carboranes: Mechanistic Alteration in Solvolysis of x-(o-Carboranyl)benzyl Tosylates by Electronic Effect of Substituents"Tetrahedron Lett.. 44. 8177-8181 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Ohta, K., Januszko, A., Kaszynski,, Nagamine, T., Sasnouski, G., Endo, Y.: "Structural Effects in Three-Ring Mesogenic Derivatives of p-Carborane and Their Hydrocarbon Analogs."Liq.Cryst. (in press). (2004)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Endo, Y., Yoshimi, T., Miyaura, C: "Utility of Boron Cluster for Drug Design: Selective Estrogen Receptor Modulators (SERMs) Bearing Carborane As a Hydrophobic Skeletal Structure. "Boron Chemistry at the Beginning of the 21 th century"Russian Academy of Sciences, (Nauka, Moscow). 298-306 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Gavel, D., Endo, Y: "Polyboranes in Medicinal Chemistry. "Molecular Clusters of the Main-Group Elements""Wiley-VHC, Weinheim(in press). (2004)

    • Description
      「研究成果報告書概要(欧文)」より

URL: 

Published: 2005-04-19  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi